CN1295548A - 新的三环化合物 - Google Patents
新的三环化合物 Download PDFInfo
- Publication number
- CN1295548A CN1295548A CN99804345A CN99804345A CN1295548A CN 1295548 A CN1295548 A CN 1295548A CN 99804345 A CN99804345 A CN 99804345A CN 99804345 A CN99804345 A CN 99804345A CN 1295548 A CN1295548 A CN 1295548A
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- CN
- China
- Prior art keywords
- optional
- replaces
- compound
- ring
- alkyl group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 1156
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 297
- 239000001257 hydrogen Substances 0.000 claims abstract description 152
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 152
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 134
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 91
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 67
- 125000003118 aryl group Chemical group 0.000 claims abstract description 59
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 15
- 239000003814 drug Substances 0.000 claims abstract description 9
- 229910052727 yttrium Inorganic materials 0.000 claims description 208
- 229910052736 halogen Inorganic materials 0.000 claims description 189
- 150000002367 halogens Chemical class 0.000 claims description 189
- 125000003545 alkoxy group Chemical group 0.000 claims description 175
- -1 alkenyl oxygen Chemical compound 0.000 claims description 137
- 229910052760 oxygen Inorganic materials 0.000 claims description 121
- 239000001301 oxygen Substances 0.000 claims description 108
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 98
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 98
- 150000002431 hydrogen Chemical class 0.000 claims description 87
- 150000003839 salts Chemical class 0.000 claims description 75
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 72
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 69
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 61
- 239000000203 mixture Substances 0.000 claims description 57
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 56
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 52
- 125000004423 acyloxy group Chemical group 0.000 claims description 40
- 125000000304 alkynyl group Chemical group 0.000 claims description 39
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 39
- 125000004414 alkyl thio group Chemical group 0.000 claims description 36
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 31
- 125000002252 acyl group Chemical group 0.000 claims description 29
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 26
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 24
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 24
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical group C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims description 22
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 20
- 239000003018 immunosuppressive agent Substances 0.000 claims description 17
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 17
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 17
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 16
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 15
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 13
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 201000010099 disease Diseases 0.000 claims description 12
- 239000003112 inhibitor Substances 0.000 claims description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 11
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 10
- 230000002052 anaphylactic effect Effects 0.000 claims description 10
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 10
- 125000002883 imidazolyl group Chemical group 0.000 claims description 10
- 125000004043 oxo group Chemical group O=* 0.000 claims description 10
- 125000004193 piperazinyl group Chemical group 0.000 claims description 10
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 9
- 125000003282 alkyl amino group Chemical group 0.000 claims description 9
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 9
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 9
- WHLUQAYNVOGZST-UHFFFAOYSA-N tifenamil Chemical group C=1C=CC=CC=1C(C(=O)SCCN(CC)CC)C1=CC=CC=C1 WHLUQAYNVOGZST-UHFFFAOYSA-N 0.000 claims description 9
- 125000001425 triazolyl group Chemical group 0.000 claims description 9
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 8
- ZRALSGWEFCBTJO-UHFFFAOYSA-N anhydrous guanidine Natural products NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 8
- 239000000043 antiallergic agent Substances 0.000 claims description 8
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 8
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 8
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 8
- 125000002971 oxazolyl group Chemical group 0.000 claims description 8
- 230000004044 response Effects 0.000 claims description 7
- 150000002240 furans Chemical class 0.000 claims description 6
- 125000006323 alkenyl amino group Chemical group 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 4
- VKEQBMCRQDSRET-UHFFFAOYSA-N Methylone Chemical compound CNC(C)C(=O)C1=CC=C2OCOC2=C1 VKEQBMCRQDSRET-UHFFFAOYSA-N 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 330
- 238000005160 1H NMR spectroscopy Methods 0.000 description 311
- 238000005481 NMR spectroscopy Methods 0.000 description 249
- 239000002585 base Substances 0.000 description 135
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 82
- 239000003921 oil Substances 0.000 description 47
- 239000000243 solution Substances 0.000 description 47
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 41
- 238000006243 chemical reaction Methods 0.000 description 33
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 26
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical class CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 25
- 230000002194 synthesizing effect Effects 0.000 description 25
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 229910052799 carbon Inorganic materials 0.000 description 23
- 239000000460 chlorine Substances 0.000 description 23
- 150000001721 carbon Chemical group 0.000 description 19
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 17
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 17
- 239000002904 solvent Substances 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 12
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 11
- 238000010898 silica gel chromatography Methods 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 10
- 238000002425 crystallisation Methods 0.000 description 10
- 230000008025 crystallization Effects 0.000 description 10
- 238000003810 ethyl acetate extraction Methods 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000006069 Suzuki reaction reaction Methods 0.000 description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 8
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
- 235000015320 potassium carbonate Nutrition 0.000 description 8
- FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical compound [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 101150003085 Pdcl gene Proteins 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- 241000699666 Mus <mouse, genus> Species 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 229910000085 borane Inorganic materials 0.000 description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 6
- 229910052794 bromium Inorganic materials 0.000 description 6
- 229910052763 palladium Inorganic materials 0.000 description 6
- 235000017557 sodium bicarbonate Nutrition 0.000 description 6
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 6
- QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 6
- UORVGPXVDQYIDP-UHFFFAOYSA-N trihydridoboron Substances B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 6
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 108010058846 Ovalbumin Proteins 0.000 description 4
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 4
- 230000003266 anti-allergic effect Effects 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- 235000008504 concentrate Nutrition 0.000 description 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- ZKQFHRVKCYFVCN-UHFFFAOYSA-N ethoxyethane;hexane Chemical compound CCOCC.CCCCCC ZKQFHRVKCYFVCN-UHFFFAOYSA-N 0.000 description 4
- 125000001153 fluoro group Chemical group F* 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 4
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 4
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 4
- 229940002612 prodrug Drugs 0.000 description 4
- 239000000651 prodrug Substances 0.000 description 4
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 4
- 125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 4
- QYMGRIFMUQCAJW-UHFFFAOYSA-N 1,2-dihydropyrazine Chemical group C1NC=CN=C1 QYMGRIFMUQCAJW-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 206010002198 Anaphylactic reaction Diseases 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 241000790917 Dioxys <bee> Species 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 206010039085 Rhinitis allergic Diseases 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 239000004141 Sodium laurylsulphate Substances 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 201000010105 allergic rhinitis Diseases 0.000 description 3
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 3
- 235000019270 ammonium chloride Nutrition 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000036783 anaphylactic response Effects 0.000 description 3
- 208000003455 anaphylaxis Diseases 0.000 description 3
- 125000003435 aroyl group Chemical group 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 3
- 239000008116 calcium stearate Substances 0.000 description 3
- 235000013539 calcium stearate Nutrition 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000006482 condensation reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 3
- 125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000002158 endotoxin Substances 0.000 description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 3
- 230000001506 immunosuppresive effect Effects 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 229920006008 lipopolysaccharide Polymers 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 210000000056 organ Anatomy 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000002504 physiological saline solution Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 210000002966 serum Anatomy 0.000 description 3
- 235000017550 sodium carbonate Nutrition 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 239000012312 sodium hydride Substances 0.000 description 3
- 229910000104 sodium hydride Inorganic materials 0.000 description 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- MMWRGWQTAMNAFC-UHFFFAOYSA-N 1,2-dihydropyridine Chemical compound C1NC=CC=C1 MMWRGWQTAMNAFC-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 2
- XNMQEEKYCVKGBD-UHFFFAOYSA-N 2-butyne Chemical compound CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 2
- BAZVFQBTJPBRTJ-UHFFFAOYSA-N 2-chloro-5-nitropyridine Chemical compound [O-][N+](=O)C1=CC=C(Cl)N=C1 BAZVFQBTJPBRTJ-UHFFFAOYSA-N 0.000 description 2
- JHUUPUMBZGWODW-UHFFFAOYSA-N 3,6-dihydro-1,2-dioxine Chemical compound C1OOCC=C1 JHUUPUMBZGWODW-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 238000011725 BALB/c mouse Methods 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- 206010010741 Conjunctivitis Diseases 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
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- C07C43/215—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring having unsaturation outside the six-membered aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/74—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C215/76—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/74—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
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- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
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- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
- C07C217/86—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical containing six-membered aromatic rings
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Abstract
本发明提供式(Ⅰ)化合物,其中A环、B环和C环各自独立为取代的或未取代的芳族环或可以与苯环稠合的取代的或未取代的5-或6-元杂环,当A环、B环和/或C环为取代的或未取代的5-元杂环时,W1、W2和/或W3表示键,X为D或-NR1-(其中R1为氢、低级烷基等),Y为氢、低级烷基、低级链烯基等,V1和V2之一为单键,而另一个为单键、-O-等,和含有该化合物的药物。
Description
技术领域
本发明涉及新的三环化合物和用作免疫抑制剂、抗过敏剂或IgE产生的抑制剂的含有该化合物的药用组合物。
背景技术
近年来,进行组织或器官移植时经常遇到的一个严重问题就是手术后排斥移植部分的排斥症状。预防排斥症状对移植的成功是非常重要的。
各种免疫抑制剂,如硫唑嘌呤、类皮质激素、环孢菌素A、他克莫司等已被开发出来,并开始投入到预防和治疗针对器官或组织移植或因骨髓移植引起的移植物对宿主反应的实际应用中。但鉴于它们的效果及副作用,这些免疫抑制剂并不那么令人满意。
近年来,过敏性疾病,如特应性皮炎、过敏性鼻炎、支气管哮喘、过敏性结膜炎等,在全球范围内趋向于增加并成为严重的问题。常规的抗炎药为自肥大细胞释放化学介质的抑制剂,已释放的化学介质的受体抑制剂、过敏性炎症反应的抑制剂等。所有这些药物均是用于症状缓解疗法的药物,并不是用于过敏性疾病的根本的治疗剂。
因此,一直在期待着开发更有效和更安全的药物。
WO94/27980、WO95/13067、WO96/40659、WO96/40143、WO96/38412、WO97/24356、WO97/24324、WO97/46524、JP-A8-3163、JP-A9-12457、JP-A9-71564、JP-A9-124571等描述了具有与本发明化合物类似的结构并表现出免疫抑制或抗过敏作用的许多化合物。JP-A9-87253、JP-A63-253065、JP-A1-106864、JP-A1-106871、JP-A2-83346、JP-A9-48760、JP-A9-31063等描述了液晶化合物,JP-A8-193067描述了显示出杀昆虫剂或杀螨剂活性的化合物,EP0600717A1描述了对循环系统疾病或精神病有治疗活性的化合物,所有这些化合物均具有与本发明化合物类似的结构。本发明的公开
I其中A环、B环和C环各自独立为任选取代的芳族碳环或可以与苯环稠合的任选取代的5-或6-元杂环,当A环、B环和/或C环为任选取代的5-元杂环时,W1、W2和/或W3表示键,X为-O-、-CH2-、-NR1-,其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基或-S(O)p-,其中p为0-2的整数,Y为氢、任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的酰基、任选取代的环烷基、任选取代的环烯基、任选取代的低级烷氧基羰基、任选取代的氨磺酰基、任选取代的氨基、任选取代的芳基或任选取代的5-或6-元杂环,当X为-CH2-时,Y可以是任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可以是任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,V1和V2之一为键,而另一个为键、-O-、-NH-、-OCH2-、-CH2O-、-CH=CH-、-C≡C-、-CH(OR2)-,其中R2为氢或低级烷基、-CO-或-NHCHR3-,其中R3为氢或羟基,及当V1和V2均为单键时,A环、B环和C环中至少一个为任选取代的芳族碳环和至少另一个为可以与苯环稠合的任选取代的5-或6-元杂环。
本发明提供用作免疫抑制剂、抗过敏剂或IgE产生的抑制剂的药用组合物,它包含化合物(Ⅰ)、其药学上可接受的盐或水合物。
在一个其它的实施方案中,本发明提供包括给予化合物(Ⅰ)在内的抑制免疫应答的方法或治疗和/或预防过敏性疾病的方法。在另一个实施方案中,本发明提供化合物(Ⅰ)在制备用于抑制免疫应答或治疗和/或预防过敏性疾病的药物中的用途。
在本说明书中,术语“卤素”包括氟、氯、溴和碘。氟或氯为优选的。
术语“低级烷基”包括具有1-10个碳原子,优选1-8个碳原子,更优选1-6个碳原子,及最优选1-3个碳原子的直链或支链烷基。例如,包括甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、正戊基、异戊基、新戊基、己基、异己基、正庚基、异庚基、正辛基、异辛基、正壬基、正癸基等。
作为“任选取代的低级烷基”的示例性取代基有卤素、羟基、由低级烷氧基任选取代的低级烷氧基、酰基、酰氧基、羧基、低级烷氧基羰基、巯基、低级烷硫基、由羟基、低级烷基或任选取代的酰基任选取代的氨基、由羟基、低级烷氧基、羧基(低级)烷氧基、芳基(低级)烷氧基或5-或6-元杂环任选取代的亚氨基、由氨基甲酰基或低级烷氧基羰基任选取代的亚肼基、由低级烷基或氨基任选取代的氨基甲酰基、由低级烷基任选取代的硫代氨基甲酰基、由低级烷基或低级烷氧基任选取代的环烷基、由低级烷基任选取代的环烯基、由至少一个选自羟基、低级烷基、羧基、低级烷氧基羰基和低级烷氧基的取代基任选取代的苯基、可由低级烷基取代的和可与苯环稠合的5-或6-元杂环,等等。所述低级烷基可由一个或多个这些取代基在任何可能的位置上取代。卤素、羟基、酰氧基、由低级烷基或低级烷氧基任选取代的苯基、吡啶基等是优选的。
“低级烷氧基”的低级烷基部分与上述“低级烷基”相同。
作为“任选取代的低级烷氧基”的示例性取代基有卤素、羟基、由酰氧基任选取代的低级烷氧基、酰基、由羟基或羧基任选取代的酰氧基、羧基、低级烷氧基羰基、低级烷硫基、由低级烷基任选取代的氨基、由低级烷基或低级烷氧基任选取代的苯基、杂环、杂环基羰基氧基等。
“低级烷氧基羰基”、“低级烷基磺酰基”、“低级烷基磺酰基氧基”、“低级烷硫基”、“低级烷基氨基”和“低级亚烷基二氧基”中的低级烷基部分与上述“低级烷基”相同。对于“任选取代的低级烷氧基羰基”、“任选取代的低级烷基磺酰基”和“任选取代的低级烷硫基”的取代基与上述“任选取代的低级烷氧基”的相同。
术语“低级链烯基”包括2-10个碳原子,优选2-8个碳原子,更优选3-6个碳原子的在任何可能的位置上具有至少一个双键的直链或支链链烯基。例如,包括乙烯基、丙烯基如2-丙烯基等、异丙烯基、丁烯基、异丁烯基、异戊二烯基、丁二烯基、戊烯基、异戊烯基、戊二烯基、己烯基、异己烯基、己二烯基、庚烯基、辛烯基、壬烯基、癸烯基等。对于“任选取代的低级链烯基”的取代基与对于上述的“任选取代的低级烷氧基”的取代基相同,优选由卤素取代的链烯基或未取代的链烯基。
“低级链烯基氧基”、“低级链烯基氧基羰基”和“低级链烯基氨基”的低级链烯基部分与上述“低级链烯基”相同。对于“任选取代的低级链烯基氧基”、“任选取代的低级链烯基氧基羰基”和“任选取代的低级链烯基硫基”的取代基与上述“任选取代的低级烷氧基”的取代基相同。
术语“低级链炔基”包括2-10个碳原子,优选2-8个碳原子,更优选3-6个碳原子的直链或支链炔基,其示例有乙炔基、丙炔基如2-丙炔基等、丁炔基如2-丁炔基、戊炔基、己炔基、庚炔基、辛炔基、壬炔基、癸炔基等。这些基团在任何可能的位置上至少有一个三键并可以有数个双键。对于“任选取代的低级链炔基”的取代基与对于上述的“任选取代的低级烷氧基”的取代基相同。
术语“酰基”包括具有1-20个碳原子,优选1-15个碳原子,更优选1-8个碳原子,更优选1-6个碳原子,最优选1-4个碳原子的直链或支链脂族酰基,具有4-9个碳原子,优选4-7个碳原子的环状脂族酰基和芳酰基。例如,包括甲酰基、乙酰基、丙酰基、丁酰基、异丁酰基、戊酰基、新戊酰基、己酰基、丙烯酰基、丙炔酰基、异丁烯酰基、丁烯酰基、环丙基羰基、环己基羰基、环辛基羰基、苯甲酰基等。对于“任选取代的酰基”的取代基与对于上述的“任选取代的低级烷氧基”的取代基相同,芳酰基还可由低级烷基取代。在这些取代基中,优选卤素。
“酰氧基”中的酰基部分与上述的“酰基”相同,对于“任选取代的酰氧基”的取代基与对于上述的“任选取代的酰基”的取代基相同。
术语“低级烷基羰基”包括具有2-4个碳原子的脂族酰基,包括乙酰基、丙酰基、丁酰基、异丁酰等。优选乙酰基。
术语“环烷基”包括具有3-6个碳原子的碳环,如环丙基、环丁基、环戊基、环己基等。作为“任选取代的环烷基”的示例性取代基有低级烷基、卤素、羟基、羧基、低级烷氧基羰基、低级烷氧基、低级亚烷基二氧基、由低级烷氧基任选取代的亚氨基、芳基、5-或6-元杂环等,所述环烷基可在任何可能的位置上被取代。
术语“环烯基”包括在上述环烷基的任何可能位置上具有至少一个双键的基团,其实例有环丙烯基、环丁烯基、环戊烯基、环己烯基、环己二烯基等。对于“任选取代的环烯基”的取代基与对于上述的“环烷基”的取代基相同。
作为“任选取代的氨基”的示例性取代基有任选取代的低级烷基{其中所述取代基为低级烷氧基、环烷基、任选取代的氨基(其中所述取代基为由酰氧基(低级)烷氧基任选取代的芳酰基)、任选取代的芳基(其中所述取代基为低级烷基、低级烷氧基、羧基或低级烷氧基羰基)或杂环}、低级链烯基、低级链炔基、环烷基、由低级烷基、羧基、酰基、低级烷氧基羰基任选取代的芳基、由低级烷基任选取代的氨磺酰基、任选取代的低级烷氧基羰基(所述取代基为卤素、酰氧基、由羟基取代的酰氧基、由羧基取代的酰氧基或杂环基羰基氧基等)、低级烷基磺酰基等。
术语“任选取代的氨基甲酰基”包括由低级烷基、低级链烯基、低级链炔基等任选取代的氨基甲酰基。
术语“任选取代的氨磺酰基”包括由低级烷基、低级链烯基、低级链炔基等任选取代的氨磺酰基。
术语“芳族碳环”包括苯环、萘环、蒽环、菲环、茚环等,优选苯环。
术语“芳基”包括苯基、萘基、蒽基、菲基、茚基等,优选苯基。
作为“任选取代的芳族碳环”和“任选取代的芳基”的示例性取代基有卤素、羟基、由卤素或羧基任选取代的低级烷基、由卤素、芳基、杂芳基或低级烷氧基任选取代的低级烷氧基、低级链烯基、低级链炔基、环烷基、低级链烯基氧基、低级链炔基氧基、环烷氧基、酰基、酰氧基、羧基、低级烷氧基羰基、低级链烯基氧基羰基、低级烷硫基、低级链炔基硫基、由低级烷基、环烷基(低级)烷基、杂芳基(低级)烷基、低级链烯基、环烷基、由卤素、低级烷氧基羰基或低级烷基磺酰基任选取代的酰基任选取代的氨基、胍基、硝基、低级烷基磺酰基、二羟基硼烷、由卤素任选取代的低级烷基磺酰基氧基、芳基磺酰基、芳基磺酰基氧基、芳基、5-或6-元杂环等。芳族碳环和芳基可以在一个或多个任何可能的位置上由这些取代基取代。优选的实例为卤素、羟基、由卤素任选取代的低级烷基、由芳基或低级烷氧基任选取代的低级烷氧基、低级链烯基氧基、酰氧基、低级烷硫基、由低级烷基、低级链烯基、由卤素任选取代的酰基或低级烷基磺酰基任选取代的氨基、硝基、低级烷基磺酰基、由卤素任选取代的低级烷基磺酰基氧基,或芳基磺酰基。
“芳基磺酰基”和“芳基磺酰基氧基”的芳基部分与上述“芳基”相同,优选苯基。对于“任选取代的芳基磺酰基”的取代基与上述“任选取代的芳基”的取代基相同,优选未取代的芳基磺酰基。
术语“5-或6-元杂环”包括含有至少一个任意选自O、S和N的杂原子的5-或6-元杂环。杂环的实例包括芳族杂环如吡咯环、咪唑环、吡唑环、吡啶环如4-吡啶基、哒嗪环、嘧啶环、吡嗪环、三唑环、三嗪环、异噁唑环、噁唑环、噁二唑环、异噻唑环、噻唑环、噻二唑环、呋喃环如2-呋喃基或3-呋喃基、噻吩环如3-噻吩基等,脂族杂环如四氢吡喃环、二氢吡啶环如1,2-二氢吡啶基、二氢哒嗪如2,3-二氢哒嗪基、二氢吡嗪环如1,2-二氢吡嗪基、二噁烷环、oxathiorane环、thiane环、吡咯烷环、吡咯啉环、咪唑烷环、咪唑啉环、吡唑烷环、吡唑啉环、哌啶环、哌嗪环、吗啉环等。
在上述“5-或6-元杂环”中术语“含有一个或两个杂原子的5-或6-元杂环”包括芳族杂环如吡咯环、咪唑环、吡唑环、吡啶环、哒嗪环、嘧啶环、吡嗪环、异噁唑环、噁唑环、异噻唑环、噻唑环、呋喃环、噻吩环等以及脂族杂环如二噁烷环、oxathiorane环、thiane环、二氢吡啶环、吡咯烷环、吡咯啉环、咪唑烷环、咪唑啉环、吡唑烷环、吡唑啉环、哌啶环、哌嗪环、吗啉环等,优选芳族杂环。
“可与苯环稠合的5-或6-元环”的示例有吲哚环、异吲哚环、苯并咪唑环、吲唑环、噌啉环、2,3-二氮杂萘环、喹唑啉环、苯并异噁唑环、苯并噁唑环、苯并噁二唑环、苯并噻唑环、苯并异噻唑环、苯并呋喃环、苯并噻吩环、苯并三唑环、异苯并呋喃环、苯并吡喃环、二氢吲哚环、二氢异吲哚环等。
作为“任选取代的5-或6-元杂环”和“可与苯环稠合的任选取代的5-或6-元杂环”的示例性取代基有卤素、羟基、由羟基或酰氧基任选取代的低级烷基、由卤素、芳基或5-或6-元杂环任选取代的低级烷氧基、低级链烯基、低级链烯基氧基、低级链炔基、低级链炔基氧基、酰氧基、羧基、低级烷氧基羰基、巯基、低级烷硫基、低级链烯基硫基、可以由卤素、任选取代的低级烷基(其中所述取代基为环烷基或5-或6-元杂环)、由卤素、低级链烯基、环烷基或低级烷基磺酰基任选取代的酰基一取代或二取代的氨基、由低级烷基磺酰基任选取代的亚氨基、硝基、低级烷基磺酰基、芳基、5-或6-元杂环、氧代、氧化物等。这些取代基可在一个或多个任何可能的位置上被取代。
对于“含有一个或两个杂原子的任选取代的5-或6-元杂环”的取代基与上述的相同。优选由低级烷基取代的5-或6-元杂环或未取代的5-或6-元杂环。
术语“当A环、B环和/或C环为任选取代的5-元杂环时,W1、W2和/或W3表示键”意思如下:当A环为任选取代的5-元杂环时,W1表示键,产生如下所示的V1和X键合于A环上的位置:当B环或C环为5-元杂环时,W2和W3各自表示键,产生如下所示的V1和V2的键合位置:X、V1和V2可各自直接连接于构成A环、B环或C环的杂原子上。
术语“化合物(Ⅰ)”包括每种化合物可形成的且药学上可接受的盐。作为“药学上可接受的盐”的示例有与无机酸如盐酸、硫酸、硝酸、磷酸、氢氟酸、氢溴酸等的盐,与有机酸如甲酸、乙酸、酒石酸、乳酸、柠檬酸、富马酸、马来酸、琥珀酸等的盐,与有机碱的盐如铵盐、三甲基铵盐、三乙基铵盐等,与碱金属如钠、钾等的盐以及与碱土金属如钙、镁等的盐。
本发明化合物包括水合物及其所有的立体异构体,例如其阻转异构体等。
实施本发明的最好模式
所有的化合物(Ⅰ)均具有免疫抑制作用、抗过敏作用和/或对IgE产生的抑制作用,下列化合物是特别优选的。
在式(Ⅰ)中,1)其中A环是任选取代的苯环的化合物,优选A环是任选取代的苯环{其中所述取代基为卤素、羟基、低级烷基、低级烷氧基、酰氧基、低级烷基磺酰基、任选取代的低级烷基磺酰基氧基(其中所述取代基为卤素)或芳基磺酰基氧基},更优选A环是任选取代的苯环(其中所述取代基为卤素、羟基、低级烷基、低级烷氧基或低级烷基磺酰基氧基),2)其中B环是任选取代的苯环、任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的噻吩环、任选取代的呋喃环、任选取代的吡唑环或任选取代的噁唑环的化合物,优选B环是任选取代的苯环(其中所述取代基为卤素、羟基、低级烷基、低级烷氧基、低级链烯基氧基、低级烷硫基、环烷氧基、低级烷氧基羰基或低级烷基磺酰基氧基),任选取代的吡啶环(其中所述取代基为卤素、羟基、低级烷基、低级烷氧基、低级烷硫基、低级链烯基、氨基、羧基或低级烷氧基羰基),任选取代的嘧啶环{其中所述取代基为卤素、任选取代的低级烷基(其中所述取代基为羟基或酰氧基)、低级烷氧基、低级烷硫基、任选取代的氨基(其中所述取代基为低级烷基)、羧基或低级烷氧基羰基},任选取代的哒嗪环(其中所述取代基为卤素、羟基、低级烷基、低级烷氧基、低级烷硫基、低级链烯基、氨基、羧基、低级烷氧基羰基或氧化物),任选取代的噻吩环(其中所述取代基为低级烷基),任选取代的吡唑环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基)、低级烷氧基、羧基或低级烷氧基羰基},或任选取代的噁唑环(其中所述取代基为低级烷基),更优选B环是任选取代的苯环(其中所述取代基为羟基、低级烷基、低级烷氧基或低级烷基磺酰基氧基),任选取代的吡啶环(其中所述取代基为卤素或低级烷基),任选取代的嘧啶环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基或酰氧基)、低级烷氧基、低级烷硫基、任选取代的氨基(其中所述取代基为低级烷基)、羧基或低级烷氧基羰基},任选取代的吡唑环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基)、低级烷氧基、羧基或低级烷氧基羰基},3)其中C环是任选取代的苯环、任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的异噁唑环、任选取代的吡唑环、任选取代的苯并噻唑环、任选取代的吗啉环、任选取代的哌嗪环、任选取代的咪唑环、任选取代的三唑环、任选取代的二氢吡啶环、任选取代的二氢哒嗪环或任选取代的二氢吡嗪环,优选C环是任选取代的苯环{其中所述取代基为卤素、羟基、任选取代的低级烷基(其中所述取代基为卤素)、任选取代的低级烷氧基(其中所述取代基为芳基或低级烷氧基)、低级链烯基氧基、低级烷硫基、任选取代的氨基[其中所述取代基为低级烷基、低级链烯基、任选取代的酰基(其中所述取代基为卤素)或低级烷基磺酰基]、硝基、低级烷基磺酰基或低级烷基磺酰基氧基}的化合物,任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的异噁唑环、任选取代的吡唑环{其中所述取代基为卤素、羟基、任选取代的低级烷基(其中所述取代基为羟基或酰氧基)、任选取代的低级烷氧基(其中所述取代基为卤素、芳基或5-或6-元杂环)、低级链烯基、低级链烯基氧基、低级链炔基、低级链炔基氧基、酰氧基、羧基、低级烷氧基羰基、巯基、低级烷硫基、低级链烯基硫基、任选一-或二-取代的氨基{其中所述取代基为卤素、任选取代的低级烷基(其中所述取代基为环烷基或5-或6-元杂环)、任选取代的酰基(其中所述取代基为卤素)、低级链烯基、环烷基或低级烷基磺酰基}、任选取代的亚氨基(其中所述取代基为低级烷基磺酰基)、硝基、低级烷基磺酰基、芳基、5-或6-元杂环、氧代或氧化物},苯并噻唑环,任选取代的二氢吡啶(其中所述取代基为氧代),任选取代的二氢哒嗪环(其中所述取代基为氧代),任选取代的二氢吡嗪环(其中所述取代基为氧代),更优选C环为任选取代的苯环{其中所述取代基为卤素、羟基、任选取代的低级烷基(其中所述取代基为卤素)、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基、低级烷硫基、任选一-或二-取代的氨基{其中所述取代基为低级烷基、低级链烯基、任选取代的酰基(其中所述取代基为卤素)或低级烷基磺酰基]、硝基、低级烷基磺酰基或低级烷基磺酰基氧基}、任选取代的吡啶环{其中所述取代基为卤素、羟基、低级烷基、低级链烯基、低级链炔基、任选取代的低级烷氧基(其中所述取代基为卤素、芳基或5-或6-元杂环)、低级链烯基氧基、低级链炔基氧基、低级烷硫基、低级链烯基硫基、任选取代的氨基(其中所述取代基为低级烷基、杂环(低级)烷基、环烷基烷基、低级链烯基或环烷基)、低级烷基磺酰基、5-或6-元杂环、硝基或氧代},任选取代的嘧啶环{其中所述取代基为卤素、羟基、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基或低级链烯基)},任选取代的哒嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基、低级烷氧基或低级链烯基)},任选取代的吡嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级链烯基)},4)其中X为-O-或-NR1-(其中R1为氢、甲基或异戊二烯基),优选X为-O-、-NH-或-NMe-,更优选X为-O-或-NH-的化合物,5)其中Y为氢、任选取代的低级烷基、任选取代的低级链烯基、低级烷基磺酰基或任选取代的酰基,优选Y为任选取代的低级烷基、任选取代的低级链烯基、低级烷基磺酰基或任选取代的酰基,更优选Y为任选取代的低级烷基{其中所述取代基为5-或6-元杂环或任选取代的苯基(其中所述取代基为低级烷基或低级烷氧基)}或任选取代的低级链烯基(其中所述取代基为卤素),最优选Y为甲基、任选取代的异戊二烯基(其中所述取代基为卤素)或任选取代的苄基(其中所述取代基为低级烷基或低级烷氧基)的化合物,6)其中X为-O-或-NH-和Y为任选取代的异戊二烯基(其中所述取代基为卤素)或任选取代的苄基(其中所述取代基为低级烷基或低级烷氧基),或X为-NR1-和Y为甲基的化合物,优选-X-Y为-OCH2CH=CMe2-、-OBn、-OCH2C6H4-2-Me、-OCH2C6H4-3-Me、-OCH2C6H4-4-Me、-OCH2C6H4-4-OMe、-NMe2或-NHCH2CH=CMe2,更优选-X-Y为-OCH2CH=CMe2、-OBn或-NMe2,7)其中V1和V2之一为单键,而另一个为单键、-O-或-NH-,优选V1为单键和V2为单键、-O-或-NH-,最优选V1和V2均为单键的化合物,8)化合物,其中A环为任选取代的苯环,B环为任选取代的苯环、任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的噻吩环、任选取代的呋喃环、任选取代的吡唑环或任选取代的噁唑环的化合物,C环是任选取代的苯环、任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的异噁唑环、任选取代的吡唑环、任选取代的苯并噻唑环、任选取代的吗啉环、任选取代的哌嗪环、任选取代的咪唑环或任选取代的三唑环,X为-O-或-NR1-其中R1为氢、甲基或异戊二烯基,Y为任选取代的低级烷基或任选取代的低级链烯基,及V1和V2之一为单键,而另一个为单键、-O-或-NH-,优选A环是任选取代的苯环{其中所述取代基为卤素、羟基、低级烷氧基、酰氧基、低级烷基磺酰基、任选取代的低级烷基磺酰基氧基(其中所述取代基为卤素)或芳基磺酰基氧基},B环是任选取代的苯环(其中所述取代基为卤素、羟基、低级烷基、低级烷氧基、低级烷氧基羰基、低级链烯基氧基或低级烷基磺酰基氧基),任选取代的吡啶环(其中所述取代基为卤素或低级烷基),任选取代的嘧啶环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基或酰氧基)、低级烷氧基、低级烷硫基、任选取代的氨基(其中所述取代基为低级烷基)、羧基或低级烷氧基羰基)},任选取代的哒嗪环(其中所述取代基为低级烷基或氧化物),任选取代的噻吩环(其中所述取代基为低级烷基),任选取代的吡唑环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基)、低级烷氧基、羧基或低级烷氧基羰基},或任选取代的噁唑环(其中所述取代基为低级烷基),C环是任选取代的苯环{其中所述取代基为卤素、羟基、任选取代的低级烷基(其中所述取代基为卤素)、任选取代的低级烷氧基(其中所述取代基为芳基或低级烷氧基)、低级链烯基氧基、低级烷硫基、任选取代的氨基{其中所述取代基为低级烷基、低级链烯基、任选取代的酰基(其中所述取代基为卤素)或低级烷基磺酰基}、硝基、低级烷基磺酰基或低级烷基磺酰基氧基},任选取代的吡啶环{其中所述取代基为卤素、羟基、低级烷基、低级链烯基、低级链炔基、任选取代的低级烷氧基(其中所述取代基为卤素、芳基或5-或6-元杂环)、低级链烯基氧基、低级链炔基氧基、低级烷硫基、低级链烯基硫基、任选取代的氨基(其中所述取代基为低级烷基、杂环(低级)烷基、环烷基烷基、低级链烯基或环烷基)、低级烷基磺酰基、5-或6-元杂环、硝基或氧代},任选取代的嘧啶环{其中所述取代基为卤素、羟基、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基或低级链烯基)},任选取代的哒嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基、低级烷氧基或低级链烯基)},任选取代的吡嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基、任选取代的氨基(其中所述取代基为低级链烯基)},任选取代的异噁唑环{其中所述取代基为任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基、任选取代的氨基(其中所述取代基为低级链烯基或低级烷基磺酰基)},任选取代的吡唑环{其中所述取代基为低级烷基、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级链烯基或低级烷基磺酰基)},或苯并噻唑环,X为-O-、-NH-或-NMe-,Y为任选取代的低级烷基{其中所述取代基为5-或6-元杂环或任选取代的苯基(其中所述取代基为低级烷基或低级烷氧基)}或低级链烯基(其中所述取代基为卤素),V1和V2之一为单键,而另一个为单键、-O-或-NH-,更优选A环是任选取代的苯环(其中所述取代基为卤素、羟基、低级烷氧基或低级烷基磺酰基氧基),B环是苯环(其中所述取代基为卤素、羟基、低级烷基、低级烷氧基或低级烷氧基羰基),任选取代的吡啶环(其中所述取代基为卤素或低级烷基),任选取代的嘧啶环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基或酰氧基)、低级烷氧基、低级烷硫基、任选取代的氨基(其中所述取代基为低级烷基)、羧基或低级烷氧基羰基},任选取代的吡唑环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基)、低级烷氧基、羧基或低级烷氧基羰基},C环是任选取代的苯环{其中所述取代基为卤素、羟基、任选取代的低级烷基(其中所述取代基为卤素)、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基、低级烷硫基、任选取代的氨基{其中所述取代基为低级烷基、低级链烯基、任选取代的酰基(其中所述取代基为卤素)或低级烷基磺酰基}、硝基、低级烷基磺酰基或低级烷基磺酰基氧基},任选取代的吡啶环{其中所述取代基为卤素、羟基、低级烷基、低级链烯基、低级链炔基、任选取代的低级烷氧基(其中所述取代基为卤素、芳基或5-或6-元杂环)、低级链烯基氧基、低级链炔基氧基、低级烷硫基、低级链烯基硫基、任选取代的氨基(其中所述取代基为低级烷基、杂环(低级)烷基、环烷基烷基、低级链烯基或环烷基),低级烷基磺酰基、5-或6-元杂环、硝基或氧代},任选取代的嘧啶环{其中所述取代基为卤素、羟基、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基或低级链烯基)}。任选取代的哒嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基、低级烷氧基或低级链烯基)},或任选取代的吡嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级链烯基)},X为-O-和Y为异戊二烯基或任选取代的苄基(其中所述取代基为低级烷基或低级烷氧基)或X为-NR1-和Y为甲基,V1为单键和V2为单键、-O-或-NH-,更优选A环是任选取代的苯环(其中所述取代基为卤素、羟基、低级烷氧基或低级烷基磺酰基氧基),B环是任选取代的苯环(其中所述取代基为卤素、羟基、低级烷基、低级烷氧基或低级烷氧基羰基),任选取代的吡啶环(其中所述取代基为低级烷基),任选取代的嘧啶环(其中所述取代基为低级烷基、低级烷氧基、羧基或低级烷氧基羰基),任选取代的吡唑环(其中所述取代基为低级烷基、低级烷氧基、羧基或低级烷氧基羰基),C环是任选取代的苯环{其中所述取代基为卤素、羟基、低级烷氧基、低级链烯基氧基、任选取代的氨基(其中所述取代基为低级烷基)或低级烷基磺酰基氧基},任选取代的吡啶环{其中所述取代基为任选取代的氨基{其中所述取代基为卤素、低级烷基、任选取代的低级烷氧基(其中所述取代基为芳基或5-或6-元杂环)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基、杂环基(低级)烷基或低级链烯基)},任选取代的嘧啶环(其中所述取代基为卤素、羟基、低级烷氧基、低级链烯基氧基、氨基或低级链烯基氨基),任选取代的哒嗪环(其中所述取代基为卤素、低级烷氧基、低级链烯基氧基、氨基、低级烷基氨基或低级链烯基氨基),或任选取代的吡嗪环(其中所述取代基为低级链烯基氧基、氨基或低级链烯基氨基),X为-O-和Y为异戊二烯基或任选取代的苄基(其中所述取代基为低级烷基或低级烷氧基)或X为NR1和Y为甲基或异戊二烯基,V1为单键和V2为单键、-O-或-NH-,9)其中A环、B环和C环中的两个为任选取代的苯环而另一个为可与苯环稠合的任选取代的5-或6-元杂环,优选A环是任选取代的苯环,B环和C环之一是任选取代的苯环而另一个是可与苯环稠合的任选取代的5-或6-元杂环,更优选A环是任选取代的苯环,B环和C环之一是任选取代的苯环而另一个是可与苯环稠合的任选取代的5-或6-元杂环且V1和V2均为单键的化合物,10)其中A环、B环和C环均为任选取代的苯环,V1为单键和V2为-O-或-NH-的化合物,11)其中A环和B环均为任选取代的苯环而-X-Y为-NMe2、异戊二烯基氧基或异戊二烯基氨基的化合物,优选A环和B环均为任选取代的苯环和C环为任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的异噁唑环或任选取代的吡唑环,-X-Y为-NMe2、异戊二烯基氧基或异戊二烯基氨基以及V1和V2均为单键,12)任何下式的化合物:其中R4、R5、R6和R7各自独立为氢、卤素、羟基、低级烷氧基、酰氧基、任选取代的低级烷基磺酰基氧基(其中所述取代基为卤素)或芳基磺酰基氧基,R8、R9、R10和R11各自独立为氢、羟基、低级烷基、低级烷氧基或低级烷基磺酰基氧基,R12、R13、R14、R15和R16各自独立为氢、卤素、羟基、任选取代的低级烷基(其中所述取代基为卤素)、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基、低级烷硫基、低级烷基磺酰基、低级烷基磺酰基氧基、硝基或任选取代的氨基{其中所述取代基为低级烷基、低级链烯基、任选取代的酰基(其中所述取代基为卤素)或低级烷基磺酰基},B环是任选取代的吡啶环(其中所述取代基为卤素或低级烷基),任选取代的嘧啶环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基或酰氧基)、低级烷氧基、低级烷硫基、任选取代的氨基(其中所述取代基为低级烷基)、羧基或低级烷氧基羰基},任选取代的哒嗪(其中所述取代基为低级烷基或氧化物),任选取代的噻吩环(其中所述取代基为低级烷基),任选取代的吡唑环{其中所述取代基为任选取代的低级烷基(其中所述取代基为羟基)、低级烷氧基、羧基或低级烷氧基羰基},或任选取代的噁唑环(其中所述取代基为低级烷基),C环是任选取代的吡啶环{其中所述取代基为羟基、卤素、低级烷基、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基、任选取代的氨基{其中所述取代基为低级烷基、任选取代的酰基(其中所述取代基为卤素)、低级链烯基或低级烷基磺酰基}、硝基、低级烷硫基、低级烷基磺酰基或任选取代的亚氨基(其中所述取代基为低级烷基磺酰基)},任选取代的嘧啶环{其中所述取代基为卤素、羟基、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基或低级链烯基)},任选取代的哒嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基、低级烷氧基、低级链烯基或低级链烯基氧基)},任选取代的吡嗪环{其中所述取代基为卤素、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级烷基或低级链烯基)},任选取代的异噁唑环{其中所述取代基为任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级链烯基或烷基磺酰基)},任选取代的吡唑环{其中所述取代基为低级烷基、任选取代的低级烷氧基(其中所述取代基为芳基)、低级链烯基氧基或任选取代的氨基(其中所述取代基为低级链烯基或低级烷基磺酰基)},苯并噻唑环,吗啉环,哌嗪环(其中所述取代基为低级烷基或苯基),咪唑环,或三唑环,V1为单键或-O-,V2为单键、-O-、-NH-、-OCH2-、-CH2O-、-CH=CH-、-C≡C-、-CH(OEt)-,-CH(OH)-、-CO-、-NHCH2-或-NHCH(OH)-,X为-O-或-NR1-(其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基),和Y为甲基、任选取代的异戊二烯基(其中所述取代基为卤素)或任选取代的苄基(其中所述取代基为低级烷基或低级烷氧基),13)其中A环和B环均为任选取代的苯环而C环为Y为CH2CH=CMe2和V1和V2均为单键的化合物,14)其中A环和B环均为苯环,C环为X为-O-,Y为氢,V1和V2均为单键的化合物,15)其中A环和B环均为任选取代的苯环,而C环为X为-NH-和V1和V2均为单键的化合物。
另一优选的实施方案为,[1]下式(Ib’)的化合物
Ib’其中C环为含有一个或两个杂原子的任选取代的5-或6-元杂环,当C环是5-元杂环时,W3表示键,X和X’各自独立为-O-、-CH2-、-NR1-,其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基或-S(O)p-,其中p为0-2的整数,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的酰基、任选取代的环烷基、任选取代的环烯基、任选取代的低级烷氧基羰基、任选取代的氨基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR')、-CR’=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR'-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6、R7、R8、R9、R10和R11各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的低级链烯基氧基、任选取代的环烷基氧基、任选取代的酰氧基、羧基、任选取代的低级烷氧基羰基、任选取代的低级链烯基氧基羰基、任选取代的低级烷硫基、任选取代的低级链烯基硫基、任选取代的氨基、任选取代的氨基甲酰基、胍基、硝基、任选取代的低级烷基磺酰基、任选取代的低级烷基磺酰基氧基、任选取代的芳基磺酰基或任选取代的芳基磺酰基氧基,排除其中R8、R9、R10和R11都选自氢和卤素的化合物。
在式(Ib’)的下列化合物中,优选的是:其中R4和R5各自独立为氢、羟基、卤素、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的酰氧基、任选取代的低级烷基磺酰基氧基或任选取代的芳基磺酰基氧基的化合物(下文称作“R4和R5为R45-1”),其中R4和R5各自独立为氢、羟基、卤素、低级烷基、低级烷氧基、酰氧基、任选取代的低级烷基磺酰基氧基或芳基磺酰基氧基的化合物(下文称作“R4和R5为R45-2”),其中R4和R5各自独立为氢、卤素或低级烷氧基的化合物(下文称作“R4和R5为R45-3”),其中R4和R5之一为氢,而另一个为卤素的化合物(下文称作“R4和R5为R45-4”),其中R4和R5之一为氢,而另一个为氯代或氟代的化合物(下文称作“R4和R5为R45-5”),其中R4为氢和R5为卤素的化合物(下文称作“R4和R5为R45-6”),其中R4为氢和R5为氯代或氟代的化合物(下文称作“R4和R5为R45-7”),其中R6和R7各自独立为氢、卤素或低级烷基的化合物(下文称作“R6和R7为R67-1”),其中R6和R7均为氢的化合物(下文称作“R6和R7为R67-2”),其中R8和R11各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的环烷氧基、任选取代的低级烷硫基、任选取代的低级烷氧基羰基或任选取代的低级烷基磺酰基氧基的化合物(下文称作“R8和R11为R811-1”),其中R8和R11各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的环烷氧基、任选取代的低级烷硫基、任选取代的低级烷氧基羰基或任选取代的低级烷基磺酰基氧基的化合物(下文称作“R8和R11为R811-2”),其中R8和R11各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基或任选取代的低级烷氧基羰基的化合物(下文称作“R8和R11为R811-3”),其中R8和R11各自独立为氢、卤素、任选取代的低级烷基、任选取代的低级烷氧基或低级烷氧基碳基的化合物(下文称作“R8和R11为R811-4”),其中R8和R11各自独立为氢、任选取代的低级烷基、任选取代的低级烷氧基或低级烷氧基羰基的化合物(下文称作“R8和R11为R811-5”),其中R8和R11各自独立为氢、任选取代的低级烷基或任选取代的低级烷氧基的化合物(下文称作“R8和R11为R811-6”),其中R8和R11各自独立为任选取代的低级烷基或任选取代的低级烷氧基的化合物(下文称作“R8和R11为R811-7”),其中R8和R11各自独立为低级烷基或低级烷氧基的化合物(下文称作“R8和R11为R811-8”),其中R8和R11均为任选取代的低级烷基或任选取代的低级烷氧基的化合物(下文称作“R8和R11为R811-9”),其中R8和R11均为低级烷基,或R8和R11之一为低级烷基而另一个为低级烷氧基的化合物(下文称作“R8和R11为R811-10”),其中R8和R11均为低级烷基的化合物(下文称作“R8和R11为R811-11”),其中R8和R11各自独立为甲基或甲氧基的化合物(下文称作“R8和R11为R811-12”),其中R9和R10各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的环烷氧基、任选取代的低级烷硫基、任选取代的低级烷氧基羰基或任选取代的低级烷基磺酰基氧基的化合物(下文称作“R9和R10为R910-1”),其中R9和R10各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、环烷氧基、低级烷硫基、低级烷氧基羰基或任选取代的低级烷基磺酰基氧基的化合物(下文称作“R9和R10为R910-2”),其中R9和R10各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基或任选取代的低级烷基磺酰基氧基的化合物(下文称作“R9和R10为R910-3”),其中R9和R10各自独立为氢、卤素、羟基、任选取代的低级烷基或任选取代的低级烷氧基的化合物(下文称作“R9和R10为R910-4”),其中R9和R10各自独立为氢、任选取代的低级烷基或任选取代的低级烷氧基的化合物(下文称作“R9和R10为R910-5”),其中R9和R10各自独立为氢或任选取代的低级烷基的化合物(下文称作“R9和R10为R910-6”),其中R9和R10均为氢或任选取代的低级烷基的化合物(下文称作“R9和R10为R910-7”),其中R9和R10均为氢或低级烷基的化合物(下文称作“R9和R10为R910-8”),其中R9和R10均为氢的化合物(下文称作“R9和R10为R910-9”),其中R9和R10均为低级烷基的化合物(下文称作“R9和R10为R910-10”),其中R9和R10各自独立为氢或低级烷基的化合物(下文称作“R9和R10为R910-11”),其中C环为含有至少一个N原子的5-或6-元杂环的化合物(下文称作“C环为C-1”),其中C环为含有至少一个N原子的6-元杂环的化合物(下文称作“C环为C-2”),其中C环为任选取代的吡啶、任选取代的嘧啶、任选取代的哒嗪或任选取代的吡嗪的化合物(下文称作“C环为C-3”),其中C环为任选取代的吡啶或任选取代的嘧啶的化合物(下文称作“C环为C-4”),其中C环为其中G1为CR13或N,G2为CR15或N,R12、R13、R14和R15各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的低级链烯基氧基、任选取代的酰氧基、羧基、任选取代的低级烷氧基碳基、任选取代的低级链烯基氧基羰基、任选取代的低级烷硫基、任选取代的低级链烯基硫基、任选取代的氨基、胍基、硝基、任选取代的低级烷基磺酰基、任选取代的低级烷基磺酰基氧基、任选取代的芳基磺酰基或任选取代的芳基磺酰基氧基的化合物(下文称作“C环为C-5”),其中C环为其中G1为CR13或N,G2为CR15或N,R12、R13、R14和R15各自独立为氢、卤素、羟基、低级烷基、任选取代的低级链烯基、任选取代的低级烷氧基、任选取代的氨基或硝基的化合物(下文称作“C环为C-6”),其中C环为C-5,G1和G2各自独立为CH或N的化合物(下文称作“C环为C-7”),其中C环为C-6,G1和G2各自独立为CH或N的化合物(下文称作“C环为C-8”),其中C环为
的化合物(下文称作“C环为C-9”),其中X和X’为-O-、-CH2-、-NR1-(其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基)或-S(O)p-,其中p为0-2的整数,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的环烷基、任选取代的环烯基、任选取代的氨基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环,当X为-O-或-NR1-时,Y可以是任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可以是任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可以是氢或卤素,当X’为-CH2-或-NR1-时,Y’可以是氢或卤素,条件是Y和Y’不同时为氢的化合物(下文称作“X、X’、Y和Y’为XY-1”),其中X和X’各自独立为-O-、-CH2-、-NR1-,其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基或-S(O)p-,其中p为0-2的整数,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的环烷基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环的化合物(下文称作“X、X’、Y和Y’为XY-2”),其中X和X’之一为-O-,而另一个为-NR1-,其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基的化合物(下文称作“X、X’、Y和Y’为XY-3”),其中X和X’之一为-O-,而另一个为-NH-的化合物(下文称作“X、X’、Y和Y’为XY-4”),其中Y和Y’中至少一个为异戊二烯基的化合物(下文称作“X、X’、Y和Y’为XY-5”),其中X和X’各自独立为-O-或-NR1-,其中R1为氢、低级烷基、低级链烯基或任选取代的低级烷氧基羰基,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的环烷基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环的化合物(下文称作“X、X’、Y和Y’为XY-6”),其中X和X’之一为-O-而另一个为-NR1-,其中R1为氢、低级烷基、低级链烯基或任选取代的低级烷氧基羰基,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基或任选取代的低级链炔基的化合物(下文称作“X、X’、Y和Y’为XY-7”),其中X和X’之一为-O-而另一个为-NH-,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基、任选取代的链炔基、任选取代的环烷基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环的化合物(下文称作“X、X’、Y和Y’为XY-8”),其中X和X’之一为-O-而另一个为-NR1-,其中R1为氢、低级烷基或低级链烯基,Y和Y’各自独立为任选取代的低级烷基或任选取代的低级链烯基的化合物(下文称作“X、X’、Y和Y’为XY-9”),其中X和X’之一为-O-而另一个为-NH-,Y和Y’各自独立为任选取代的低级烷基或任选取代的低级链烯基的化合物(下文称作“X、X’、Y和Y’为XY-10”),其中X和X’之一为-O-而另一个为-NR1-,其中R1为氢、低级烷基、低级链烯基或任选取代的低级烷氧基羰基,Y和Y’之一为低级烷基或低级链烯基而另一个为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的环烷基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环的化合物(下文称作“X、X’、Y和Y’为XY-11”),其中X和X’之一为-O-而另一个为-NH-,Y和Y’之一为低级烷基或低级链烯基而另一个为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的环烷基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环的化合物(下文称作“X、X’、Y和Y’为XY-12”),其中X和X’之一为-O-而另一个为-NR1-,其中R1为氢、低级烷基、低级链烯基或任选取代的低级烷氧基羰基,Y和Y’之一为低级烷基或低级链烯基而另一个为氢或任选取代的低级烷基、任选取代的低级链烯基或任选取代的低级链炔基的化合物(下文称作“X、X’、Y和Y’为XY-13”),其中X和X’之一为-O-而另一个为-NH-,Y和Y’之一为低级烷基或低级链烯基而另一个为氢、任选取代的低级烷基、任选取代的低级链烯基或任选取代的低级链炔基的化合物(下文称作“X、X’、Y和Y’为XY-14”),其中X和X’为-O-而另一个为-NR1-,其中R1为氢、低级烷基、低级链烯基或任选取代的低级烷氧基羰基,Y和Y’之一为异戊二烯基而另一个为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的环烷基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环的化合物(下文称作“X、X’、Y和Y’为XY-15”),其中X和X’之一为-O-而另一个为-NH-,Y和Y’之一为异戊二烯基而另一个为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的环烷基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环的化合物(下文称作“X、X’、Y和Y’为XY-16”),其中X和X’之一为-O-而另一个为-NR1-,其中R1为氢、低级烷基、低级链烯基或任选取代的低级烷氧基羰基,Y和Y’之一为异戊二烯基而另一个为氢、任选取代的低级烷基、任选取代的低级链烯基或任选取代的低级链炔基的化合物(下文称作“X、X’、Y和Y’为XY-17”),其中X和X’之一为-O-而另一个为-NH-,Y和Y’之一为异戊二烯基而另一个为氢、任选取代的低级烷基、任选取代的低级链烯基或任选取代的低级链炔基的化合物(下文称作“X、X’、Y和Y’为XY-18”),其中-X-Y和-X’-Y’中之一为任选取代的低级烷基氨基或任选取代的低级链烯基氨基,而另一个为任选取代的低级烷氧基或任选取代的低级链烯基氧基的化合物(下文称作“X、X’、Y和Y’为XY-19”),其中-X-Y和-X’-Y’中之一为任选取代的低级烷基氨基或任选取代的低级链烯基氨基,而另一个为异戊二烯基氧基的化合物(下文称作“X、X’、Y和Y’为XY-20”),其中R4和R5为R45-1且R6和R7为R67-1的化合物,其中R4和R5为R45-1且R6和R7为R67-2的化合物,其中R4和R5为R45-2且R6和R7为R67-1的化合物,其中R4和R5为R45-2且R6和R7为R67-2的化合物,其中R4和R5为R45-3且R6和R7为R67-1的化合物,其中R4和R5为R45-3且R6和R7为R67-2的化合物,其中R4和R5为R45-4且R6和R7为R67-1的化合物,其中R4和R5为R45-4且R6和R7为R67-2的化合物,其中R4和R5为R45-5且R6和R7为R67-1的化合物,其中R4和R5为R45-5且R6和R7为R67-2的化合物,其中R4和R5为R45-6且R6和R7为R67-1的化合物,其中R4和R5为R45-6且R6和R7为R67-2的化合物,其中R4和R5为R45-7且R6和R7为R67-1的化合物,其中R4和R5为R45-7且R6和R7为R67-2的化合物,其中R8和R11为R811-2且R9和R10为R910-3的化合物,其中R8和R11为R811-2且R9和R10为R910-4的化合物,其中R8和R11为R811-2且R9和R10为R910-5的化合物,其中R8和R11为R811-2且R9和R10为R910-6的化合物,其中R8和R11为R811-2且R9和R10为R910-7的化合物,其中R8和R11为R811-2且R9和R10为R910-8的化合物,其中R8和R11为R811-2且R9和R10为R910-9的化合物,其中R8和R11为R811-2且R9和R10为R910-10的化合物,其中R8和R11为R811-2且R9和R10为R910-11的化合物,其中R8和R11为R811-3且R9和R10为R910-3的化合物,其中R8和R11为R811-3且R9和R10为R910-4的化合物,其中R8和R11为R811-3且R9和R10为R910-5的化合物,其中R8和R11为R811-3且R9和R10为R910-6的化合物,其中R8和R11为R811-3且R9和R10为R910-7的化合物,其中R8和R11为R811-3且R9和R10为R910-8的化合物,其中R8和R11为R811-3且R9和R10为R910-9的化合物,其中R8和R11为R811-3且R9和R10为R910-10的化合物,其中R8和R11为R811-3且R9和R10为R910-11的化合物,其中R8和R11为R811-4且R9和R10为R910-3的化合物,其中R8和R11为R811-4且R9和R10为R910-4的化合物,其中R8和R11为R811-4且R9和R10为R910-5的化合物,其中R8和R11为R811-4且R9和R10为R910-6的化合物,其中R8和R11为R811-4且R9和R10为R910-7的化合物,其中R8和R11为R811-4且R9和R10为R910-8的化合物,其中R8和R11为R811-4且R9和R10为R910-9的化合物,其中R8和R11为R811-4且R9和R10为R910-10的化合物,其中R8和R11为R811-4且R9和R10为R910-11的化合物,其中R8和R11为R811-5且R9和R10为R910-1的化合物,其中R8和R11为R811-5且R9和R10为R910-2的化合物,其中R8和R11为R811-5且R9和R10为R910-3的化合物,其中R8和R11为R811-5且R9和R10为R910-4的化合物,其中R8和R11为R811-5且R9和R10为R910-5的化合物,其中R8和R11为R811-5且R9和R10为R910-6的化合物,其中R8和R11为R811-5且R9和R10为R910-7的化合物,其中R8和R11为R811-5且R9和R10为R910-8的化合物,其中R8和R11为R811-5且R9和R10为R910-9的化合物,其中R8和R11为R811-5且R9和R10为R910-10的化合物,其中R8和R11为R811-5且R9和R10为R910-11的化合物,其中R8和R11为R811-6且R9和R10为R910-1的化合物,其中R8和R11为R811-6且R9和R10为R910-2的化合物,其中R8和R11为R811-6且R9和R10为R910-3的化合物,其中R8和R11为R811-6且R9和R10为R910-4的化合物,其中R8和R11为R811-6且R9和R10为R910-5的化合物,其中R8和R11为R811-6且R9和R10为R910-6的化合物,其中R8和R11为R811-6且R9和R10为R910-7的化合物,其中R8和R11为R811-6且R9和R10为R910-8的化合物,其中R8和R11为R811-6且R9和R10为R910-9的化合物,其中R8和R11为R811-6且R9和R10为R910-10的化合物,其中R8和R11为R811-6且R9和R10为R910-11的化合物,其中R8和R11为R811-7且R9和R10为R910-1的化合物,其中R8和R11为R811-7且R9和R10为R910-2的化合物,其中R8和R11为R811-7且R9和R10为R910-3的化合物,其中R8和R11为R811-7且R9和R10为R910-4的化合物,其中R8和R11为R811-7且R9和R10为R910-5的化合物,其中R8和R11为R811-7且R9和R10为R910-6的化合物,其中R8和R11为R811-7且R9和R10为R910-7的化合物,其中R8和R11为R811-7且R9和R10为R910-8的化合物,其中R8和R11为R811-7且R9和R10为R910-9的化合物,其中R8和R11为R811-7且R9和R10为R910-10的化合物,其中R8和R11为R811-7且R9和R10为R910-11的化合物,其中R8和R11为R811-8且R9和R10为R910-1的化合物,其中R8和R11为R811-8且R9和R10为R910-2的化合物,其中R8和R11为R811-8且R9和R10为R910-3的化合物,其中R8和R11为R811-8且R9和R10为R910-4的化合物,其中R8和R11为R811-8且R9和R10为R910-5的化合物,其中R8和R11为R811-8且R9和R10为R910-6的化合物,其中R8和R11为R811-8且R9和R10为R910-7的化合物,其中R8和R11为R811-8且R9和R10为R910-8的化合物,其中R8和R11为R811-8且R9和R10为R910-9的化合物,其中R8和R11为R811-8且R9和R10为R910-10的化合物,其中R8和R11为R811-8且R9和R10为R910-11的化合物,其中R8和R11为R811-9且R9和R10为R910-1的化合物,其中R8和R11为R811-9且R9和R10为R910-2的化合物,其中R8和R11为R811-9且R9和R10为R910-3的化合物,其中R8和R11为R811-9且R9和R10为R910-4的化合物,其中R8和R11为R811-9且R9和R10为R910-5的化合物,其中R8和R11为R811-9且R9和R10为R910-6的化合物,其中R8和R11为R811-9且R9和R10为R910-7的化合物,其中R8和R11为R811-9且R9和R10为R910-8的化合物,其中R8和R11为R811-9且R9和R10为R910-9的化合物,其中R8和R11为R811-9且R9和R10为R910-10的化合物,其中R8和R11为R811-9且R9和R10为R910-11的化合物,其中R8和R11为R811-10且R9和R10为R910-1的化合物,其中R8和R11为R811-10且R9和R10为R910-2的化合物,其中R8和R11为R811-10且R9和R10为R910-3的化合物,其中R8和R11为R811-10且R9和R10为R910-4的化合物,其中R8和R11为R811-10且R9和R10为R910-5的化合物,其中R8和R11为R811-10且R9和R10为R910-6的化合物,其中R8和R11为R811-10且R9和R10为R910-7的化合物,其中R8和R11为R811-10且R9和R10为R910-8的化合物,其中R8和R11为R811-10且R9和R10为R910-9的化合物,其中R8和R11为R811-10且R9和R10为R910-10的化合物,其中R8和R11为R811-10且R9和R10为R910-11的化合物,其中R8和R11为R811-11且R9和R10为R910-1的化合物,其中R8和R11为R811-11且R9和R10为R910-2的化合物,其中R8和R11为R811-11且R9和R10为R910-3的化合物,其中R8和R11为R811-11且R9和R10为R910-4的化合物,其中R8和R11为R811-11且R9和R10为R910-5的化合物,其中R8和R11为R811-11且R9和R10为R910-6的化合物,其中R8和R11为R811-11且R9和R10为R910-7的化合物,其中R8和R11为R811-11且R9和R10为R910-8的化合物,其中R8和R11为R811-11且R9和R10为R910-9的化合物,其中R8和R11为R811-11且R9和R10为R910-10的化合物,其中R8和R11为R811-11且R9和R10为R910-11的化合物,其中R8和R11为R811-12且R9和R10为R910-1的化合物,其中R8和R11为R811-12且R9和R10为R910-2的化合物,其中R8和R11为R811-12且R9和R10为R910-3的化合物,其中R8和R11为R811-12且R9和R10为R910-4的化合物,其中R8和R11为R811-12且R9和R10为R910-5的化合物,其中R8和R11为R811-12且R9和R10为R910-6的化合物,其中R8和R11为R811-12且R9和R10为R910-7的化合物,其中R8和R11为R811-12且R9和R10为R910-8的化合物,其中R8和R11为R811-12且R9和R10为R910-9的化合物,其中R8和R11为R811-12且R9和R10为R910-10的化合物,其中R8和R11为R811-12且R9和R10为R910-1 1的化合物,其中R8和R5为R45-1且R8和R11为R811-3的化合物,其中R8和R5为R45-1且R8和R11为R811-4的化合物,其中R4和R5为R45-1且R8和R11为R811-5的化合物,其中R4和R5为R45-1且R8和R11为R811-6的化合物,其中R4和R5为R45-1且R8和R11为R811-7的化合物,其中R4和R5为R45-1且R8和R11为R811-8的化合物,其中R4和R5为R45-1且R8和R11为R811-9的化合物,其中R4和R5为R45-1且R8和R11为R811-10的化合物,其中R4和R5为R45-1且R8和R11为R811-11的化合物,其中R4和R5为R45-1且R8和R11为R811-12的化合物,其中R4和R5为R45-2且R8和R11为R811-3的化合物,其中R4和R5为R45-2且R8和R11为R811-4的化合物,其中R4和R5为R45-2且R8和R11为R811-5的化合物,其中R4和R5为R45-2且R8和R11为R811-6的化合物,其中R4和R5为R45-2且R8和R11为R811-7的化合物,其中R4和R5为R45-2且R8和R11为R811-8的化合物,其中R4和R5为R45-2且R8和R11R811-9的化合物,其中R4和R5为R45-2且R8和R11为R811-10的化合物,其中R4和R5为R45-2且R8和R11为R811-11的化合物,其中R4和R5为R45-2且R8和R11为R811-12的化合物,其中R4和R5为R45-3且R8和R11为R811-1的化合物,其中R4和R5为R45-3且R8和R11为R811-2的化合物,其中R4和R5为R45-3且R8和R11为R811-3的化合物,其中R4和R5为R45-3且R8和R11为R811-4的化合物,其中R4和R5为R45-3且R8和R11为R811-5的化合物,其中R4和R5为R45-3且R8和R11为R811-6的化合物,其中R4和R5为R45-3且R8和R11为R811-7的化合物,其中R4和R5为R45-3且R8和R11为R811-8的化合物,其中R4和R5为R45-3且R8和R11为R811-9的化合物,其中R4和R5为R45-3且R8和R11为R811-10的化合物,其中R4和R5为R45-3且R8和R11为R811-11的化合物,其中R4和R5为R45-3且R8和R11为R811-12的化合物,其中R4和R5为R45-4且R8和R11为R811-1的化合物,其中R4和R5为R45-4且R8和R11为R811-2的化合物,其中R4和R5为R45-4且R8和R11为R811-3的化合物,其中R4和R5为R45-4且R8和R11为R811-4的化合物,其中R4和R5为R45-4且R8和R11为R811-5的化合物,其中R4和R5为R45-4且R8和R11为R811-6的化合物,其中R4和R5为R45-4且R8和R11为R811-7的化合物,其中R4和R5为R45-4且R8和R11为R811-8的化合物,其中R4和R5为R45-4且R8和R11为R811-9的化合物,其中R4和R5为R45-4且R8和R11为R811-10的化合物,其中R4和R5为R45-4且R8和R11为R811-11的化合物,其中R4和R5为R45-4且R8和R11为R811-12的化合物,其中R4和R5为R45-5且R8和R11为R811-1的化合物,其中R4和R5为R45-5且R8和R11为R811-2的化合物,其中R4和R5为R45-5且R8和R11为R811-3的化合物,其中R4和R5为R45-5且R8和R11为R811-4的化合物,其中R4和R5为R45-5且R8和R11为R811-5的化合物,其中R4和R5为R45-5且R8和R11为R811-6的化合物,其中R4和R5为R45-5且R8和R11为R811-7的化合物,其中R4和R5为R45-5且R8和R11为R811-8的化合物,其中R4和R5为R45-5且R8和R11为R811-9的化合物,其中R4和R5为R45-5且R8和R11为R811-10的化合物,其中R4和R5为R45-5且R8和R11为R811-11的化合物,其中R4和R5为R45-5且R8和R11为R811-12的化合物,其中R4和R5为R45-6且R8和R11为R811-1的化合物,其中R4和R5为R45-6且R8和R11为R811-2的化合物,其中R4和R5为R45-6且R8和R11为R811-3的化合物,其中R4和R5为R45-6且R8和R11为R811-4的化合物,其中R4和R5为R45-6且R8和R11为R811-5的化合物,其中R4和R5为R45-6且R8和R11为R811-6的化合物,其中R4和R5为R45-6且R8和R11为R811-7的化合物,其中R4和R5为R45-6且R8和R11为R811-8的化合物,其中R4和R5为R45-6且R8和R11为R811-9的化合物,其中R4和R5为R45-6且R8和R11为R811-10的化合物,其中R4和R5为R45-6且R8和R11为R811-11的化合物,其中R4和R5为R45-6且R8和R11为R811-12的化合物,其中R4和R5为R45-7且R8和R11为R811-1的化合物,其中R4和R5为R45-7且R8和R11为R811-2的化合物,其中R4和R5为R45-7且R8和R11为R811-3的化合物,其中R4和R5为R45-7且R8和R11为R811-4的化合物,其中R4和R5为R45-7且R8和R11为R811-5的化合物,其中R4和R5为R45-7且R8和R11为R811-6的化合物,其中R4和R5为R45-7且R8和R11为R811-7的化合物,其中R4和R5为R45-7且R8和R11为R811-8的化合物,其中R4和R5为R45-7且R8和R11为R811-9的化合物,其中R4和R5为R45-7且R8和R11为R811-10的化合物,其中R4和R5为R45-7且R8和R11为R811-11的化合物,其中R4和R5为R45-7且R8和R11为R811-12的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R4和R10为R910-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-8的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-5的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-8的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-8的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-5的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-8的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-3的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-8的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-3的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-4的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-5的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-8的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-3的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-8的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-3的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-4的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-5的化合物,其中R4和R5为R45-2,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-8的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-3的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-8的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-3的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-5的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-8的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-3的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-8的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-3的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-5的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-8的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-3的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-8的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-3的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-4的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-5的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-7且R9和R10为R910-8的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-3的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-8的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-3的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-4的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-5的化合物,其中R4和R5为R45-4,R6和R7为R67-1,R8和R11为R811-12且R9和R10为R910-8的化合物,
[1]中描述的化合物、其盐或水合物,其中X’为-O-、-NR1-或-S(O)p-和C环为含有一个或两个杂原子的任选取代的5-元杂环,其中R4和R5为R45-4和C环为C-1的化合物,其中R8和R11为R811-9,R9和R10为R910-7和C环为C-1的化合物,其中R4和R5为R45-4和C环为C-2的化合物,其中R8和R11为R811-9,R9和R10为R910-7和C环为C-2的化合物,其中R4和R5为R45-4和C环为C-4的化合物,其中R8和R11为R811-9,R9和R10为R910-7和C环为C-4的化合物,其中X、Y、X’和Y’为XY-3和C环为C-2的化合物,其中X、Y、X’和Y’为XY-3和C环为C-3的化合物,其中X、Y、X’和Y’为XY-3和C环为C-4的化合物,其中X、Y、X’和Y’为XY-3和C环为C-6的化合物,其中X、Y、X’和Y’为XY-3和C环为C-8的化合物,其中X、Y、X’和Y’为XY-3和C环为C-9的化合物,其中X、Y、X’和Y’为XY-4和C环为C-2的化合物,其中X、Y、X’和Y’为XY-4和C环为C-3的化合物,其中X、Y、X’和Y’为XY-4和C环为C-4的化合物,其中X、Y、X’和Y’为XY-4和C环为C-6的化合物,其中X、Y、X’和Y’为XY-4和C环为C-8的化合物,其中X、Y、X’和Y’为XY-4和C环为C-9的化合物,其中X、Y、X’和Y’为XY-5和C环为C-2的化合物,其中X、Y、X’和Y’为XY-5和C环为C-3的化合物,其中X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中X、Y、X’和Y’为XY-5和C环为C-8的化合物,其中X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中X、Y、X’和Y’为XY-6和C环为C-2的化合物,其中X、Y、X’和Y’为XY-6和C环为C-3的化合物,其中X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中X、Y、X’和Y’为XY-6和C环为C-8的化合物,其中X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中X、Y、X’和Y’为XY-7和C环为C-2的化合物,其中X、Y、X’和Y’为XY-7和C环为C-3的化合物,其中X、Y、X’和Y’为XY-7和C环为C-4的化合物,其中X、Y、X’和Y’为XY-7和C环为C-6的化合物,其中X、Y、X’和Y’为XY-7和C环为C-8的化合物,其中X、Y、X’和Y’为XY-7和C环为C-9的化合物,其中X、Y、X’和Y’为XY-8和C环为C-2的化合物,其中X、Y、X’和Y’为XY-8和C环为C-3的化合物,其中X、Y、X’和Y’为XY-8和C环为C-4的化合物,其中X、Y、X’和Y’为XY-8和C环为C-6的化合物,其中X、Y、X’和Y’为XY-8和C环为C-8的化合物,其中X、Y、X’和Y’为XY-8和C环为C-9的化合物,其中X、Y、X’和Y’为XY-9和C环为C-2的化合物,其中X、Y、X’和Y’为XY-9和C环为C-3的化合物,其中X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中X、Y、X’和Y’为XY-9和C环为C-8的化合物,其中X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中X、Y、X’和Y’为XY-10和C环为C-2的化合物,其中X、Y、X’和Y’为XY-10和C环为C-3的化合物,其中X、Y、X’和Y’为XY-10和C环为C-4的化合物,其中X、Y、X’和Y’为XY-10和C环为C-6化合物,其中X、Y、X’和Y’为XY-10和C环为C-8的化合物,其中X、Y、X’和Y’为XY-10和C环为C-9的化合物,其中X、Y、X’和Y’为XY-11和C环为C-2的化合物,其中X、Y、X’和Y’为XY-11和C环为C-3的化合物,其中X、Y、X’和Y’为XY-11和C环为C-4的化合物,其中X、Y、X’和Y’为XY-11和C环为C-6的化合物,其中X、Y、X’和Y’为XY-11和C环为C-8的化合物,其中X、Y、X’和Y’为XY-11和C环为C-9的化合物,其中X、Y、X’和Y’为XY-12和C环为C-2的化合物,其中X、Y、X’和Y’为XY-12和C环为C-3的化合物,其中X、Y、X’和Y’为XY-12和C环为C-4的化合物,其中X、Y、X’和Y’为XY-12和C环为C-6的化合物,其中X、Y、X’和Y’为XY-12和C环为C-8的化合物,其中X、Y、X’和Y’为XY-12和C环为C-9的化合物,其中X、Y、X’和Y’为XY-13和C环为C-2的化合物,其中X、Y、X’和Y’为XY-13和C环为C-3的化合物,其中X、Y、X’和Y’为XY-13和C环为C-4的化合物,其中X、Y、X’和Y’为XY-13和C环为C-6的化合物,其中X、Y、X’和Y’为XY-13和C环为C-8的化合物,其中X、Y、X’和Y’为XY-13和C环为C-9的化合物,其中X、Y、X’和Y’为XY-14和C环为C-2的化合物,其中X、Y、X’和Y’为XY-14和C环为C-3的化合物,其中X、Y、X’和Y’为XY-14和C环为C-4的化合物,其中X、Y、X’和Y’为XY-14和C环为C-6的化合物,其中X、Y、X’和Y’为XY-14和C环为C-8的化合物,其中X、Y、X’和Y’为XY-14和C环为C-9的化合物,其中X、Y、X’和Y’为XY-15和C环为C-2的化合物,其中X、Y、X’和Y’为XY-15和C环为C-3的化合物,其中X、Y、X’和Y’为XY-15和C环为C-4的化合物,其中X、Y、X’和Y’为XY-15和C环为C-6的化合物,其中X、Y、X’和Y’为XY-15和C环为C-8的化合物,其中X、Y、X’和Y’为XY-15和C环为C-9的化合物,其中X、Y、X’和Y’为XY-16和C环为C-2的化合物,其中X、Y、X’和Y’为XY-16和C环为C-3的化合物,其中X、Y、X’和Y’为XY-16和C环为C-4的化合物,其中X、Y、X’和Y’为XY-16和C环为C-6的化合物,其中X、Y、X’和Y’为XY-16和C环为C-8的化合物,其中X、Y、X’和Y’为XY-16和C环为C-9的化合物,其中X、Y、X’和Y’为XY-17和C环为C-2的化合物,其中X、Y、X’和Y’为XY-17和C环为C-3的化合物,其中X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中X、Y、X’和Y’为XY-17和C环为C-8的化合物,其中X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中X、Y、X’和Y’为XY-18和C环为C-2的化合物,其中X、Y、X’和Y’为XY-18和C环为C-3的化合物,其中X、Y、X’和Y’为XY-18和C环为C-4的化合物,其中X、Y、X’和Y’为XY-18和C环为C-6的化合物,其中X、Y、X’和Y’为XY-18和C环为C-8的化合物,其中X、Y、X’和Y’为XY-18和C环为C-9的化合物,其中X、Y、X’和Y’为XY-19和C环为C-2的化合物,其中X、Y、X’和Y’为XY-19和C环为C-3的化合物,其中X、Y、X’和Y’为XY-19和C环为C-4的化合物,其中X、Y、X’和Y’为XY-19和C环为C-6的化合物,其中X、Y、X’和Y’为XY-19和C环为C-8的化合物,其中X、Y、X’和Y’为XY-19和C环为C-9的化合物,其中X、Y、X’和Y’为XY-20和C环为C-2的化合物,其中X、Y、X’和Y’为XY-20和C环为C-3的化合物,其中X、Y、X’和Y’为XY-20和C环为C-4的化合物,其中X、Y、X’和Y’为XY-20和C环为C-6的化合物,其中X、Y、X’和Y’为XY-20和C环为C-8的化合物,其中X、Y、X’和Y’为XY-20和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R6为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-1 7和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R91 0-7,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R8114且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-4且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-5且R9和R10为R910-5,X、Y、X’和Y’为XY-7和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为 R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-8且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-4,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-20和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-20和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-5,X、Y、X’和Y’为XY-20和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-5和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X5和Y5为XY-5和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X5和Y5为XY-5和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X5和Y5为XY-6和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X5和Y5为XY-6和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X5和Y5为XY-6和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X5和Y’为XY-9和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-9和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-17和C环为C-9的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-20和C环为C-4的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-20和C环为C-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R8和R11为R811-10且R9和R10为R910-7,X、Y、X’和Y’为XY-20和C环为C-9的化合物,其中X’为-O-、-NR1-或-S(O)p-和C环为含有一个或两个杂原子的任选取代的5-元杂环的化合物,其中C环为吡啶环,-X-Y和-X’-Y’之一为1-吡咯烷基、1-哌啶基、4-吗啉基、4-硫代吗啉基、任选取代的1-哌啶基(piperadinyl)(其中所述取代基为低级烷基或低级链烯基)或任选取代的1-吡咯基(其中所述取代基为低级烷基),而另一个为-NHCH2CH=CMe2、-OCH2CH=CMe2或-SCH2CH=CMe2的化合物,其中C环为吡啶环,-X-Y和-X’-Y’之一为1-吡咯烷基、任选取代的1-吡咯基(其中所述取代基为低级烷基),而另一个为-NHCH2CH=CMe2、-OCH2CH=CMe2或-SCH2CH=CMe2的化合物。
本发明的另一个实施方案是[2]下式的化合物:其中每个符号与上面[1]中的定义相同,[3]式(Ia’)的化合物、其盐或水合物:其中B环为含有一个或两个杂原子的任选取代的5-或6-元杂环(其中所述取代基为卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的低级链烯基氧基、任选取代的酰氧基、羧基、任选取代的低级烷氧基羰基、任选取代的低级链烯基氧基羰基、任选取代的低级烷硫基、任选取代的低级链烯基硫基、任选取代的氨基、胍基、硝基、任选取代的低级烷基磺酰基、任选取代的低级烷基磺酰基氧基、任选取代的芳基磺酰基或任选取代的芳基磺酰基氧基,其中B环仅被卤素取代的化合物不包括在内),和当B环为5-元杂环时W2表示键,X、X’、Y和Y’如同在[1]中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR')、-CR'=CH-CH=CR'-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR'-(CH2)n-或-C(=O)-NR'-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6、R7、R12、R13、R14和R15各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的链烯基氧基、任选取代的酰氧基、羧基、任选取代的低级烷氧基羰基、任选取代的低级链烯基氧基羰基、任选取代的低级烷硫基、任选取代的低级链烯基硫基、任选取代的氨基、任选取代的氨基甲酰基、胍基、硝基、任选取代的低级烷基磺酰基、任选取代的低级烷基磺酰基氧基、任选取代的芳基磺酰基或任选取代的芳基磺酰基氧基,排除:
(ⅰ)其中Y和Y’同时为氢的化合物,
(ⅱ)其中Y和Y’中至少一个为任选取代的酰基的化合物,
(ⅲ)其中-X-Y和-X’-Y’中至少一个为未取代的低级烷氧基的化合物,及
(ⅳ)其中-X-Y和-X’-Y’同时为任选取代的低级烷氧基或由苯基取代的氨基的化合物。
更优选下列式(Ia’)化合物、其盐或水合物:其中R4和R5为R45-1的化合物,其中R4和R5为R45-2的化合物,其中R4和R5为R45-3的化合物,其中R4和R5为R45-4的化合物,其中R4和R5为R45-5的化合物,其中R4和R5为R45-6的化合物,其中R4和R5为R45-7的化合物,其中R6和R7为R67-1的化合物,其中R6和R7为R67-2的化合物,其中B环为含有至少一个N原子的5-或6-元杂环的化合物(此后称作“B环为B-1”),其中B环为含有至少一个N原子的6-元杂环的化合物(此后称作“B环为B-2”),其中B环为任选取代的吡啶、任选取代的嘧啶、任选取代的哒嗪或任选取代的吡嗪的化合物(此后称作“B环为B-3”),其中B环为任选取代的吡啶或任选取代的嘧啶的化合物(此后称作“B环为B-4”),其中B环为任选取代的吡啶或任选取代的嘧啶(其中所述取代基为任选取代的低级烷基或任选取代的低级烷氧基)的化合物(此后称作“B环为B-5”),其中B环为任选取代的吡啶的化合物(此后称作“B环为B-6”),其中B环为,其中G为CH或N,R8和R11和各自独立为卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的低级链烯基氧基、任选取代的酰氧基、羧基或任选取代的低级烷氧基羰基的化合物(此后称作“B环为B-7”),其中R12、R13、R14和R15各自独立为氢、羟基、卤素、任选取代的低级烷氧基、任选取代的酰氧基、任选取代的低级烷基磺酰基氧基或任选取代的芳基磺酰基氧基的化合物(此后称作“R12、R13、R14、R15和R16为R12-15-1”),其中R12、R13、R14和R15各自独立为氢、羟基、卤素、低级烷氧基、酰氧基、任选取代的低级烷基磺酰基氧基或芳基磺酰基氧基的化合物(此后称作“R12、R13、R14和R15为R12-15-2”),其中R12、R13、R14和R15各自独立为氢、卤素或低级烷基的化合物(此后称作“R12、R13、R14和R15为R12-15-3”),其中R12、R13、R14和R15各自独立为氢、氟代或氟代的化合物(此后称作“R12、R13、R14和R15为R12-15-4”),其中X、Y、X’和Y为XY-1的化合物,其中X、Y、X’和Y为XY-2的化合物,其中X、Y、X’和Y为XY-3的化合物,其中X、Y、X’和Y为XY-4的化合物,其中X、Y、X’和Y为XY-5的化合物,其中X、Y、X’和Y为XY-6的化合物,其中X、Y、X’和Y为XY-7的化合物,其中X、Y、X’和Y为XY-8的化合物,其中X、Y、X’和Y为XY-9的化合物,其中X、Y、X’和Y为XY-10的化合物,其中X、Y、X’和Y为XY-11的化合物,其中X、Y、X’和Y为XY-12的化合物,其中X、Y、X’和Y为XY-13的化合物,其中X、Y、X’和Y为XY-14的化合物,其中X、Y、X’和Y为XY-15的化合物,其中X、Y、X’和Y为XY-16的化合物,其中X、Y、X’和Y为XY-17的化合物,其中X、Y、X’和Y为XY-18的化合物,其中X、Y、X’和Y为XY-19的化合物,其中X、Y、X’和Y为XY-20的化合物,其中R4和R5为R45-3且R6和R7为R67-2的化合物,其中R4和R5为R45-4且R6和R7为R67-2的化合物,其中R4和R5为R45-4且B环为B-1的化合物,其中R4和R5为R45-4且B环为B-2的化合物,其中R4和R5为R45-4且B环为B-4的化合物,其中R4和R5为R45-4且R12、R13、R14和R15为R12-15-3的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-3且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-3且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-5且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-5且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-7且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-7且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-3且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-3且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-5且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-5且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-7且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-7且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-3且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-3且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-5且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-5且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-7且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-1,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-7且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-3且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-3且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-4且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-5且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-5且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-7且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-2,B环为B-7且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-3且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-3且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R5为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-5且X、X’、Y和Y’为XY-5的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-5且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-5且X、X’、Y和Y’为XY-7的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-5且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-7且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-3,B环为B-7且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-3且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-3且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-5且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-5且X、X’、Y和Y’为XY-17的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-7且X、X’、Y和Y’为XY-6的化合物,其中R4和R5为R45-3,R6和R7为R67-1,R12、R13、R14和R15为R12-15-4,B环为B-7且X、X’、Y和Y’为XY-17的化合物,其中B环为B-7,X和X’各自独立为-O-、-NR1-(其中R1为氢、低级烷基、低级链烯基或低级烷基羰基)或-S(O)p-(其中p为0-2的整数)的化合物。
本发明的另一个实施方案是[4]式(If’)的化合物、其盐或水合物:
If’其中B环和C环之一为含有一个或两个杂原子的任选取代的5-或6-元杂环,而另一个为含有至少一个N原子的6-元杂环,其中B环的每一个取代基都选自氰基和卤素的化合物不包括在内,X、X’、Y、Y’和W3如同在[1]中的定义,W2如同在[3]中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6和R7如同在[1]中的定义。
优选属于化合物(If’)的下列化合物。其中B环为B-2的化合物,其中B环为B-3的化合物,其中B环为B-4的化合物,其中B环为B-5的化合物,其中B环为B-6的化合物,其中B环为可由低级烷基或低级烷氧基取代的吡啶的化合物,其中C环为C-1的化合物,其中C环为C-2的化合物,其中C环为任选取代的吗啉环、任选取代的哌嗪环、任选取代的咪唑环、任选取代的三唑环或任选取代的吡啶环的化合物,其中C环为任选取代的吗啉环、任选取代的哌嗪环、任选取代的咪唑环、任选取代的三唑环或任选取代的吡啶环(其中所述取代基为低级烷基、芳基或低级链烯基氧基)的化合物,其中R4、R5、R6和R7各自独立为氢、羟基或低级烷基磺酰基氧基的化合物,其中B环为可由低级烷基或低级烷氧基取代的吡啶环,C环为任选取代的吗啉环、任选取代的哌嗪环、任选取代的咪唑环、任选取代的三唑环或任选取代的吡啶环(其中所述取代基为低级烷基、芳基或低级链烯基氧基),及R4、R5、R6和R7各自独立为氢、羟基或低级烷基磺酰基氧基的化合物。
本发明的另一个实施方案是[5]式(Ig’)的化合物、其盐或水合物:其中A环和C环各自独立为含有一个或两个杂原子的任选取代的5-或6-元环,当A环为5-元杂环时,W1为键X、X’、Y和Y’如同在[1]中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基碳基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R8、R9、R10和R11如同在[1]中的定义,其中R8、R9、R10和R11都选自氢和卤素的化合物不包括在内。
优选属于化合物(Ig’)的下列化合物或其盐或水合物。其中A环和C环中至少一个为6-元环的化合物,其中A环和C环中至少一个为含有N原子的6-元环的化合物,其中A环为任选取代的吡啶环的化合物,其中A环为未取代的吡啶环的化合物,其中R8、R9、R10和R11各自独立为氢、低级烷基或低级烷氧基的化合物,其中C环为任选取代的吡啶环、任选取代的嘧啶环或任选取代的吡嗪环的化合物,其中C环为未取代的吡啶环、未取代的嘧啶环或未取代的吡嗪环的化合物,其中-X-Y为低级链烯基氧基或低级链烯基氨基的化合物,其中-X’-Y’为可由低级链烯基取代的氨基的化合物,其中A环为未取代的吡啶环,R8、R9、R10和R11各自独立为氢、低级烷基或低级烷氧基的化合物,C环为未取代的吡啶环,未取代的嘧啶环或未取代的吡嗪环,-X-Y为低级链烯基氧基或低级链烯基氨基和-X’-Y’为可由低级链烯基取代的氨基的化合物。
Ib’其中C环和W3如同在[1]中的定义,其中X和X’各自独立为-O-、-CH2-、-NR1-(其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基)、-S(O)p-(其中p为O-2的整数)或键,Y和Y’如同[1]中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,及R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为低级烷氧基,当X’为-CH2-时,Y’可为低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,当X’为键时,Y’可为氢、羟基、卤素、硝基或氧代,R4、R5、R6、R7、R8、R9、R10和R11如同在[1]中的定义,其中R8、R9、R10和R11都选自氢和卤素的化合物不包括在内。
Ia’其中B环为含有一个或两个杂原子的任选取代的5-或6-元杂环,其中B环的每一个取代基都选自氰基和卤素的化合物不包括在内,当B环为5-元杂环时,W2为键,X、X’、Y和Y’如同[3]中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,及R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6、R7、R12、R13、R14和R15如同在[3]中的定义,排除
(ⅰ)其中-X-Y和-X’-Y’同时为未取代的低级烷基、任选取代的低级烷氧基或未取代的酰氧基的化合物,
(ⅱ)-X-Y和-X’-Y’中之一为甲基,而另一个为甲氧基的化合物,及
(ⅲ)其中-X’-Y’为氢或卤素和-X-Y为未取代的低级烷基、未取代的低级烷氧基或二(低级)烷基氨基的化合物。
[8]用作免疫抑制剂的含有[4]中所述的式(If’)化合物、其盐或水合物的药用组合物,
[9]用作免疫抑制剂的含有[5]中所述的化合物(Ig’)、其盐或水合物的药用组合物,
[10]用作抗过敏剂的含有[4]中所述的式(If’)化合物、[5]中所述的式(Ig’)化合物、[6]中所述的式(Ib’)化合物、[7]中所述的式(Ia’)化合物、其盐或水合物的药用组合物,
[11]用作IgE产生抑制剂的含有[4]中所述的式(If’)化合物、[5]中所述的式(Ig’)化合物、[6]中所述的式(Ib’)化合物、[7]中所述的式(Ia’)化合物、其盐或水合物的药用组合物,
[12][4]中所述的式(If’)化合物、[5]中所述的式(Ig’)化合物、[6]中所述的式(Ib’)化合物、[7]中所述的式(Ia’)化合物、其盐或水合物在制备用于抑制免疫应答、治疗和/或预防过敏性疾病的药物中的用途,
[13]抑制免疫应答或治疗和/或预防过敏性疾病的方法,该方法包括给予[4]中所述的式(If’)化合物、[5]中所述的式(Ig’)化合物、[6]中所述的式(Ib’)化合物、[7]中所述的式(Ia’)化合物、其盐或水合物,及
[14]治疗和/或预防过敏性疾病的方法,该方法包括给予[4]中所述的式(If’)化合物、[5]中所述的式(Ig’)化合物、[6]中所述的式(Ib’)化合物、[7]中所述的式(Ia’)化合物、其盐或水合物。
本发明的优选化合物为具有下列结构的化合物。表中的符号A2,A5,...B1,B4,...T1,T2...意义如下。
表1
R4 | R5 | R6 | R7 | X | Y | |
A2 | H | H | H | H | O | CH2-2-呋喃基 |
A5 | H | H | H | H | O | CH2CH=CMe2 |
A35 | OMe | H | H | H | O | CH2CH=CMe2 |
A37 | F | H | H | H | O | CH2CH=CMe2 |
A45 | H | H | H | H | NH | CH2CH=CH2 |
A46 | H | H | H | H | NH | CH2CH=CMe2 |
A49 | H | H | H | H | NH | CH2-环己基 |
A54 | H | H | H | H | NH | CH2-2-呋喃基 |
A66 | H | F | H | H | NH | iBu |
A67 | H | F | H | H | NH | CH2CH=CMe2 |
A68 | H | F | H | H | NH | 环戊基 |
A69 | H | F | H | H | NH | 环己基 |
A70 | H | F | H | H | NH | CH2环己基 |
A76 | H | F | H | H | N-异丙基 | SO2NHMe |
A77 | H | F | H | H | NCH2CH=CMe2 | SO2NHMe |
A78 | F | H | H | H | NH | CH2CH=CMe2 |
A106 | H | F | H | H | NH | CH2C6H5 |
A110 | F | H | H | H | O | CH2C6H5 |
表2
R8 | R9 | R10 | R11 | |
B1 | OMe | H | H | OMe |
B4 | Me | H | H | Me |
B7 | Me | Me | Me | Me |
B8 | Me | Me | OMe | Me |
B9 | Me | Me | OH | Me |
B10 | Me | Me | Me | OMe |
B12 | OMe | Me | Me | OMe |
B14 | Me | Me | H | Me |
B16 | Me | F | H | Me |
B17 | OMe | H | H | Me |
B24 | Me | Me | Me | COOMe |
B28 | Me | Me | Me | Cl |
B29 | Me | OMe | H | Me |
B30 | COOMe | Me | Me | Me |
B31 | Cl | Me | Me | Me |
B32 | H | Me | Me | Cl |
B33 | Me | H | Cl | Me |
B34 | H | Me | Cl | H |
B35 | Me | H | H | Cl |
B36 | Me | Me | H | H |
B37 | H | Me | H | Me |
B38 | Me | H | Me | H |
B39 | OMe | OMe | H | H |
B40 | H | OMe | H | OMe |
B41 | OMe | H | OMe | H |
B42 | H | Me | H | OMe |
B43 | OMe | H | Me | H |
表4
表5
T2-2 | B1 | A68 | T2-3 | B1 | A68 |
T2-2 | B1 | A69 | T2-3 | B1 | A69 |
T2-2 | B1 | A70 | T2-3 | B1 | A70 |
T2-2 | B1 | A76 | T2-3 | B1 | A76 |
T2-2 | B1 | A77 | T2-3 | B1 | A77 |
T2-2 | B1 | A78 | T2-3 | B1 | A78 |
T2-2 | B1 | A106 | T2-3 | B1 | A106 |
T2-2 | B1 | A110 | T2-3 | B1 | A110 |
T2-4 | B1 | A2 | T2-5 | B1 | A2 |
T2-4 | B1 | A5 | T2-5 | B1 | A5 |
T2-4 | B1 | A35 | T2-5 | B1 | A35 |
T2-4 | B1 | A37 | T2-5 | B1 | A37 |
T2-4 | B1 | A45 | T2-5 | B1 | A45 |
T2-4 | B1 | A46 | T2-5 | B1 | A46 |
T2-4 | B1 | A49 | T2-5 | B1 | A49 |
T2-4 | B1 | A54 | T2-5 | B1 | A54 |
T2-4 | B1 | A66 | T2-5 | B1 | A66 |
T2-4 | B1 | A67 | T2-5 | B1 | A67 |
T2-4 | B1 | A68 | T2-5 | B1 | A68 |
T2-4 | B1 | A69 | T2-5 | B1 | A69 |
T2-4 | B1 | A70 | T2-5 | B1 | A70 |
T2-4 | B1 | A76 | T2-5 | B1 | A76 |
T2-4 | B1 | A77 | T2-5 | B1 | A77 |
T2-4 | B1 | A78 | T2-5 | B1 | A78 |
T2-4 | B1 | A106 | T2-5 | B1 | A106 |
T2-4 | B1 | A110 | T2-5 | B1 | A110 |
T5-1 | B1 | A2 | T7-1 | B1 | A2 |
T5-1 | B1 | A5 | T7-1 | B1 | A5 |
T5-1 | B1 | A35 | T7-1 | B1 | A35 |
T5-1 | B1 | A37 | T7-1 | B1 | A37 |
T5-1 | B1 | A45 | T7-1 | B1 | A45 |
T5-1 | B1 | A46 | T7-1 | B1 | A46 |
T5-1 | B1 | A49 | T7-1 | B1 | A49 |
T5-1 | B1 | A54 | T7-1 | B1 | A54 |
T5-1 | B1 | A66 | T7-1 | B1 | A66 |
T5-1 | B1 | A67 | T7-1 | B1 | A67 |
T5-1 | B1 | A68 | T7-1 | B1 | A68 |
T5-1 | B1 | A69 | T7-1 | B1 | A69 |
T5-1 | B1 | A70 | T7-1 | B1 | A70 |
T5-1 | B1 | A76 | T7-1 | B1 | A76 |
T5-1 | B1 | A77 | T7-1 | B1 | A77 |
T5-1 | B1 | A78 | T7-1 | B1 | A78 |
T5-1 | B1 | A106 | T7-1 | B1 | A106 |
T5-1 | B1 | A110 | T7-1 | B1 | A110 |
表6
T1-1 | B4 | A2 | T2-1 | B4 | A2 |
T1-1 | B4 | A5 | T2-1 | B4 | A5 |
T1-1 | B4 | A35 | T2-1 | B4 | A35 |
T1-1 | B4 | A37 | T2-1 | B4 | A37 |
T1-1 | B4 | A45 | T2-1 | B4 | A45 |
T1-1 | B4 | A46 | T2-1 | B4 | A46 |
T1-1 | B4 | A49 | T2-1 | B4 | A49 |
T1-1 | B4 | A54 | T2-1 | B4 | A54 |
T1-1 | B4 | A66 | T2-1 | B4 | A66 |
T1-1 | B4 | A67 | T2-1 | B4 | A67 |
T1-1 | B4 | A68 | T2-1 | B4 | A68 |
T1-1 | B4 | A69 | T2-1 | B4 | A69 |
T1-1 | B4 | A70 | T2-1 | B4 | A70 |
T1-1 | B4 | A76 | T2-1 | B4 | A76 |
T1-1 | B4 | A77 | T2-1 | B4 | A77 |
T1-1 | B4 | A78 | T2-1 | B4 | A78 |
T1-1 | B4 | A106 | T2-1 | B4 | A106 |
T1-1 | B4 | A110 | T2-1 | B4 | A110 |
T2-2 | B4 | A2 | T2-3 | B4 | A2 |
T2-2 | B4 | A5 | T2-3 | B4 | A5 |
T2-2 | B4 | A35 | T2-3 | B4 | A35 |
T2-2 | B4 | A37 | T2-3 | B4 | A37 |
T2-2 | B4 | A45 | T2-3 | B4 | A45 |
T2-2 | B4 | A46 | T2-3 | B4 | A46 |
T2-2 | B4 | A49 | T2-3 | B4 | A49 |
T2-2 | B4 | A54 | T2-3 | B4 | A54 |
T2-2 | B4 | A66 | T2-3 | B4 | A66 |
T2-2 | B4 | A67 | T2-3 | B4 | A67 |
T2-2 | B4 | A68 | T2-3 | B4 | A68 |
T2-2 | B4 | A69 | T2-3 | B4 | A69 |
T2-2 | B4 | A70 | T2-3 | B4 | A70 |
T2-2 | B4 | A76 | T2-3 | B4 | A76 |
T2-2 | B4 | A77 | T2-3 | B4 | A77 |
T2-2 | B4 | A78 | T2-3 | B4 | A78 |
T2-2 | B4 | A106 | T2-3 | B4 | A106 |
T2-2 | B4 | A110 | T2-3 | B4 | A110 |
T2-4 | B4 | A2 | T2-5 | B4 | A2 |
T2-4 | B4 | A5 | T2-5 | B4 | A5 |
T2-4 | B4 | A35 | T2-5 | B4 | A35 |
T2-4 | B4 | A37 | T2-5 | B4 | A37 |
T2-4 | B4 | A45 | T2-5 | B4 | A45 |
T2-4 | B4 | A46 | T2-5 | B4 | A46 |
T2-4 | B4 | A49 | T2-5 | B4 | A49 |
T2-4 | B4 | A54 | T2-5 | B4 | A54 |
表7
T2-4 | B4 | A66 | T2-5 | B4 | A66 |
T2-4 | B4 | A67 | T2-5 | B4 | A67 |
T2-4 | B4 | A68 | T2-5 | B4 | A68 |
T2-4 | B4 | A69 | T2-5 | B4 | A69 |
T2-4 | B4 | A70 | T2-5 | B4 | A70 |
T2-4 | B4 | A76 | T2-5 | B4 | A76 |
T2-4 | B4 | A77 | T2-5 | B4 | A77 |
T2-4 | B4 | A78 | T2-5 | B4 | A78 |
T2-4 | B4 | A106 | T2-5 | B4 | A106 |
T2-4 | B4 | A110 | T2-5 | B4 | A110 |
T5-1 | B4 | A2 | T7-1 | B4 | A2 |
T5-1 | B4 | A5 | T7-1 | B4 | A5 |
T5-1 | B4 | A35 | T7-1 | B4 | A35 |
T5-1 | B4 | A37 | T7-1 | B4 | A37 |
T5-1 | B4 | A45 | T7-1 | B4 | A45 |
T5-1 | B4 | A46 | T7-1 | B4 | A46 |
T5-1 | B4 | A49 | T7-1 | B4 | A49 |
T5-1 | B4 | A54 | T7-1 | B4 | A54 |
T5-1 | B4 | A66 | T7-1 | B4 | A66 |
T5-1 | B4 | A67 | T7-1 | B4 | A67 |
T5-1 | B4 | A68 | T7-1 | B4 | A68 |
T5-1 | B4 | A69 | T7-1 | B4 | A69 |
T5-1 | B4 | A70 | T7-1 | B4 | A70 |
T5-1 | B4 | A76 | T7-1 | B4 | A76 |
T5-1 | B4 | A77 | T7-1 | B4 | A77 |
T5-1 | B4 | A78 | T7-1 | B4 | A78 |
T5-1 | B4 | A106 | T7-1 | B4 | A106 |
T5-1 | B4 | A110 | T7-1 | B4 | A110 |
T1-1 | B7 | A2 | T2-1 | B7 | A2 |
T1-1 | B7 | A5 | T2-1 | B7 | A5 |
T1-1 | B7 | A35 | T2-1 | B7 | A35 |
T1-1 | B7 | A37 | T2-1 | B7 | A37 |
T1-1 | B7 | A45 | T2-1 | B7 | A45 |
T1-1 | B7 | A46 | T2-1 | B7 | A46 |
T1-1 | B7 | A49 | T2-1 | B7 | A49 |
T1-1 | B7 | A54 | T2-1 | B7 | A54 |
T1-1 | B7 | A66 | T2-1 | B7 | A66 |
T1-1 | B7 | A67 | T2-1 | B7 | A67 |
T1-1 | B7 | A68 | T2-1 | B7 | A68 |
T1-1 | B7 | A69 | T2-1 | B7 | A69 |
T1-1 | B7 | A70 | T2-1 | B7 | A70 |
T1-1 | B7 | A76 | T2-1 | B7 | A76 |
T1-1 | B7 | A77 | T2-1 | B7 | A77 |
T1-1 | B7 | A78 | T2-1 | B7 | A78 |
表8
T1-1 | B7 | A106 | T2-1 | B7 | A106 |
T1-1 | B7 | A110 | T2-1 | B7 | A110 |
T2-2 | B7 | A2 | T2-3 | B7 | A2 |
T2-2 | B7 | A5 | T2-3 | B7 | A5 |
T2-2 | B7 | A35 | T2-3 | B7 | A35 |
T2-2 | B7 | A37 | T2-3 | B7 | A37 |
T2-2 | B7 | A45 | T2-3 | B7 | A45 |
T2-2 | B7 | A46 | T2-3 | B7 | A46 |
T2-2 | B7 | A49 | T2-3 | B7 | A49 |
T2-2 | B7 | A54 | T2-3 | B7 | A54 |
T2-2 | B7 | A66 | T2-3 | B7 | A66 |
T2-2 | B7 | A67 | T2-3 | B7 | A67 |
T2-2 | B7 | A68 | T2-3 | B7 | A68 |
T2-2 | B7 | A69 | T2-3 | B7 | A69 |
T2-2 | B7 | A70 | T2-3 | B7 | A70 |
T2-2 | B7 | A76 | T2-3 | B7 | A76 |
T2-2 | B7 | A77 | T2-3 | B7 | A77 |
T2-2 | B7 | A78 | T2-3 | B7 | A78 |
T2-2 | B7 | A106 | T2-3 | B7 | A106 |
T2-2 | B7 | A110 | T2-3 | B7 | A110 |
T2-4 | B7 | A2 | T2-5 | B7 | A2 |
T2-4 | B7 | A5 | T2-5 | B7 | A5 |
T2-4 | B7 | A35 | T2-5 | B7 | A35 |
T2-4 | B7 | A37 | T2-5 | B7 | A37 |
T2-4 | B7 | A45 | T2-5 | B7 | A45 |
T2-4 | B7 | A46 | T2-5 | B7 | A46 |
T2-4 | B7 | A49 | T2-5 | B7 | A49 |
T2-4 | B7- | A54 | T2-5 | B7 | A54 |
T2-4 | B7 | A66 | T2-5 | B7 | A66 |
T2-4 | B7 | A67 | T2-5 | B7 | A67 |
T2-4 | B7 | A68 | T2-5 | B7 | A68 |
T2-4 | B7 | A69 | T2-5 | B7 | A69 |
T2-4 | B7 | A70 | T2-5 | B7 | A70 |
T2-4 | B7 | A76 | T2-5 | B7 | A76 |
T2-4 | B7 | A77 | T2-5 | B7 | A77 |
T2-4 | B7 | A78 | T2-5 | B7 | A78 |
T2-4 | B7 | A106 | T2-5 | B7 | A106 |
T2-4 | B7 | A110 | T2-5 | B7 | A110 |
T5-1 | B7 | A2 | T7-1 | B7 | A2 |
T5-1 | B7 | A5 | T7-1 | B7 | A5 |
T5-1 | B7 | A35 | T7-1 | B7 | A35 |
T5-1 | B7 | A37 | T7-1 | B7 | A37 |
T5-1 | B7 | A45 | T7-1 | B7 | A45 |
表9
T5-1 | B7 | A46 | T7-1 | B7 | A46 |
T5-1 | B7 | A49 | T7-1 | B7 | A49 |
T5-1 | B7 | A54 | T7-1 | B7 | A54 |
T5-1 | B7 | A66 | T7-1 | B7 | A66 |
T5-1 | B7 | A67 | T7-1 | B7 | A67 |
T5-1 | B7 | A68 | T7-1 | B7 | A68 |
T5-1 | B7 | A69 | T7-1 | B7 | A69 |
T5-1 | B7 | A70 | T7-1 | B7 | A70 |
T5-1 | B7 | A76 | T7-1 | B7 | A76 |
T5-1 | B7 | A77 | T7-1 | B7 | A77 |
T5-1 | B7 | A78 | T7-1 | B7 | A78 |
T5-1 | B7 | A106 | T7-1 | B7 | A106 |
T5-1 | B7 | A110 | T7-1 | B7 | A110 |
T1-1 | B8 | A2 | T2-1 | B8 | A2 |
T1-1 | B8 | A5 | T2-1 | B8 | A5 |
T1-1 | B8 | A35 | T2-1 | B8 | A35 |
T1-1 | B8 | A37 | T2-1 | B8 | A37 |
T1-1 | B8 | A45 | T2-1 | B8 | A45 |
T1-1 | B8 | A46 | T2-1 | B8 | A46 |
T1-1 | B8 | A49 | T2-1 | B8 | A49 |
T1-1 | B8 | A54 | T2-1 | B8 | A54 |
T1-1 | B8 | A66 | T2-1 | B8 | A66 |
T1-1 | B8 | A67 | T2-1 | B8 | A67 |
T1-1 | B8 | A68 | T2-1 | B8 | A68 |
T1-1 | B8 | A69 | T2-1 | B8 | A69 |
T1-1 | B8 | A70 | T2-1 | B8 | A70 |
T1-1 | B8 | A76 | T2-1 | B8 | A76 |
T1-1 | B8 | A77 | T2-1 | B8 | A77 |
T1-1 | B8 | A78 | T2-1 | B8 | A78 |
T1-1 | B8 | A106 | T2-1 | B8 | A106 |
T1-1 | B8 | A110 | T2-1 | B8 | A110 |
T2-2 | B8 | A2 | T2-3 | B8 | A2 |
T2-2 | B8 | A5 | T2-3 | B8 | A5 |
T2-2 | B8 | A35 | T2-3 | B8 | A35 |
T2-2 | B8 | A37 | T2-3 | B8 | A37 |
T2-2 | B8 | A45 | T2-3 | B8 | A45 |
T2-2 | B8 | A46 | T2-3 | B8 | A46 |
T2-2 | B8 | A49 | T2-3 | B8 | A49 |
T2-2 | B8 | A54 | T2-3 | B8 | A54 |
T2-2 | B8 | A66 | T2-3 | B8 | A66 |
T2-2 | B8 | A67 | T2-3 | B8 | A67 |
T2-2 | B8 | A68 | T2-3 | B8 | A68 |
T2-2 | B8 | A69 | T2-3 | B8 | A69 |
表10
T2-2 | B8 | A70 | T2-3 | B8 | A70 |
T2-2 | B8 | A76 | T2-3 | B8 | A76 |
T2-2 | B8 | A77 | T2-3 | B8 | A77 |
T2-2 | B8 | A78 | T2-3 | B8 | A78 |
T2-2 | B8 | A106 | T2-3 | B8 | A106 |
T2-2 | B8 | A110 | T2-3 | B8 | A110 |
T2-4 | B8 | A2 | T2-5 | B8 | A2 |
T2-4 | B8 | A5 | T2-5 | B8 | A5 |
T2-4 | B8 | A35 | T2-5 | B8 | A35 |
T2-4 | B8 | A37 | T2-5 | B8 | A37 |
T2-4 | B8 | A45 | T2-5 | B8 | A45 |
T2-4 | B8 | A46 | T2-5 | B8 | A46 |
T2-4 | B8 | A49 | T2-5 | B8 | A49 |
T2-4 | B8 | A54 | T2-5 | B8 | A54 |
T2-4 | B8 | A66 | T2-5 | B8 | A66 |
T2-4 | B8 | A67 | T2-5 | B8 | A67 |
T2-4 | B8 | A68 | T2-5 | B8 | A68 |
T2-4 | B8 | A69 | T2-5 | B8 | A69 |
T2-4 | B8 | A70 | T2-5 | B8 | A70 |
T2-4 | B8 | A76 | T2-5 | B8 | A76 |
T2-4 | B8 | A77 | T2-5 | B8 | A77 |
T2-4 | B8 | A78 | T2-5 | B8 | A78 |
T2-4 | B8 | A106 | T2-5 | B8 | A106 |
T2-4 | B8 | A110 | T2-5 | B8 | A110 |
T5-1 | B8 | A2 | T7-1 | B8 | A2 |
T5-1 | B8 | A5 | T7-1 | B8 | A5 |
T5-1 | B8 | A35 | T7-1 | B8 | A35 |
T5-1 | B8 | A37 | T7-1 | B8 | A37 |
T5-1 | B8 | A45 | T7-1 | B8 | A45 |
T5-1 | B8 | A46 | T7-1 | B8 | A46 |
T5-1 | B8 | A49 | T7-1 | B8 | A49 |
T5-1 | B8 | A54 | T7-1 | B8 | A54 |
T5-1 | B8 | A66 | T7-1 | B8 | A66 |
T5-1 | B8 | A67 | T7-1 | B8 | A67 |
T5-1 | B8 | A68 | T7-1 | B8 | A68 |
T5-1 | B8 | A69 | T7-1 | B8 | A69 |
T5-1 | B8 | A70 | T7-1 | B8 | A70 |
T5-1 | B8 | A76 | T7-1 | B8 | A76 |
T5-1 | B8 | A77 | T7-1 | B8 | A77 |
T5-1 | B8 | A78 | T7-1 | B8 | A78 |
T5-1 | B8 | A106 | T7-1 | B8 | A106 |
T5-1 | B8 | A110 | T7-1 | B8 | A110 |
T1-1 | B9 | A2 | T2-1 | B9 | A2 |
表11
T1-1 | B9 | A5 | T2-1 | B9 | A5 |
T1-1 | B9 | A35 | T2-1 | B9 | A35 |
T1-1 | B9 | A37 | T2-1 | B9 | A37 |
T1-1 | B9 | A45 | T2-1 | B9 | A45 |
T1-1 | B9 | A46 | T2-1 | B9 | A46 |
T1-1 | B9 | A49 | T2-1 | B9 | A49 |
T1-1 | B9 | A54 | T2-1 | B9 | A54 |
T1-1 | B9 | A66 | T2-1 | B9 | A66 |
T1-1 | B9 | A67 | T2-1 | B9 | A67 |
T1-1 | B9 | A68 | T2-1 | B9 | A68 |
T1-1 | B9 | A69 | T2-1 | B9 | A69 |
T1-1 | B9 | A70 | T2-1 | B9 | A70 |
T1-1 | B9 | A76 | T2-1 | B9 | A76 |
T1-1 | B9 | A77 | T2-1 | B9 | A77 |
T1-1 | B9 | A78 | T2-1 | B9 | A78 |
T1-1 | B9 | A106 | T2-1 | B9 | A106 |
T1-1 | B9 | A110 | T2-1 | B9 | A110 |
T2-2 | B9 | A2 | T2-3 | B9 | A2 |
T2-2 | B9 | A5 | T2-3 | B9 | A5 |
T2-2 | B9 | A35 | T2-3 | B9 | A35 |
T2-2 | B9 | A37 | T2-3 | B9 | A37 |
T2-2 | B9 | A45 | T2-3 | B9 | A45 |
T2-2 | B9 | A46 | T2-3 | B9 | A46 |
T2-2 | B9 | A49 | T2-3 | B9 | A49 |
T2-2 | B9 | A54 | T2-3 | B9 | A54 |
T2-2 | B9 | A66 | T2-3 | B9 | A66 |
T2-2 | B9 | A67 | T2-3 | B9 | A67 |
T2-2 | B9 | A68 | T2-3 | B9 | A68 |
T2-2 | B9 | A69 | T2-3 | B9 | A69 |
T2-2 | B9 | A70 | T2-3 | B9 | A70 |
T2-2 | B9 | A76 | T2-3 | B9 | A76 |
T2-2 | B9 | A77 | T2-3 | B9 | A77 |
T2-2 | B9 | A78 | T2-3 | B9 | A78 |
T2-2 | B9 | A106 | T2-3 | B9 | A106 |
T2-2 | B9 | A110 | T2-3 | B9 | A110 |
T2-4 | B9 | A2 | T2-5 | B9 | A2 |
T2-4 | B9 | A5 | T2-5 | B9 | A5 |
T2-4 | B9 | A35 | T2-5 | B9 | A35 |
T2-4 | B9 | A37 | T2-5 | B9 | A37 |
T2-4 | B9 | A45 | T2-5 | B9 | A45 |
T2-4 | B9 | A46 | T2-5 | B9 | A46 |
T2-4 | B9 | A49 | T2-5 | B9 | A49 |
T2-4 | B9 | A54 | T2-5 | B9 | A54 |
表12
T2-4 | B9 | A66 | T2-5 | B9 | A66 |
T2-4 | B9 | A67 | T2-5 | B9 | A67 |
T2-4 | B9 | A68 | T2-5 | B9 | A68 |
T2-4 | B9 | A69 | T2-5 | B9 | A69 |
T2-4 | B9 | A70 | T2-5 | B9 | A70 |
T2-4 | B9 | A76 | T2-5 | B9 | A76 |
T2-4 | B9 | A77 | T2-5 | B9 | A77 |
T2-4 | B9 | A78 | T2-5 | B9 | A78 |
T2-4 | B9 | A106 | T2-5 | B9 | A106 |
T2-4 | B9 | A110 | T2-5 | B9 | A110 |
T5-1 | B9 | A2 | T7-1 | B9 | A2 |
T5-1 | B9 | A5 | T7-1 | B9 | A5 |
T5-1 | B9 | A35 | T7-1 | B9 | A35 |
T5-1 | B9 | A37 | T7-1 | B9 | A37 |
T5-1 | B9 | A45 | T7-1 | B9 | A45 |
T5-1 | B9 | A46 | T7-1 | B9 | A46 |
T5-1 | B9 | A49 | T7-1 | B9 | A49 |
T5-1 | B9 | A54 | T7-1 | B9 | A54 |
T5-1 | B9 | A66 | T7-1 | B9 | A66 |
T5-1 | B9 | A67 | T7-1 | B9 | A67 |
T5-1 | B9 | A68 | T7-1 | B9 | A68 |
T5-1 | B9 | A69 | T7-1 | B9 | A69 |
T5-1 | B9 | A70 | T7-1 | B9 | A70 |
T5-1 | B9 | A76 | T7-1 | B9 | A76 |
T5-1 | B9 | A77 | T7-1 | B9 | A77 |
T5-1 | B9 | A78 | T7-1 | B9 | A78 |
T5-1 | B9 | A106 | T7-1 | B9 | A106 |
T5-1 | B9 | A110 | T7-1 | B9 | A110 |
T1-1 | B10 | A2 | T2-1 | B10 | A2 |
T1-1 | B10 | A5 | T2-1 | B10 | A5 |
T1-1 | B10 | A35 | T2-1 | B10 | A35 |
T1-1 | B10 | A37 | T2-1 | B10 | A37 |
T1-1 | B10 | A45 | T2-1 | B10 | A45 |
T1-1 | B10 | A46 | T2-1 | B10 | A46 |
T1-1 | B10 | A49 | T2-1 | B10 | A49 |
T1-1 | B10 | A54 | T2-1 | B10 | A54 |
T1-1 | B10 | A66 | T2-1 | B10 | A66 |
T1-1 | B10 | A67 | T2-1 | B10 | A67 |
T1-1 | B10 | A68 | T2-1 | B10 | A68 |
T1-1 | B10 | A69 | T2-1 | B10 | A69 |
T1-1 | B10 | A70 | T2-1 | B10 | A70 |
T1-1 | B10 | A76 | T2-1 | B10 | A76 |
T1-1 | B10 | A77 | T2-1 | B10 | A77 |
T1-1 | B10 | A78 | T2-1 | B10 | A78 |
表13
T1-1 | B10 | A106 | T2-1 | B10 | A106 |
T1-1 | B10 | A110 | T2-1 | B10 | A110 |
T2-2 | B10 | A2 | T2-3 | B10 | A2 |
T2-2 | B10 | A5 | T2-3 | B10 | A5 |
T2-2 | B10 | A35 | T2-3 | B10 | A35 |
T2-2 | B10 | A37 | T2-3 | B10 | A37 |
T2-2 | B10 | A45 | T2-3 | B10 | A45 |
T2-2 | B10 | A46 | T2-3 | B10 | A46 |
T2-2 | B10 | A49 | T2-3 | B10 | A49 |
T2-2 | B10 | A54 | T2-3 | B10 | A54 |
T2-2 | B10 | A66 | T2-3 | B10 | A66 |
T2-2 | B10 | A67 | T2-3 | B10 | A67 |
T2-2 | B10 | A68 | T2-3 | B10 | A68 |
T2-2 | B10 | A69 | T2-3 | B10 | A69 |
T2-2 | B10 | A70 | T2-3 | B10 | A70 |
T2-2 | B10 | A76 | T2-3 | B10 | A76 |
T2-2 | B10 | A77 | T2-3 | B10 | A77 |
T2-2 | B10 | A78 | T2-3 | B10 | A73 |
T2-2 | B10 | A106 | T2-3 | B10 | A106 |
T2-2 | B10 | A110 | T2-3 | B10 | A110 |
T2-4 | B10 | A2 | T2-5 | B10 | A2 |
T2-4 | B10 | A5 | T2-5 | B10 | A5 |
T2-4 | B10 | A35 | T2-5 | B10 | A35 |
T2-4 | B10 | A37 | T2-5 | B10 | A37 |
T2-4 | B10 | A45 | T2-5 | B10 | A45 |
T2-4 | B10 | A46 | T2-5 | B10 | A46 |
T2-4 | B10 | A49 | T2-5 | B10 | A49 |
T2-4 | B10 | A54 | T2-5 | B10 | A54 |
T2-4 | B10 | A66 | T2-5 | B10 | A66 |
T2-4 | B10 | A67 | T2-5 | B10 | A67 |
T2-4 | B10 | A68 | T2-5 | B10 | A68 |
T2-4 | B10 | A69 | T2-5 | B10 | A69 |
T2-4 | B10 | A70 | T2-5 | B10 | A70 |
T2-4 | B10 | A76 | T2-5 | B10 | A76 |
T2-4 | B10 | A77 | T2-5 | B10 | A77 |
T2-4 | B10 | A78 | T2-5 | B10 | A78 |
T2-4 | B10 | A106 | T2-5 | B10 | A106 |
T2-4 | B10 | A110 | T2-5 | B10 | A110 |
T5-1 | B10 | A2 | T7-1 | B10 | A2 |
T5-1 | B10 | A5 | T7-1 | B10 | A5 |
T5-1 | B10 | A35 | T7-1 | B10 | A35 |
T5-1 | B10 | A37 | T7-1 | B10 | A37 |
T5-1 | B10 | A45 | T7-1 | B10 | A45 |
表14
T5-1 | B10 | A46 | T7-1 | B10 | A46 |
T5-1 | B10 | A49 | T7-1 | B10 | A49 |
T5-1 | B10 | A54 | T7-1 | B10 | A54 |
T5-1 | B10 | A86 | T7-1 | B10 | A66 |
T5-1 | B10 | A67 | T7-1 | B10 | A67 |
T5-1 | B10 | A68 | T7-1 | B10 | A68 |
T5-1 | B10 | A69 | T7-1 | B10 | A69 |
T5-1 | B10 | A70 | T7-1 | B10 | A70 |
T5-1 | B10 | A76 | T7-1 | B10 | A76 |
T5-1 | B10 | A77 | T7-1 | B10 | A77 |
T5-1 | B10 | A78 | T7-1 | B10 | A78 |
T5-1 | B10 | A106 | T7-1 | B10 | A106 |
T5-1 | B10 | A110 | T7-1 | B10 | A110 |
T1-1 | B12 | A2 | T2-1 | B12 | A2 |
T1-1 | B12 | A5 | T2-1 | B12 | A5 |
T1-1 | B12 | A35 | T2-1 | B12 | A35 |
T1-1 | B12 | A37 | T2-1 | B12 | A37 |
T1-1 | B12 | A45 | T2-1 | B12 | A45 |
T1-1 | B12 | A46 | T2-1 | B12 | A46 |
T1-1 | B12 | A49 | T2-1 | B12 | A49 |
T1-1 | B12 | A54 | T2-1 | B12 | A54 |
T1-1 | B12 | A66 | T2-1 | B12 | A66 |
T1-1 | B12 | A67 | T2-1 | B12 | A67 |
T1-1 | B12 | A68 | T2-1 | B12 | A68 |
T1-1 | B12 | A69 | T2-1 | B12 | A69 |
T1-1 | B12 | A70 | T2-1 | B12 | A70 |
T1-1 | B12 | A76 | T2-1 | B12 | A76 |
T1-1 | B12 | A77 | T2-1 | B12 | A77 |
T1-1 | B12 | A78 | T2-1 | B12 | A78 |
T1-1 | B12 | A106 | T2-1 | B12 | A106 |
T1-1 | B12 | A110 | T2-1 | B12 | A110 |
T2-2 | B12 | A2 | T2-3 | B12 | A2 |
T2-2 | B12 | A5 | T2-3 | B12 | A5 |
T2-2 | B12 | A35 | T2-3 | B12 | A35 |
T2-2 | B12 | A37 | T2-3 | B12 | A37 |
T2-2 | B12 | A45 | T2-3 | B12 | A45 |
T2-2 | B12 | A46 | T2-3 | B12 | A46 |
T2-2 | B12 | A49 | T2-3 | B12 | A49 |
T2-2 | B12 | A54 | T2-3 | B12 | A54 |
T2-2 | B12 | A66 | T2-3 | B12 | A66 |
T2-2 | B12 | A67 | T2-3 | B12 | A67 |
T2-2 | B12 | A68 | T2-3 | B12 | A68 |
T2-2 | B12 | A69 | T2-3 | B12 | A69 |
表15
T2-2 | B12 | A70 | T2-3 | B12 | A70 |
T2-2 | B12 | A76 | T2-3 | B12 | A76 |
T2-2 | B12 | A77 | T2-3 | B12 | A77 |
T2-2 | B12 | A78 | T2-3 | B12 | A78 |
T2-2 | B12 | A106 | T2-3 | B12 | A106 |
T2-2 | B12 | A110 | T2-3 | B12 | A110 |
T2-4 | B12 | A2 | T2-5 | B12 | A2 |
T2-4 | B12 | A5 | T2-5 | B12 | A5 |
T2-4 | B12 | A35 | T2-5 | B12 | A35 |
T2-4 | B12 | A37 | T2-5 | B12 | A37 |
T2-4 | B12 | A45 | T2-5 | B12 | A45 |
T2-4 | B12 | A46 | T2-5 | B12 | A46 |
T2-4 | B12 | A49 | T2-5 | B12 | A49 |
T2-4 | B12 | A54 | T2-5 | B12 | A54 |
T2-4 | B12 | A66 | T2-5 | B12 | A66 |
T2-4 | B12 | A67 | T2-5 | B12 | A67 |
T2-4 | B12 | A68 | T2-5 | B12 | A68 |
T2-4 | B12 | A69 | T2-5 | B12 | A69 |
T2-4 | B12 | A70 | T2-5 | B12 | A70 |
T2-4 | B12 | A76 | T2-5 | B12 | A76 |
T2-4 | B12 | A77 | T2-5 | B12 | A77 |
T2-4 | B12 | A78 | T2-5 | B12 | A78 |
T2-4 | B12 | A106 | T2-5 | B12 | A106 |
T2-4 | B12 | A110 | T2-5 | B12 | A110 |
T5-1 | B12 | A2 | T7-1 | B12 | A2 |
T5-1 | B12 | A5 | T7-1 | B12 | A5 |
T5-1 | B12 | A35 | T7-1 | B12 | A35 |
T5-1 | B12 | A37 | T7-1 | B12 | A37 |
T5-1 | B12 | A45 | T7-1 | B12 | A45 |
T5-1 | B12 | A46 | T7-1 | B12 | A46 |
T5-1 | B12 | A49 | T7-1 | B12 | A49 |
T5-1 | B12 | A54 | T7-1 | B12 | A54 |
T5-1 | B12 | A66 | T7-1 | B12 | A66 |
T5-1 | B12 | A67 | T7-1 | B12 | A67 |
T5-1 | B12 | A68 | T7-1 | B12 | A68 |
T5-1 | B12 | A69 | T7-1 | B12 | A69 |
T5-1 | B12 | A70 | T7-1 | B12 | A70 |
T5-1 | B12 | A76 | T7-1 | B12 | A76 |
T5-1 | B12 | A77 | T7-1 | B12 | A77 |
T5-1 | B12 | A78 | T7-1 | B12 | A78 |
T5-1 | B12 | A106 | T7-1 | B12 | A106 |
T5-1 | B12 | A110 | T7-1 | B12 | A110 |
T1-1 | B14 | A2 | T2-1 | B14 | A2 |
表16
T1-1 | B14 | A5 | T2-1 | B14 | A5 |
T1-1 | B14 | A35 | T2-1 | B14 | A35 |
T1-1 | B14 | A37 | T2-1 | B14 | A37 |
T1-1 | B14 | A45 | T2-1 | B14 | A45 |
T1-1 | B14 | A46 | T2-1 | B14 | A46 |
T1-1 | B14 | A49 | T2-1 | B14 | A49 |
T1-1 | B14 | A54 | T2-1 | B14 | A54 |
T1-1 | B14 | A66 | T2-1 | B14 | A66 |
T1-1 | B14 | A67 | T2-1 | B14 | A67 |
T1-1 | B14 | A68 | T2-1 | B14 | A68 |
T1-1 | B14 | A69 | T2-1 | B14 | A69 |
T1-1 | B14 | A70 | T2-1 | B14 | A70 |
T1-1 | B14 | A76 | T2-1 | B14 | A76 |
T1-1 | B14 | A77 | T2-1 | B14 | A77 |
T1-1 | B14 | A78 | T2-1 | B14 | A78 |
T1-1 | B14 | A106 | T2-1 | B14 | A106 |
T1-1 | B14 | A110 | T2-1 | B14 | A110 |
T2-2 | B14 | A2 | T2-3 | B14 | A2 |
T2-2 | B14 | A5 | T2-3 | B14 | A5 |
T2-2 | B14 | A35 | T2-3 | B14 | A35 |
T2-2 | B14 | A37 | T2-3 | B14 | A37 |
T2-2 | B14 | A45 | T2-3 | B14 | A45 |
T2-2 | B14 | A46 | T2-3 | B14 | A46 |
T2-2 | B14 | A49 | T2-3 | B14 | A49 |
T2-2 | B14 | A54 | T2-3 | B14 | A54 |
T2-2 | B14 | A66 | T2-3 | B14 | A66 |
T2-2 | B14 | A67 | T2-3 | B14 | A67 |
T2-2 | B14 | A68 | T2-3 | B14 | A68 |
T2-2 | B14 | A69 | T2-3 | B14 | A69 |
T2-2 | B14 | A70 | T2-3 | B14 | A70 |
T2-2 | B14 | A76 | T2-3 | B14 | A76 |
T2-2 | B14 | A77 | T2-3 | B14 | A77 |
T2-2 | B14 | A78 | T2-3 | B14 | A78 |
T2-2 | B14 | A106 | T2-3 | B14 | A106 |
T2-2 | B14 | A110 | T2-3 | B14 | A110 |
T2-4 | B14 | A2 | T2-5 | B14 | A2 |
T2-4 | B14 | A5 | T2-5 | B14 | A5 |
T2-4 | B14 | A35 | T2-5 | B14 | A35 |
T2-4 | B14 | A37 | T2-5 | B14 | A37 |
T2-4 | B14 | A45 | T2-5 | B14 | A45 |
T2-4 | B14 | A46 | T2-5 | B14 | A46 |
T2-4 | B14 | A49 | T2-5 | B14 | A49 |
T2-4 | B14 | A54 | T2-5 | B14 | A54 |
表17
T2-4 | B14 | A66 | T2-5 | B14 | A66 |
T2-4 | B14 | A67 | T2-5 | B14 | A67 |
T2-4 | B14 | A68 | T2-5 | B14 | A68 |
T2-4 | B14 | A69 | T2-5 | B14 | A69 |
T2-4 | B14 | A70 | T2-5 | B14 | A70 |
T2-4 | B14 | A76 | T2-5 | B14 | A76 |
T2-4 | B14 | A77 | T2-5 | B14 | A77 |
T2-4 | B14 | A78 | T2-5 | B14 | A78 |
T2-4 | B14 | A106 | T2-5 | B14 | A106 |
T2-4 | B14 | A110 | T2-5 | B14 | A110 |
T5-1 | B14 | A2 | T7-1 | B14 | A2 |
T5-1 | B14 | A5 | T7-1 | B14 | A5 |
T5-1 | B14 | A35 | T7-1 | B14 | A35 |
T5-1 | B14 | A37 | T7-1 | B14 | A37 |
T5-1 | B14 | A45 | T7-1 | B14 | A45 |
T5-1 | B14 | A46 | T7-1 | B14 | A46 |
T5-1 | B14 | A49 | T7-1 | B14 | A49 |
T5-1 | B14 | A54 | T7-1 | B14 | A54 |
T5-1 | B14 | A66 | T7-1 | B14 | A66 |
T5-1 | B14 | A67 | T7-1 | B14 | A67 |
T5-1 | B14 | A68 | T7-1 | B14 | A68 |
T5-1 | B14 | A69 | T7-1 | B14 | A69 |
T5-1 | B14 | A70 | T7-1 | B14 | A70 |
T5-1 | B14 | A76 | T7-1 | B14 | A76 |
T5-1 | B14 | A77 | T7-1 | B14 | A77 |
T5-1 | B14 | A78 | T7-1 | B14 | A78 |
T5-1 | B14 | A106 | T7-1 | B14 | A106 |
T5-1 | B14 | A110 | T7-1 | B14 | A110 |
T1-1 | B16 | A2 | T2-1 | B16 | A2 |
T1-1 | B16 | A5 | T2-1 | B16 | A5 |
T1-1 | B16 | A35 | T2-1 | B16 | A35 |
T1-1 | B16 | A37 | T2-1 | B16 | A37 |
T1-1 | B16 | A45 | T2-1 | B16 | A45 |
T1-1 | B16 | A46 | T2-1 | B16 | A46 |
T1-1 | B16 | A49 | T2-1 | B16 | A49 |
T1-1 | B16 | A54 | T2-1 | B16 | A54 |
T1-1 | B16 | A66 | T2-1 | B16 | A66 |
T1-1 | B16 | A67 | T2-1 | B16 | A67 |
T1-1 | B16 | A68 | T2-1 | B16 | A68 |
T1-1 | B16 | A69 | T2-1 | B16 | A69 |
T1-1 | B16 | A70 | T2-1 | B16 | A70 |
T1-1 | B16 | A76 | T2-1 | B16 | A76 |
T1-1 | B16 | A77 | T2-1 | B16 | A77 |
表18
T1-1 | B16 | A78 | T2-1 | B16 | A78 |
T1-1 | B16 | A106 | T2-1 | B16 | A106 |
T1-1 | B16 | A110 | T2-1 | B16 | A110 |
T2-2 | B16 | A2 | T2-3 | B16 | A2 |
T2-2 | B16 | A5 | T2-3 | B16 | A5 |
T2-2 | B16 | A35 | T2-3 | B16 | A35 |
T2-2 | B16 | A37 | T2-3 | B16 | A37 |
T2-2 | B16 | A45 | T2-3 | B16 | A45 |
T2-2 | B16 | A46 | T2-3 | B16 | A46 |
T2-2 | B16 | A49 | T2-3 | B16 | A49 |
T2-2 | B16 | A54 | T2-3 | B16 | A54 |
T2-2 | B16 | A66 | T2-3 | B16 | A66 |
T2-2 | B16 | A67 | T2-3 | B16 | A67 |
T2-2 | B16 | A68 | T2-3 | B16 | A68 |
T2-2 | B16 | A69 | T2-3 | B16 | A69 |
T2-2 | B16 | A70 | T2-3 | B16 | A70 |
T2-2 | B16 | A76 | T2-3 | B16 | A76 |
T2-2 | B16 | A77 | T2-3 | B16 | A77 |
T2-2 | B16 | A78 | T2-3 | B16 | A78 |
T2-2 | B16 | A106 | T2-3 | B16 | A106 |
T2-2 | B16 | A110 | T2-3 | B16 | A110 |
T2-4 | B16 | A2 | T2-5 | B16 | A2 |
T2-4 | B16 | A5 | T2-5 | B16 | A5 |
T2-4 | B16 | A35 | T2-5 | B16 | A35 |
T2-4 | B16 | A37 | T2-5 | B16 | A37 |
T2-4 | B16 | A45 | T2-5 | B16 | A45 |
T2-4 | B16 | A46 | T2-5 | B16 | A46 |
T2-4 | B16 | A49 | T2-5 | B16 | A49 |
T2-4 | B16 | A54 | T2-5 | B16 | A54 |
T2-4 | B16 | A66 | T2-5 | B16 | A66 |
T2-4 | B16 | A67 | T2-5 | B16 | A67 |
T2-4 | B16 | A68 | T2-5 | B16 | A68 |
T2-4 | B16 | A69 | T2-5 | B16 | A69 |
T2-4 | B16 | A70 | T2-5 | B16 | A70 |
T2-4 | B16 | A76 | T2-5 | B16 | A76 |
T2-4 | B16 | A77 | T2-5 | B16 | A77 |
T2-4 | B16 | A78 | T2-5 | B16 | A78 |
T2-4 | B16 | A106 | T2-5 | B16 | A106 |
T2-4 | B16 | A110 | T2-5 | B16 | A110 |
T5-1 | B16 | A2 | T7-1 | B16 | A2 |
T5-1 | B16 | A5 | T7-1 | B16 | A5 |
T5-1 | B16 | A35 | T7-1 | B16 | A35 |
T5-1 | B16 | A37 | T7-1 | B16 | A37 |
表19
T5-1 | B16 | A45 | T7-1 | B16 | A45 |
T5-1 | B16 | A46 | T7-1 | B16 | A46 |
T5-1 | B16 | A49 | T7-1 | B16 | A49 |
T5-1 | B16 | A54 | T7-1 | B16 | A54 |
T5-1 | B16 | A66 | T7-1 | B16 | A66 |
T5-1 | B16 | A67 | T7-1 | B16 | A67 |
T5-1 | B16 | A68 | T7-1 | B16 | A68 |
T5-1 | B16 | A69 | T7-1 | B16 | A69 |
T5-1 | B16 | A70 | T7-1 | B16 | A70 |
T5-1 | B16 | A76 | T7-1 | B16 | A76 |
T5-1 | B16 | A77 | T7-1 | B16 | A77 |
T5-1 | B16 | A78 | T7-1 | B16 | A78 |
T5-1 | B16 | A106 | T7-1 | B16 | A106 |
T5-1 | B16 | A110 | T7-1 | B16 | A110 |
T1-1 | B17 | A2 | T2-1 | B17 | A2 |
T1-1 | B17 | A5 | T2-1 | B17 | A5 |
T1-1 | B17 | A35 | T2-1 | B17 | A35 |
T1-1 | B17 | A37 | T2-1 | B17 | A37 |
T1-1 | B17 | A45 | T2-1 | B17 | A45 |
T1-1 | B17 | A46 | T2-1 | B17 | A46 |
T1-1 | B17 | A49 | T2-1 | B17 | A49 |
T1-1 | B17 | A54 | T2-1 | B17 | A54 |
T1-1 | B17 | A66 | T2-1 | B17 | A66 |
T1-1 | B17 | A67 | T2-1 | B17 | A67 |
T1-1 | B17 | A68 | T2-1 | B17 | A68 |
T1-1 | B17 | A69 | T2-1 | B17 | A69 |
T1-1 | B17 | A70 | T2-1 | B17 | A70 |
T1-1 | B17 | A76 | T2-1 | B17 | A76 |
T1-1 | B17 | A77 | T2-1 | B17 | A77 |
T1-1 | B17 | A78 | T2-1 | B17 | A78 |
T1-1 | B17 | A106 | T2-1 | B17 | A106 |
T1-1 | B17 | A110 | T2-1 | B17 | A110 |
T2-2 | B17 | A2 | T2-3 | B17 | A2 |
T2-2 | B17 | A5 | T2-3 | B17 | A5 |
T2-2 | B17 | A35 | T2-3 | B17 | A35 |
T2-2 | B17 | A37 | T2-3 | B17 | A37 |
T2-2 | B17 | A45 | T2-3 | B17 | A45 |
T2-2 | B17 | A46 | T2-3 | B17 | A46 |
T2-2 | B17 | A49 | T2-3 | B17 | A49 |
T2-2 | B17 | A54 | T2-3 | B17 | A54 |
T2-2 | B17 | A66 | T2-3 | B17 | A66 |
T2-2 | B17 | A67 | T2-3 | B17 | A67 |
T2-2 | B17 | A68 | T2-3 | B17 | A68 |
表20
T2-2 | B17 | A69 | T2-3 | B17 | A69 |
T2-2 | B17 | A70 | T2-3 | B17 | A70 |
T2-2 | B17 | A76 | T2-3 | B17 | A76 |
T2-2 | B17 | A77 | T2-3 | B17 | A77 |
T2-2 | B17 | A78 | T2-3 | B17 | A78 |
T2-2 | B17 | A106 | T2-3 | B17 | A106 |
T2-2 | B17 | A110 | T2-3 | B17 | A110 |
T2-4 | B17 | A2 | T2-5 | B17 | A2 |
T2-4 | B17 | A5 | T2-5 | B17 | A5 |
T2-4 | B17 | A35 | T2-5 | B17 | A35 |
T2-4 | B17 | A37 | T2-5 | B17 | A37 |
T2-4 | B17 | A45 | T2-5 | B17 | A45 |
T2-4 | B17 | A46 | T2-5 | B17 | A46 |
T2-4 | B17 | A49 | T2-5 | B17 | A49 |
T2-4 | B17 | A54 | T2-5 | B17 | A54 |
T2-4 | B17 | A66 | T2-5 | B17 | A66 |
T2-4 | B17 | A67 | T2-5 | B17 | A67 |
T2-4 | B17 | A68 | T2-5 | B17 | A68 |
T2-4 | B17 | A69 | T2-5 | B17 | A69 |
T2-4 | B17 | A70 | T2-5 | B17 | A70 |
T2-4 | B17 | A76 | T2-5 | B17 | A76 |
T2-4 | B17 | A77 | T2-5 | B17 | A77 |
T2-4 | B17 | A78 | T2-5 | B17 | A78 |
T2-4 | B17 | A106 | T2-5 | B17 | A106 |
T2-4 | B17 | A110 | T2-5 | B17 | A110 |
T5-1 | B17 | A2 | T7-1 | B17 | A2 |
T5-1 | B17 | A5 | T7-1 | B17 | A5 |
T5-1 | B17 | A35 | T7-1 | B17 | A35 |
T5-1 | B17 | A37 | T7-1 | B17 | A37 |
T5-1 | B17 | A45 | T7-1 | B17 | A45 |
T5-1 | B17 | A46 | T7-1 | B17 | A46 |
T5-1 | B17 | A49 | T7-1 | B17 | A49 |
T5-1 | B17 | A54 | T7-1 | B17 | A54 |
T5-1 | B17 | A66 | T7-1 | B17 | A66 |
T5-1 | B17 | A67 | T7-1 | B17 | A67 |
T5-1 | B17 | A68 | T7-1 | B17 | A68 |
T5-1 | B17 | A69 | T7-1 | B17 | A69 |
T5-1 | B17 | A70 | T7-1 | B17 | A70 |
T5-1 | B17 | A76 | T7-1 | B17 | A76 |
T5-1 | B17 | A77 | T7-1 | B17 | A77 |
T5-1 | B17 | A78 | T7-1 | B17 | A78 |
T5-1 | B17 | A106 | T7-1 | B17 | A106 |
T5-1 | B17 | A110 | T7-1 | B17 | A110 |
表21
T1-1 | B24 | A2 | T2-1 | B24 | A2 |
T1-1 | B24 | A5 | T2-1 | B24 | A5 |
T1-1 | B24 | A35 | T2-1 | B24 | A35 |
T1-1 | B24 | A37 | T2-1 | B24 | A37 |
T1-1 | B24 | A45 | T2-1 | B24 | A45 |
T1-1 | B24 | A46 | T2-1 | B24 | A46 |
T1-1 | B24 | A49 | T2-1 | B24 | A49 |
T1-1 | B24 | A54 | T2-1 | B24 | A54 |
T1-1 | B24 | A66 | T2-1 | B24 | A66 |
T1-1 | B24 | A67 | T2-1 | B24 | A67 |
T1-1 | B24 | A68 | T2-1 | B24 | A68 |
T1-1 | B24 | A69 | T2-1 | B24 | A69 |
T1-1 | B24 | A70 | T2-1 | B24 | A70 |
T1-1 | B24 | A76 | T2-1 | B24 | A76 |
T1-1 | B24 | A77 | T2-1 | B24 | A77 |
T1-1 | B24 | A78 | T2-1 | B24 | A78 |
T1-1 | B24 | A106 | T2-1 | B24 | A106 |
T1-1 | B24 | A110 | T2-1 | B24 | A110 |
T2-2 | B24 | A2 | T2-3 | B24 | A2 |
T2-2 | B24 | A5 | T2-3 | B24 | A5 |
T2-2 | B24 | A35 | T2-3 | B24 | A35 |
T2-2 | B24 | A37 | T2-3 | B24 | A37 |
T2-2 | B24 | A45 | T2-3 | B24 | A45 |
T2-2 | B24 | A46 | T2-3 | B24 | A46 |
T2-2 | B24 | A49 | T2-3 | B24 | A49 |
T2-2 | B24 | A54 | T2-3 | B24 | A54 |
T2-2 | B24 | A66 | T2-3 | B24 | A66 |
T2-2 | B24 | A67 | T2-3 | B24 | A67 |
T2-2 | B24 | A68 | T2-3 | B24 | A68 |
T2-2 | B24 | A69 | T2-3 | B24 | A69 |
T2-2 | B24 | A70 | T2-3 | B24 | A70 |
T2-2 | B24 | A76 | T2-3 | B24 | A76 |
T2-2 | B24 | A77 | T2-3 | B24 | A77 |
T2-2 | B24 | A78 | T2-3 | B24 | A78 |
T2-2 | B24 | A106 | T2-3 | B24 | A106 |
T2-2 | B24 | A110 | T2-3 | B24 | A110 |
T2-4 | B24 | A2 | T2-5 | B24 | A2 |
T2-4 | B24 | A5 | T2-5 | B24 | A5 |
T2-4 | B24 | A35 | T2-5 | B24 | A35 |
T2-4 | B24 | A37 | T2-5 | B24 | A37 |
T2-4 | B24 | A45 | T2-5 | B24 | A45 |
T2-4 | B24 | A46 | T2-5 | B24 | A46 |
T2-4 | B24 | A49 | T2-5 | B24 | A49 |
表22
T2-4 | B24 | A54 | T2-5 | B24 | A54 |
T2-4 | B24 | A66 | T2-5 | B24 | A66 |
T2-4 | B24 | A67 | T2-5 | B24 | A67 |
T2-4 | B24 | A68 | T2-5 | B24 | A68 |
T2-4 | B24 | A69 | T2-5 | B24 | A69 |
T2-4 | B24 | A70 | T2-5 | B24 | A70 |
T2-4 | B24 | A76 | T2-5 | B24 | A76 |
T2-4 | B24 | A77 | T2-5 | B24 | A77 |
T2-4 | B24 | A78 | T2-5 | B24 | A78 |
T2-4 | B24 | A106 | T2-5 | B24 | A106 |
T2-4 | B24 | A110 | T2-5 | B24 | A110 |
T5-1 | B24 | A2 | T7-1 | B24 | A2 |
T5-1 | B24 | A5 | T7-1 | B24 | A5 |
T5-1 | B24 | A35 | T7-1 | B24 | A35 |
T5-1 | B24 | A37 | T7-1 | B24 | A37 |
T5-1 | B24 | A45 | T7-1 | B24 | A45 |
T5-1 | B24 | A46 | T7-1 | B24 | A46 |
T5-1 | B24 | A49 | T7-1 | B24 | A49 |
T5-1 | B24 | A54 | T7-1 | B24 | A54 |
T5-1 | B24 | A66 | T7-1 | B24 | A66 |
T5-1 | B24 | A67 | T7-1 | B24 | A67 |
T5-1 | B24 | A68 | T7-1 | B24 | A68 |
T5-1 | B24 | A69 | T7-1 | B24 | A69 |
T5-1 | B24 | A70 | T7-1 | B24 | A70 |
T5-1 | B24 | A76 | T7-1 | B24 | A76 |
T5-1 | B24 | A77 | T7-1 | B24 | A77 |
T5-1 | B24 | A78 | T7-1 | B24 | A78 |
T5-1 | B24 | A106 | T7-1 | B24 | A106 |
T5-1 | B24 | A110 | T7-1 | B24 | A110 |
T1-1 | B28 | A2 | T2-1 | B28 | A2 |
T1-1 | B28 | A5 | T2-1 | B28 | A5 |
T1-1 | B28 | A35 | T2-1 | B28 | A35 |
T1-1 | B28 | A37 | T2-1 | B28 | A37 |
T1-1 | B28 | A45 | T2-1 | B28 | A45 |
T1-1 | B28 | A46 | T2-1 | B28 | A46 |
T1-1 | B28 | A49 | T2-1 | B28 | A49 |
T1-1 | B28 | A54 | T2-1 | B28 | A54 |
T1-1 | B28 | A66 | T2-1 | B28 | A66 |
T1-1 | B28 | A67 | T2-1 | B28 | A67 |
T1-1 | B28 | A68 | T2-1 | B28 | A68 |
T1-1 | B28 | A69 | T2-1 | B28 | A69 |
T1-1 | B28 | A70 | T2-1 | B28 | A70 |
T1-1 | B28 | A76 | T2-1 | B28 | A76 |
表23
T1-1 | B28 | A77 | T2-1 | B28 | A77 |
T1-1 | B28 | A78 | T2-1 | B28 | A78 |
T1-1 | B28 | A106 | T2-1 | B28 | A106 |
T1-1 | B28 | A110 | T2-1 | B28 | A110 |
T2-2 | B28 | A2 | T2-3 | B28 | A2 |
T2-2 | B28 | A5 | T2-3 | B28 | A5 |
T2-2 | B28 | A35 | T2-3 | B28 | A35 |
T2-2 | B28 | A37 | T2-3 | B28 | A37 |
T2-2 | B28 | A45 | T2-3 | B28 | A45 |
T2-2 | B28 | A46 | T2-3 | B28 | A46 |
T2-2 | B28 | A49 | T2-3 | B28 | A49 |
T2-2 | B28 | A54 | T2-3 | B28 | A54 |
T2-2 | B28 | A66 | T2-3 | B28 | A66 |
T2-2 | B28 | A67 | T2-3 | B28 | A67 |
T2-2 | B28 | A68 | T2-3 | B28 | A68 |
T2-2 | B28 | A69 | T2-3 | B28 | A69 |
T2-2 | B28 | A70 | T2-3 | B28 | A70 |
T2-2 | B28 | A76 | T2-3 | B28 | A76 |
T2-2 | B28 | A77 | T2-3 | B28 | A77 |
T2-2 | B28 | A78 | T2-3 | B28 | A78 |
T2-2 | B28 | A106 | T2-3 | B28 | A106 |
T2-2 | B28 | A110 | T2-3 | B28 | A110 |
T2-4 | B28 | A2 | T2-5 | B28 | A2 |
T2-4 | B28 | A5 | T2-5 | B28 | A5 |
T2-4 | B28 | A35 | T2-5 | B28 | A35 |
T2-4 | B28 | A37 | T2-5 | B28 | A37 |
T2-4 | B28 | A45 | T2-5 | B28 | A45 |
T2-4 | B28 | A46 | T2-5 | B28 | A46 |
T2-4 | B28 | A49 | T2-5 | B28 | A49 |
T2-4 | B28 | A54 | T2-5 | B28 | A54 |
T2-4 | B28 | A66 | T2-5 | B28 | A66 |
T2-4 | B28 | A67 | T2-5 | B28 | A67 |
T2-4 | B28 | A68 | T2-5 | B28 | A68 |
T2-4 | B28 | A69 | T2-5 | B28 | A69 |
T2-4 | B28 | A70 | T2-5 | B28 | A70 |
T2-4 | B28 | A76 | T2-5 | B28 | A76 |
T2-4 | B28 | A77 | T2-5 | B28 | A77 |
T2-4 | B28 | A78 | T2-5 | B28 | A78 |
T2-4 | B28 | A106 | T2-5 | B28 | A106 |
T2-4 | B28 | A110 | T2-5 | B28 | A110 |
T5-1 | B28 | A2 | T7-1 | B28 | A2 |
T5-1 | B28 | A5 | T7-1 | B28 | A5 |
T5-1 | B28 | A35 | T7-1 | B28 | A35 |
表24
T5-1 | B28 | A37 | T7-1 | B28 | A37 |
T5-1 | B28 | A45 | T7-1 | B28 | A45 |
T5-1 | B28 | A46 | T7-1 | B28 | A46 |
T5-1 | B28 | A49 | T7-1 | B28 | A49 |
T5-1 | B28 | A54 | T7-1 | B28 | A54 |
T5-1 | B28 | A66 | T7-1 | B28 | A66 |
T5-1 | B28 | A67 | T7-1 | B28 | A67 |
T5-1 | B28 | A68 | T7-1 | B28 | A68 |
T5-1 | B28 | A69 | T7-1 | B28 | A69 |
T5-1 | B28 | A70 | T7-1 | B28 | A70 |
T5-1 | B28 | A76 | T7-1 | B28 | A76 |
T5-1 | B28 | A77 | T7-1 | B28 | A77 |
T5-1 | B28 | A78 | T7-1 | B28 | A78 |
T5-1 | B28 | A106 | T7-1 | B28 | A106 |
T5-1 | B28 | A110 | T7-1 | B28 | A110 |
T1-1 | B29 | A2 | T2-1 | B29 | A2 |
T1-1 | B29 | A5 | T2-1 | B29 | A5 |
T1-1 | B29 | A35 | T2-1 | B29 | A35 |
T1-1 | B29 | A37 | T2-1 | B29 | A37 |
T1-1 | B29 | A45 | T2-1 | B29 | A45 |
T1-1 | B29 | A46 | T2-1 | B29 | A46 |
T1-1 | B29 | A49 | T2-1 | B29 | A49 |
T1-1 | B29 | A54 | T2-1 | B29 | A54 |
T1-1 | B29 | A66 | T2-1 | B29 | A66 |
T1-1 | B29 | A67 | T2-1 | B29 | A67 |
T1-1 | B29 | A68 | T2-1 | B29 | A68 |
T1-1 | B29 | A69 | T2-1 | B29 | A69 |
T1-1 | B29 | A70 | T2-1 | B29 | A70 |
T1-1 | B29 | A76 | T2-1 | B29 | A76 |
T1-1 | B29 | A77 | T2-1 | B29 | A77 |
T1-1 | B29 | A78 | T2-1 | B29 | A78 |
T1-1 | B29 | A106 | T2-1 | B29 | A106 |
T1-1 | B29 | A110 | T2-1 | B29 | A110 |
T2-2 | B29 | A2 | T2-3 | B29 | A2 |
T2-2 | B29 | A5 | T2-3 | B29 | A5 |
T2-2 | B29 | A35 | T2-3 | B29 | A35 |
T2-2 | B29 | A37 | T2-3 | B29 | A37 |
T2-2 | B29 | A45 | T2-3 | B29 | A45 |
T2-2 | B29 | A46 | T2-3 | B29 | A46 |
T2-2 | B29 | A49 | T2-3 | B29 | A49 |
T2-2 | B29 | A54 | T2-3 | B29 | A54 |
T2-2 | B29 | A66 | T2-3 | B29 | A66 |
T2-2 | B29 | A67 | T2-3 | B29 | A67 |
表25
T2-2 | B29 | A68 | T2-3 | B29 | A68 |
T2-2 | B29 | A69 | T2-3 | B29 | A69 |
T2-2 | B29 | A70 | T2-3 | B29 | A70 |
T2-2 | B29 | A76 | T2-3 | B29 | A76 |
T2-2 | B29 | A77 | T2-3 | B29 | A77 |
T2-2 | B29 | A78 | T2-3 | B29 | A78 |
T2-2 | B29 | A106 | T2-3 | B29 | A106 |
T2-2 | B29 | A110 | T2-3 | B29 | A110 |
T2-4 | B29 | A2 | T2-5 | B29 | A2 |
T2-4 | B29 | A5 | T2-5 | B29 | A5 |
T2-4 | B29 | A35 | T2-5 | B29 | A35 |
T2-4 | B29 | A37 | T2-5 | B29 | A37 |
T2-4 | B29 | A45 | T2-5 | B29 | A45 |
T2-4 | B29 | A46 | T2-5 | B29 | A46 |
T2-4 | B29 | A49 | T2-5 | B29 | A49 |
T2-4 | B29 | A54 | T2-5 | B29 | A54 |
T2-4 | B29 | A66 | T2-5 | B29 | A66 |
T2-4 | B29 | A67 | T2-5 | B29 | A67 |
T2-4 | B29 | A68 | T2-5 | B29 | A68 |
T2-4 | B29 | A69 | T2-5 | B29 | A69 |
T2-4 | B29 | A70 | T2-5 | B29 | A70 |
T2-4 | B29 | A76 | T2-5 | B29 | A76 |
T2-4 | B29 | A77 | T2-5 | B29 | A77 |
T2-4 | B29 | A78 | T2-5 | B29 | A78 |
T2-4 | B29 | A106 | T2-5 | B29 | A106 |
T2-4 | B29 | A110 | T2-5 | B29 | A110 |
T5-1 | B29 | A2 | T7-1 | B29 | A2 |
T5-1 | B29 | A5 | T7-1 | B29 | A5 |
T5-1 | B29 | A35 | T7-1 | B29 | A35 |
T5-1 | B29 | A37 | T7-1 | B29 | A37 |
T5-1 | B29 | A45 | T7-1 | B29 | A45 |
T5-1 | B29 | A46 | T7-1 | B29 | A46 |
T5-1 | B29 | A49 | T7-1 | B29 | A49 |
T5-1 | B29 | A54 | T7-1 | B29 | A54 |
T5-1 | B29 | A66 | T7-1 | B29 | A66 |
T5-1 | B29 | A67 | T7-1 | B29 | A67 |
T5-1 | B29 | A68 | T7-1 | B29 | A68 |
T5-1 | B29 | A69 | T7-1 | B29 | A69 |
T5-1 | B29 | A70 | T7-1 | B29 | A70 |
T5-1 | B29 | A76 | T7-1 | B29 | A76 |
T5-1 | B29 | A77 | T7-1 | B29 | A77 |
T5-1 | B29 | A78 | T7-1 | B29 | A78 |
T5-1 | B29 | A106 | T7-1 | B29 | A106 |
表26
T5-1 | B29 | A110 | T7-1 | B29 | A110 |
T1-1 | B30 | A2 | T2-1 | B30 | A2 |
T1-1 | B30 | A5 | T2-1 | B30 | A5 |
T1-1 | B30 | A35 | T2-1 | B30 | A35 |
T1-1 | B30 | A37 | T2-1 | B30 | A37 |
T1-1 | B30 | A45 | T2-1 | B30 | A45 |
T1-1 | B30 | A46 | T2-1 | B30 | A46 |
T1-1 | B30 | A49 | T2-1 | B30 | A49 |
T1-1 | B30 | A54 | T2-1 | B30 | A54 |
T1-1 | B30 | A66 | T2-1 | B30 | A66 |
T1-1 | B30 | A67 | T2-1 | B30 | A67 |
T1-1 | B30 | A68 | T2-1 | B30 | A68 |
T1-1 | B30 | A69 | T2-1 | B30 | A69 |
T1-1 | B30 | A70 | T2-1 | B30 | A70 |
T1-1 | B30 | A76 | T2-1 | B30 | A76 |
T1-1 | B30 | A77 | T2-1 | B30 | A77 |
T1-1 | B30 | A78 | T2-1 | B30 | A78 |
T1-1 | B30 | A106 | T2-1 | B30 | A106 |
T1-1 | B30 | A110 | T2-1 | B30 | A110 |
T2-2 | B30 | A2 | T2-3 | B30 | A2 |
T2-2 | B30 | A5 | T2-3 | B30 | A5 |
T2-2 | B30 | A35 | T2-3 | B30 | A35 |
T2-2 | B30 | A37 | T2-3 | B30 | A37 |
T2-2 | B30 | A45 | T2-3 | B30 | A45 |
T2-2 | B30 | A46 | T2-3 | B30 | A46 |
T2-2 | B30 | A49 | T2-3 | B30 | A49 |
T2-2 | B30 | A54 | T2-3 | B30 | A54 |
T2-2 | B30 | A66 | T2-3 | B30 | A66 |
T2-2 | B30 | A67 | T2-3 | B30 | A67 |
T2-2 | B30 | A68 | T2-3 | B30 | A68 |
T2-2 | B30 | A69 | T2-3 | B30 | A69 |
T2-2 | B30 | A70 | T2-3 | B30 | A70 |
T2-2 | B30 | A76 | T2-3 | B30 | A76 |
T2-2 | B30 | A77 | T2-3 | B30 | A77 |
T2-2 | B30 | A78 | T2-3 | B30 | A78 |
T2-2 | B30 | A106 | T2-3 | B30 | A106 |
T2-2 | B30 | A110 | T2-3 | B30 | A110 |
T2-4 | B30 | A2 | T2-5 | B30 | A2 |
T2-4 | B30 | A5 | T2-5 | B30 | A5 |
T2-4 | B30 | A35 | T2-5 | B30 | A35 |
T2-4 | B30 | A37 | T2-5 | B30 | A37 |
T2-4 | B30 | A45 | T2-5 | B30 | A45 |
T2-4 | B30 | A46 | T2-5 | B30 | A46 |
表27
T2-4 | B30 | A49 | T2-5 | B30 | A49 |
T2-4 | B30 | A54 | T2-5 | B30 | A54 |
T2-4 | B30 | A66 | T2-5 | B30 | A66 |
T2-4 | B30 | A67 | T2-5 | B30 | A67 |
T2-4 | B30 | A68 | T2-5 | B30 | A68 |
T2-4 | B30 | A69 | T2-5 | B30 | A69 |
T2-4 | B30 | A70 | T2-5 | B30 | A70 |
T2-4 | B30 | A76 | T2-5 | B30 | A76 |
T2-4 | B30 | A77 | T2-5 | B30 | A77 |
T2-4 | B30 | A78 | T2-5 | B30 | A78 |
T2-4 | B30 | A106 | T2-5 | B30 | A106 |
T2-4 | B30 | A110 | T2-5 | B30 | A110 |
T5-1 | B30 | A2 | T7-1 | B30 | A2 |
T5-1 | B30 | A5 | T7-1 | B30 | A5 |
T5-1 | B30 | A35 | T7-1 | B30 | A35 |
T5-1 | B30 | A37 | T7-1 | B30 | A37 |
T5-1 | B30 | A45 | T7-1 | B30 | A45 |
T5-1 | B30 | A46 | T7-1 | B30 | A46 |
T5-1 | B30 | A49 | T7-1 | B30 | A49 |
T5-1 | B30 | A54 | T7-1 | B30 | A54 |
T5-1 | B30 | A66 | T7-1 | B30 | A66 |
T5-1 | B30 | A67 | T7-1 | B30 | A67 |
T5-1 | B30 | A68 | T7-1 | B30 | A68 |
T5-1 | B30 | A69 | T7-1 | B30 | A69 |
T5-1 | B30 | A70 | T7-1 | B30 | A70 |
T5-1 | B30 | A76 | T7-1 | B30 | A76 |
T5-1 | B30 | A77 | T7-1 | B30 | A77 |
T5-1 | B30 | A78 | T7-1 | B30 | A78 |
T5-1 | B30 | A106 | T7-1 | B30 | A106 |
T5-1 | B30 | A110 | T7-1 | B30 | A110 |
T1-1 | B31 | A2 | T2-1 | B31 | A2 |
T1-1 | B31 | A5 | T2-1 | B31 | A5 |
T1-1 | B31 | A35 | T2-1 | B31 | A35 |
T1-1 | B31 | A37 | T2-1 | B31 | A37 |
T1-1 | B31 | A45 | T2-1 | B31 | A45 |
T1-1 | B31 | A46 | T2-1 | B31 | A46 |
T1-1 | B31 | A49 | T2-1 | B31 | A49 |
T1-1 | B31 | A54 | T2-1 | B31 | A54 |
T1-1 | B31 | A66 | T2-1 | B31 | A66 |
T1-1 | B31 | A67 | T2-1 | B31 | A67 |
T1-1 | B31 | A68 | T2-1 | B31 | A68 |
T1-1 | B31 | A69 | T2-1 | B31 | A69 |
T1-1 | B31 | A70 | T2-1 | B31 | A70 |
表28
T1-1 | B31 | A76 | T2-1 | B31 | A76 |
T1-1 | B31 | A77 | T2-1 | B31 | A77 |
T1-1 | B31 | A78 | T2-1 | B31 | A78 |
T1-1 | B31 | A106 | T2-1 | B31 | A106 |
T1-1 | B31 | A110 | T2-1 | B31 | A110 |
T2-2 | B31 | A2 | T2-3 | B31 | A2 |
T2-2 | B31 | A5 | T2-3 | B31 | A5 |
T2-2 | B31 | A35 | T2-3 | B31 | A35 |
T2-2 | B31 | A37 | T2-3 | B31 | A37 |
T2-2 | B31 | A45 | T2-3 | B31 | A45 |
T2-2 | B31 | A46 | T2-3 | B31 | A46 |
T2-2 | B31 | A49 | T2-3 | B31 | A49 |
T2-2 | B31 | A54 | T2-3 | B31 | A54 |
T2-2 | B31 | A66 | T2-3 | B31 | A66 |
T2-2 | B31 | A67 | T2-3 | B31 | A67 |
T2-2 | B31 | A68 | T2-3 | B31 | A68 |
T2-2 | B31 | A69 | T2-3 | B31 | A69 |
T2-2 | B31 | A70 | T2-3 | B31 | A70 |
T2-2 | B31 | A76 | T2-3 | B31 | A76 |
T2-2 | B31 | A77 | T2-3 | B31 | A77 |
T2-2 | B31 | A78 | T2-3 | B31 | A78 |
T2-2 | B31 | A106 | T2-3 | B31 | A106 |
T2-2 | B31 | A110 | T2-3 | B31 | A110 |
T2-4 | B31 | A2 | T2-5 | B31 | A2 |
T2-4 | B31 | A5 | T2-5 | B31 | A5 |
T2-4 | B31 | A35 | T2-5 | B31 | A35 |
T2-4 | B31 | A37 | T2-5 | B31 | A37 |
T2-4 | B31 | A45 | T2-5 | B31 | A45 |
T2-4 | B31 | A46 | T2-5 | B31 | A46 |
T2-4 | B31 | A49 | T2-5 | B31 | A49 |
T2-4 | B31 | A54 | T2-5 | B31 | A54 |
T2-4 | B31 | A66 | T2-5 | B31 | A66 |
T2-4 | B31 | A67 | T2-5 | B31 | A67 |
T2-4 | B31 | A68 | T2-5 | B31 | A68 |
T2-4 | B31 | A69 | T2-5 | B31 | A69 |
T2-4 | B31 | A70 | T2-5 | B31 | A70 |
T2-4 | B31 | A76 | T2-5 | B31 | A76 |
T2-4 | B31 | A77 | T2-5 | B31 | A77 |
T2-4 | B31 | A78 | T2-5 | B31 | A78 |
T2-4 | B31 | A106 | T2-5 | B31 | A106 |
T2-4 | B31 | A110 | T2-5 | B31 | A110 |
T5-1 | B31 | A2 | T7-1 | B31 | A2 |
T5-1 | B31 | A5 | T7-1 | B31 | A5 |
表29
T5-1 | B31 | A35 | T7-1 | B31 | A35 |
T5-1 | B31 | A37 | T7-1 | B31 | A37 |
T5-1 | B31 | A45 | T7-1 | B31 | A45 |
T5-1 | B31 | A46 | T7-1 | B31 | A46 |
T5-1 | B31 | A49 | T7-1 | B31 | A49 |
T5-1 | B31 | A54 | T7-1 | B31 | A54 |
T5-1 | B31 | A66 | T7-1 | B31 | A66 |
T5-1 | B31 | A67 | T7-1 | B31 | A67 |
T5-1 | B31 | A68 | T7-1 | B31 | A68 |
T5-1 | B31 | A69 | T7-1 | B31 | A69 |
T5-1 | B31 | A70 | T7-1 | B31 | A70 |
T5-1 | B31 | A76 | T7-1 | B31 | A76 |
T5-1 | B31 | A77 | T7-1 | B31 | A77 |
T5-1 | B31 | A78 | T7-1 | B31 | A78 |
T5-1 | B31 | A106 | T7-1 | B31 | A106 |
T5-1 | B31 | A110 | T7-1 | B31 | A110 |
T1-1 | B32 | A2 | T2-1 | B32 | A2 |
T1-1 | B32 | A5 | T2-1 | B32 | A5 |
T1-1 | B32 | A35 | T2-1 | B32 | A35 |
T1-1 | B32 | A37 | T2-1 | B32 | A37 |
T1-1 | B32 | A45 | T2-1 | B32 | A45 |
T1-1 | B32 | A46 | T2-1 | B32 | A46 |
T1-1 | B32 | A49 | T2-1 | B32 | A49 |
T1-1 | B32 | A54 | T2-1 | B32 | A54 |
T1-1 | B32 | A66 | T2-1 | B32 | A66 |
T1-1 | B32 | A67 | T2-1 | B32 | A67 |
T1-1 | B32 | A68 | T2-1 | B32 | A68 |
T1-1 | B32 | A69 | T2-1 | B32 | A69 |
T1-1 | B32 | A70 | T2-1 | B32 | A70 |
T1-1 | B32 | A76 | T2-1 | B32 | A76 |
T1-1 | B32 | A77 | T2-1 | B32 | A77 |
T1-1 | B32 | A78 | T2-1 | B32 | A78 |
T1-1 | B32 | A106 | T2-1 | B32 | A106 |
T1-1 | B32 | A110 | T2-1 | B32 | A110 |
T2-2 | B32 | A2 | T2-3 | B32 | A2 |
T2-2 | B32 | A5 | T2-3 | B32 | A5 |
T2-2 | B32 | A35 | T2-3 | B32 | A35 |
T2-2 | B32 | A37 | T2-3 | B32 | A37 |
T2-2 | B32 | A45 | T2-3 | B32 | A45 |
T2-2 | B32 | A46 | T2-3 | B32 | A46 |
T2-2 | B32 | A49 | T2-3 | B32 | A49 |
T2-2 | B32 | A54 | T2-3 | B32 | A54 |
T2-2 | B32 | A66 | T2-3 | B32 | A66 |
表30
T2-2 | B32 | A67 | T2-3 | B32 | A67 |
T2-2 | B32 | A68 | T2-3 | B32 | A68 |
T2-2 | B32 | A69 | T2-3 | B32 | A69 |
T2-2 | B32 | A70 | T2-3 | B32 | A70 |
T2-2 | B32 | A76 | T2-3 | B32 | A76 |
T2-2 | B32 | A77 | T2-3 | B32 | A77 |
T2-2 | B32 | A78 | T2-3 | B32 | A78 |
T2-2 | B32 | A106 | T2-3 | B32 | A106 |
T2-2 | B32 | A110 | T2-3 | B32 | A110 |
T2-4 | B32 | A2 | T2-5 | B32 | A2 |
T2-4 | B32 | A5 | T2-5 | B32 | A5 |
T2-4 | B32 | A35 | T2-5 | B32 | A35 |
T2-4 | B32 | A37 | T2-5 | B32 | A37 |
T2-4 | B32 | A45 | T2-5 | B32 | A45 |
T2-4 | B32 | A46 | T2-5 | B32 | A46 |
T2-4 | B32 | A49 | T2-5 | B32 | A49 |
T2-4 | B32 | A54 | T2-5 | B32 | A54 |
T2-4 | B32 | A66 | T2-5 | B32 | A66 |
T2-4 | B32 | A67 | T2-5 | B32 | A67 |
T2-4 | B32 | A68 | T2-5 | B32 | A68 |
T2-4 | B32 | A69 | T2-5 | B32 | A69 |
T2-4 | B32 | A70 | T2-5 | B32 | A70 |
T2-4 | B32 | A76 | T2-5 | B32 | A76 |
T2-4 | B32 | A77 | T2-5 | B32 | A77 |
T2-4 | B32 | A78 | T2-5 | B32 | A78 |
T2-4 | B32 | A106 | T2-5 | B32 | A106 |
T2-4 | B32 | A110 | T2-5 | B32 | A110 |
T5-1 | B32 | A2 | T7-1 | B32 | A2 |
T5-1 | B32 | A5 | T7-1 | B32 | A5 |
T5-1 | B32 | A35 | T7-1 | B32 | A35 |
T5-1 | B32 | A37 | T7-1 | B32 | A37 |
T5-1 | B32 | A45 | T7-1 | B32 | A45 |
T5-1 | B32 | A46 | T7-1 | B32 | A46 |
T5-1 | B32 | A49 | T7-1 | B32 | A49 |
T5-1 | B32 | A54 | T7-1 | B32 | A54 |
T5-1 | B32 | A66 | T7-1 | B32 | A66 |
T5-1 | B32 | A67 | T7-1 | B32 | A67 |
T5-1 | B32 | A68 | T7-1 | B32 | A68 |
T5-1 | B32 | A69 | T7-1 | B32 | A69 |
T5-1 | B32 | A70 | T7-1 | B32 | A70 |
T5-1 | B32 | A76 | T7-1 | B32 | A76 |
T5-1 | B32 | A77 | T7-1 | B32 | A77 |
T5-1 | B32 | A78 | T7-1 | B32 | A78 |
表31
T5-1 | B32 | A106 | T7-1 | B32 | A106 |
T5-1 | B32 | A110 | T7-1 | B32 | A110 |
T1-1 | B33 | A2 | T2-1 | B33 | A2 |
T1-1 | B33 | A5 | T2-1 | B33 | A5 |
T1-1 | B33 | A35 | T2-1 | B33 | A35 |
T1-1 | B33 | A37 | T2-1 | B33 | A37 |
T1-1 | B33 | A45 | T2-1 | B33 | A45 |
T1-1 | B33 | A46 | T2-1 | B33 | A46 |
T1-1 | B33 | A49 | T2-1 | B33 | A49 |
T1-1 | B33 | A54 | T2-1 | B33 | A54 |
T1-1 | B33 | A66 | T2-1 | B33 | A66 |
T1-1 | B33 | A67 | T2-1 | B33 | A67 |
T1-1 | B33 | A68 | T2-1 | B33 | A68 |
T1-1 | B33 | A69 | T2-1 | B33 | A69 |
T1-1 | B33 | A70 | T2-1 | B33 | A70 |
T1-1 | B33 | A76 | T2-1 | B33 | A76 |
T1-1 | B33 | A77 | T2-1 | B33 | A77 |
T1-1 | B33 | A78 | T2-1 | B33 | A78 |
T1-1 | B33 | A106 | T2-1 | B33 | A106 |
T1-1 | B33 | A110 | T2-1 | B33 | A110 |
T2-2 | B33 | A2 | T2-3 | B33 | A2 |
T2-2 | B33 | A5 | T2-3 | B33 | A5 |
T2-2 | B33 | A35 | T2-3 | B33 | A35 |
T2-2 | B33 | A37 | T2-3 | B33 | A37 |
T2-2 | B33 | A45 | T2-3 | B33 | A45 |
T2-2 | B33 | A46 | T2-3 | B33 | A46 |
T2-2 | B33 | A49 | T2-3 | B33 | A49 |
T2-2 | B33 | A54 | T2-3 | B33 | A54 |
T2-2 | B33 | A66 | T2-3 | B33 | A66 |
T2-2 | B33 | A67 | T2-3 | B33 | A67 |
T2-2 | B33 | A68 | T2-3 | B33 | A68 |
T2-2 | B33 | A69 | T2-3 | B33 | A69 |
T2-2 | B33 | A70 | T2-3 | B33 | A70 |
T2-2 | B33 | A76 | T2-3 | B33 | A76 |
T2-2 | B33 | A77 | T2-3 | B33 | A77 |
T2-2 | B33 | A78 | T2-3 | B33 | A78 |
T2-2 | B33 | A106 | T2-3 | B33 | A106 |
T2-2 | B33 | A110 | T2-3 | B33 | A110 |
T2-4 | B33 | A2 | T2-5 | B33 | A2 |
T2-4 | B33 | A5 | T2-5 | B33 | A5 |
T2-4 | B33 | A35 | T2-5 | B33 | A35 |
T2-4 | B33 | A37 | T2-5 | B33 | A37 |
T2-4 | B33 | A45 | T2-5 | B33 | A45 |
表32
T2-4 | B33 | A46 | T2-5 | B33 | A46 |
T2-4 | B33 | A49 | T2-5 | B33 | A49 |
T2-4 | B33 | A54 | T2-5 | B33 | A54 |
T2-4 | B33 | A66 | T2-5 | B33 | A66 |
T2-4 | B33 | A67 | T2-5 | B33 | A67 |
T2-4 | B33 | A68 | T2-5 | B33 | A68 |
T2-4 | B33 | A69 | T2-5 | B33 | A69 |
T2-4 | B33 | A70 | T2-5 | B33 | A70 |
T2-4 | B33 | A76 | T2-5 | B33 | A76 |
T2-4 | B33 | A77 | T2-5 | B33 | A77 |
T2-4 | B33 | A78 | T2-5 | B33 | A78 |
T2-4 | B33 | A106 | T2-5 | B33 | A106 |
T2-4 | B33 | A110 | T2-5 | B33 | A110 |
T5-1 | B33 | A2 | T7-1 | B33 | A2 |
T5-1 | B33 | A5 | T7-1 | B33 | A5 |
T5-1 | B33 | A35 | T7-1 | B33 | A35 |
T5-1 | B33 | A37 | T7-1 | B33 | A37 |
T5-1 | B33 | A45 | T7-1 | B33 | A45 |
T5-1 | B33 | A46 | T7-1 | B33 | A46 |
T5-1 | B33 | A49 | T7-1 | B33 | A49 |
T5-1 | B33 | A54 | T7-1 | B33 | A54 |
T5-1 | B33 | A66 | T7-1 | B33 | A66 |
T5-1 | B33 | A67 | T7-1 | B33 | A67 |
T5-1 | B33 | A68 | T7-1 | B33 | A68 |
T5-1 | B33 | A69 | T7-1 | B33 | A69 |
T5-1 | B33 | A70 | T7-1 | B33 | A70 |
T5-1 | B33 | A76 | T7-1 | B33 | A76 |
T5-1 | B33 | A77 | T7-1 | B33 | A77 |
T5-1 | B33 | A78 | T7-1 | B33 | A78 |
T5-1 | B33 | A106 | T7-1 | B33 | A106 |
T5-1 | B33 | A110 | T7-1 | B33 | A110 |
T1-1 | B34 | A2 | T2-1 | B34 | A2 |
T1-1 | B34 | A5 | T2-1 | B34 | A5 |
T1-1 | B34 | A35 | T2-1 | B34 | A35 |
T1-1 | B34 | A37 | T2-1 | B34 | A37 |
T1-1 | B34 | A45 | T2-1 | B34 | A45 |
T1-1 | B34 | A46 | T2-1 | B34 | A46 |
T1-1 | B34 | A49 | T2-1 | B34 | A49 |
T1-1 | B34 | A54 | T2-1 | B34 | A54 |
T1-1 | B34 | A66 | T2-1 | B34 | A66 |
T1-1 | B34 | A67 | T2-1 | B34 | A67 |
T1-1 | B34 | A68 | T2-1 | B34 | A68 |
T1-1 | B34 | A69 | T2-1 | B34 | A69 |
表33
T1-1 | B34 | A70 | T2-1 | B34 | A70 |
T1-1 | B34 | A76 | T2-1 | B34 | A76 |
T1-1 | B34 | A77 | T2-1 | B34 | A77 |
T1-1 | B34 | A78 | T2-1 | B34 | A78 |
T1-1 | B34 | A106 | T2-1 | B34 | A106 |
T1-1 | B34 | A110 | T2-1 | B34 | A110 |
T2-2 | B34 | A2 | T2-3 | B34 | A2 |
T2-2 | B34 | A5 | T2-3 | B34 | A5 |
T2-2 | B34 | A35 | T2-3 | B34 | A35 |
T2-2 | B34 | A37 | T2-3 | B34 | A37 |
T2-2 | B34 | A45 | T2-3 | B34 | A45 |
T2-2 | B34 | A46 | T2-3 | B34 | A46 |
T2-2 | B34 | A49 | T2-3 | B34 | A49 |
T2-2 | B34 | A54 | T2-3 | B34 | A54 |
T2-2 | B34 | A66 | T2-3 | B34 | A66 |
T2-2 | B34 | A67 | T2-3 | B34 | A67 |
T2-2 | B34 | A68 | T2-3 | B34 | A68 |
T2-2 | B34 | A69 | T2-3 | B34 | A69 |
T2-2 | B34 | A70 | T2-3 | B34 | A70 |
T2-2 | B34 | A76 | T2-3 | B34 | A76 |
T2-2 | B34 | A77 | T2-3 | B34 | A77 |
T2-2 | B34 | A78 | T2-3 | B34 | A78 |
T2-2 | B34 | A106 | T2-3 | B34 | A106 |
T2-2 | B34 | A110 | T2-3 | B34 | A110 |
T2-4 | B34 | A2 | T2-5 | B34 | A2 |
T2-4 | B34 | A5 | T2-5 | B34 | A5 |
T2-4 | B34 | A35 | T2-5 | B34 | A35 |
T2-4 | B34 | A37 | T2-5 | B34 | A37 |
T2-4 | B34 | A45 | T2-5 | B34 | A45 |
T2-4 | B34 | A46 | T2-5 | B34 | A46 |
T2-4 | B34 | A49 | T2-5 | B34 | A49 |
T2-4 | B34 | A54 | T2-5 | B34 | A54 |
T2-4 | B34 | A66 | T2-5 | B34 | A66 |
T2-4 | B34 | A67 | T2-5 | B34 | A67 |
T2-4 | B34 | A68 | T2-5 | B34 | A68 |
T2-4 | B34 | A69 | T2-5 | B34 | A69 |
T2-4 | B34 | A70 | T2-5 | B34 | A70 |
T2-4 | B34 | A76 | T2-5 | B34 | A76 |
T2-4 | B34 | A77 | T2-5 | B34 | A77 |
T2-4 | B34 | A78 | T2-5 | B34 | A78 |
T2-4 | B34 | A106 | T2-5 | B34 | A106 |
T2-4 | B34 | A110 | T2-5 | B34 | A110 |
表34
T5-1 | B34 | A2 | T7-1 | B34 | A2 |
T5-1 | B34 | A5 | T7-1 | B34 | A5 |
T5-1 | B34 | A35 | T7-1 | B34 | A35 |
T5-1 | B34 | A37 | T7-1 | B34 | A37 |
T5-1 | B34 | A45 | T7-1 | B34 | A45 |
T5-1 | B34 | A46 | T7-1 | B34 | A46 |
T5-1 | B34 | A49 | T7-1 | B34 | A49 |
T5-1 | B34 | A54 | T7-1 | B34 | A54 |
T5-1 | B34 | A66 | T7-1 | B34 | A66 |
T5-1 | B34 | A67 | T7-1 | B34 | A67 |
T5-1 | B34 | A68 | T7-1 | B34 | A68 |
T5-1 | B34 | A69 | T7-1 | B34 | A69 |
T5-1 | B34 | A70 | T7-1 | B34 | A70 |
T5-1 | B34 | A76 | T7-1 | B34 | A76 |
T5-1 | B34 | A77 | T7-1 | B34 | A77 |
T5-1 | B34 | A78 | T7-1 | B34 | A78 |
T5-1 | B34 | A106 | T7-1 | B34 | A106 |
T5-1 | B34 | A110 | T7-1 | B34 | A110 |
T1-1 | B35 | A2 | T2-1 | B35 | A2 |
T1-1 | B35 | A5 | T2-1 | B35 | A5 |
T1-1 | B35 | A35 | T2-1 | B35 | A35 |
T1-1 | B35 | A37 | T2-1 | B35 | A37 |
T1-1 | B35 | A45 | T2-1 | B35 | A45 |
T1-1 | B35 | A46 | T2-1 | B35 | A46 |
T1-1 | B35 | A49 | T2-1 | B35 | A49 |
T1-1 | B35 | A54 | T2-1 | B35 | A54 |
T1-1 | B35 | A66 | T2-1 | B35 | A66 |
T1-1 | B35 | A67 | T2-1 | B35 | A67 |
T1-1 | B35 | A68 | T2-1 | B35 | A68 |
T1-1 | B35 | A69 | T2-1 | B35 | A69 |
T1-1 | B35 | A70 | T2-1 | B35 | A70 |
T1-1 | B35 | A76 | T2-1 | B35 | A76 |
T1-1 | B35 | A77 | T2-1 | B35 | A77 |
T1-1 | B35 | A78 | T2-1 | B35 | A78 |
T1-1 | B35 | A106 | T2-1 | B35 | A106 |
T1-1 | B35 | A110 | T2-1 | B35 | A110 |
T2-2 | B35 | A2 | T2-3 | B35 | A2 |
T2-2 | B35 | A5 | T2-3 | B35 | A5 |
T2-2 | B35 | A35 | T2-3 | B35 | A35 |
T2-2 | B35 | A37 | T2-3 | B35 | A37 |
T2-2 | B35 | A45 | T2-3 | B35 | A45 |
T2-2 | B35 | A46 | T2-3 | B35 | A46 |
T2-2 | B35 | A49 | T2-3 | B35 | A49 |
表35
T2-2 | B35 | A54 | T2-3 | B35 | A54 |
T2-2 | B35 | A66 | T2-3 | B35 | A66 |
T2-2 | B35 | A67 | T2-3 | B35 | A67 |
T2-2 | B35 | A68 | T2-3 | B35 | A68 |
T2-2 | B35 | A69 | T2-3 | B35 | A69 |
T2-2 | B35 | A70 | T2-3 | B35 | A70 |
T2-2 | B35 | A76 | T2-3 | B35 | A76 |
T2-2 | B35 | A77 | T2-3 | B35 | A77 |
T2-2 | B35 | A78 | T2-3 | B35 | A78 |
T2-2 | B35 | A106 | T2-3 | B35 | A106 |
T2-2 | B35 | A110 | T2-3 | B35 | A110 |
T2-4 | B35 | A2 | T2-5 | B35 | A2 |
T2-4 | B35 | A5 | T2-5 | B35 | A5 |
T2-4 | B35 | A35 | T2-5 | B35 | A35 |
T2-4 | B35 | A37 | T2-5 | B35 | A37 |
T2-4 | B35 | A45 | T2-5 | B35 | A45 |
T2-4 | B35 | A46 | T2-5 | B35 | A46 |
T2-4 | B35 | A49 | T2-5 | B35 | A49 |
T2-4 | B35 | A54 | T2-5 | B35 | A54 |
T2-4 | B35 | A66 | T2-5 | B35 | A66 |
T2-4 | B35 | A67 | T2-5 | B35 | A67 |
T2-4 | B35 | A68 | T2-5 | B35 | A68 |
T2-4 | B35 | A69 | T2-5 | B35 | A69 |
T2-4 | B35 | A70 | T2-5 | B35 | A70 |
T2-4 | B35 | A76 | T2-5 | B35 | A76 |
T2-4 | B35 | A77 | T2-5 | B35 | A77 |
T2-4 | B35 | A78 | T2-5 | B35 | A78 |
T2-4 | B35 | A106 | T2-5 | B35 | A106 |
T2-4 | B35 | A110 | T2-5 | B35 | A110 |
T5-1 | B35 | A2 | T7-1 | B35 | A2 |
T5-1 | B35 | A5 | T7-1 | B35 | A5 |
T5-1 | B35 | A35 | T7-1 | B35 | A35 |
T5-1 | B35 | A37 | T7-1 | B35 | A37 |
T5-1 | B35 | A45 | T7-1 | B35 | A45 |
T5-1 | B35 | A46 | T7-1 | B35 | A46 |
T5-1 | B35 | A49 | T7-1 | B35 | A49 |
T5-1 | B35 | A54 | T7-1 | B35 | A54 |
T5-1 | B35 | A66 | T7-1 | B35 | A66 |
T5-1 | B35 | A67 | T7-1 | B35 | A67 |
T5-1 | B35 | A68 | T7-1 | B35 | A68 |
T5-1 | B35 | A69 | T7-1 | B35 | A69 |
T5-1 | B35 | A70 | T7-1 | B35 | A70 |
T5-1 | B35 | A76 | T7-1 | B35 | A76 |
表36
T5-1 | B35 | A77 | T7-1 | B35 | A77 |
T5-1 | B35 | A78 | T7-1 | B35 | A78 |
T5-1 | B35 | A106 | T7-1 | B35 | A106 |
T5-1 | B35 | A110 | T7-1 | B35 | A110 |
T1-1 | B36 | A2 | T2-1 | B36 | A2 |
T1-1 | B36 | A5 | T2-1 | B36 | A5 |
T1-1 | B36 | A35 | T2-1 | B36 | A35 |
T1-1 | B36 | A37 | T2-1 | B36 | A37 |
T1-1 | B36 | A45 | T2-1 | B36 | A45 |
T1-1 | B36 | A46 | T2-1 | B36 | A46 |
T1-1 | B36 | A49 | T2-1 | B36 | A49 |
T1-1 | B36 | A54 | T2-1 | B36 | A54 |
T1-1 | B36 | A66 | T2-1 | B36 | A66 |
T1-1 | B36 | A67 | T2-1 | B36 | A67 |
T1-1 | B36 | A68 | T2-1 | B36 | A68 |
T1-1 | B36 | A69 | T2-1 | B36 | A69 |
T1-1 | B36 | A70 | T2-1 | B36 | A70 |
T1-1 | B36 | A76 | T2-1 | B36 | A76 |
T1-1 | B36 | A77 | T2-1 | B36 | A77 |
T1-1 | B36 | A78 | T2-1 | B36 | A78 |
T1-1 | B36 | A106 | T2-1 | B36 | A106 |
T1-1 | B36 | A110 | T2-1 | B36 | A110 |
T2-2 | B36 | A2 | T2-3 | B36 | A2 |
T2-2 | B36 | A5 | T2-3 | B36 | A5 |
T2-2 | B36 | A35 | T2-3 | B36 | A35 |
T2-2 | B36 | A37 | T2-3 | B36 | A37 |
T2-2 | B36 | A45 | T2-3 | B36 | A45 |
T2-2 | B36 | A46 | T2-3 | B36 | A46 |
T2-2 | B36 | A49 | T2-3 | B36 | A49 |
T2-2 | B36 | A54 | T2-3 | B36 | A54 |
T2-2 | B36 | A66 | T2-3 | B36 | A66 |
T2-2 | B36 | A67 | T2-3 | B36 | A67 |
T2-2 | B36 | A68 | T2-3 | B36 | A68 |
T2-2 | B36 | A69 | T2-3 | B36 | A69 |
T2-2 | B36 | A70 | T2-3 | B36 | A70 |
T2-2 | B36 | A76 | T2-3 | B36 | A76 |
T2-2 | B36 | A77 | T2-3 | B36 | A77 |
T2-2 | B36 | A78 | T2-3 | B36 | A78 |
T2-2 | B36 | A106 | T2-3 | B36 | A106 |
T2-2 | B36 | A110 | T2-3 | B36 | A110 |
T2-4 | B36 | A2 | T2-5 | B36 | A2 |
T2-4 | B36 | A5 | T2-5 | B36 | A5 |
T2-4 | B36 | A35 | T2-5 | B36 | A35 |
表37
T2-4 | B36 | A37 | T2-5 | B36 | A37 |
T2-4 | B36 | A45 | T2-5 | B36 | A45 |
T2-4 | B36 | A46 | T2-5 | B36 | A46 |
T2-4 | B36 | A49 | T2-5 | B36 | A49 |
T2-4 | B36 | A54 | T2-5 | B36 | A54 |
T2-4 | B36 | A66 | T2-5 | B36 | A66 |
T2-4 | B36 | A67 | T2-5 | B36 | A67 |
T2-4 | B36 | A68 | T2-5 | B36 | A68 |
T2-4 | B36 | A69 | T2-5 | B36 | A69 |
T2-4 | B36 | A70 | T2-5 | B36 | A70 |
T2-4 | B36 | A76 | T2-5 | B36 | A76 |
T2-4 | B36 | A77 | T2-5 | B36 | A77 |
T2-4 | B36 | A78 | T2-5 | B36 | A78 |
T2-4 | B36 | A106 | T2-5 | B36 | A106 |
T2-4 | B36 | A110 | T2-5 | B36 | A110 |
T5-1 | B36 | A2 | T7-1 | B36 | A2 |
T5-1 | B36 | A5 | T7-1 | B36 | A5 |
T5-1 | B36 | A35 | T7-1 | B36 | A35 |
T5-1 | B36 | A37 | T7-1 | B36 | A37 |
T5-1 | B36 | A45 | T7-1 | B36 | A45 |
T5-1 | B36 | A46 | T7-1 | B36 | A46 |
T5-1 | B36 | A49 | T7-1 | B36 | A49 |
T5-1 | B36 | A54 | T7-1 | B36 | A54 |
T5-1 | B36 | A66 | T7-1 | B36 | A66 |
T5-1 | B36 | A67 | T7-1 | B36 | A67 |
T5-1 | B36 | A68 | T7-1 | B36 | A68 |
T5-1 | B36 | A69 | T7-1 | B36 | A69 |
T5-1 | B36 | A70 | T7-1 | B36 | A70 |
T5-1 | B36 | A76 | T7-1 | B36 | A76 |
T5-1 | B36 | A77 | T7-1 | B36 | A77 |
T5-1 | B36 | A78 | T7-1 | B36 | A78 |
T5-1 | B36 | A106 | T7-1 | B36 | A106 |
T5-1 | B36 | A110 | T7-1 | B36 | A110 |
T1-1 | B37 | A2 | T2-1 | B37 | A2 |
T1-1 | B37 | A5 | T2-1 | B37 | A5 |
T1-1 | B37 | A35 | T2-1 | B37 | A35 |
T1-1 | B37 | A37 | T2-1 | B37 | A37 |
T1-1 | B37 | A45 | T2-1 | B37 | A45 |
T1-1 | B37 | A46 | T2-1 | B37 | A46 |
T1-1 | B37 | A49 | T2-1 | B37 | A49 |
T1-1 | B37 | A54 | T2-1 | B37 | A54 |
T1-1 | B37 | A66 | T2-1 | B37 | A66 |
T1-1 | B37 | A67 | T2-1 | B37 | A67 |
表38
T1-1 | B37 | A68 | T2-1 | B37 | A68 |
T1-1 | B37 | A69 | T2-1 | B37 | A69 |
T1-1 | B37 | A70 | T2-1 | B37 | A70 |
T1-1 | B37 | A76 | T2-1 | B37 | A76 |
T1-1 | B37 | A77 | T2-1 | B37 | A77 |
T1-1 | B37 | A78 | T2-1 | B37 | A78 |
T1-1 | B37 | A106 | T2-1 | B37 | A106 |
T1-1 | B37 | A110 | T2-1 | B37 | A110 |
T2-2 | B37 | A2 | T2-3 | B37 | A2 |
T2-2 | B37 | A5 | T2-3 | B37 | A5 |
T2-2 | B37 | A35 | T2-3 | B37 | A35 |
T2-2 | B37 | A37 | T2-3 | B37 | A37 |
T2-2 | B37 | A45 | T2-3 | B37 | A45 |
T2-2 | B37 | A46 | T2-3 | B37 | A46 |
T2-2 | B37 | A49 | T2-3 | B37 | A49 |
T2-2 | B37 | A54 | T2-3 | B37 | A54 |
T2-2 | B37 | A66 | T2-3 | B37 | A66 |
T2-2 | B37 | A67 | T2-3 | B37 | A67 |
T2-2 | B37 | A68 | T2-3 | B37 | A68 |
T2-2 | B37 | A69 | T2-3 | B37 | A69 |
T2-2 | B37 | A70 | T2-3 | B37 | A70 |
T2-2 | B37 | A76 | T2-3 | B37 | A76 |
T2-2 | B37 | A77 | T2-3 | B37 | A77 |
T2-2 | B37 | A78 | T2-3 | B37 | A78 |
T2-2 | B37 | A106 | T2-3 | B37 | A106 |
T2-2 | B37 | A110 | T2-3 | B37 | A110 |
T2-4 | B37 | A2 | T2-5 | B37 | A2 |
T2-4 | B37 | A5 | T2-5 | B37 | A5 |
T2-4 | B37 | A35 | T2-5 | B37 | A35 |
T2-4 | B37 | A37 | T2-5 | B37 | A37 |
T2-4 | B37 | A45 | T2-5 | B37 | A45 |
T2-4 | B37 | A46 | T2-5 | B37 | A46 |
T2-4 | B37 | A49 | T2-5 | B37 | A49 |
T2-4 | B37 | A54 | T2-5 | B37 | A54 |
T2-4 | B37 | A66 | T2-5 | B37 | A66 |
T2-4 | B37 | A67 | T2-5 | B37 | A67 |
T2-4 | B37 | A63 | T2-5 | B37 | A68 |
T2-4 | B37 | A69 | T2-5 | B37 | A69 |
T2-4 | B37 | A70 | T2-5 | B37 | A70 |
T2-4 | B37 | A76 | T2-5 | B37 | A76 |
T2-4 | B37 | A77 | T2-5 | B37 | A77 |
T2-4 | B37 | A78 | T2-5 | B37 | A78 |
T2-4 | B37 | A106 | T2-5 | B37 | A106 |
表39
T2-4 | B37 | A110 | T2-5 | B37 | A110 |
T5-1 | B37 | A2 | T7-1 | B37 | A2 |
T5-1 | B37 | A5 | T7-1 | B37 | A5 |
T5-1 | B37 | A35 | T7-1 | B37 | A35 |
T5-1 | B37 | A37 | T7-1 | B37 | A37 |
T5-1 | B37 | A45 | T7-1 | B37 | A45 |
T5-1 | B37 | A46 | T7-1 | B37 | A46 |
T5-1 | B37 | A49 | T7-1 | B37 | A49 |
T5-1 | B37 | A54 | T7-1 | B37 | A54 |
T5-1 | B37 | A66 | T7-1 | B37 | A66 |
T5-1 | B37 | A67 | T7-1 | B37 | A67 |
T5-1 | B37 | A68 | T7-1 | B37 | A68 |
T5-1 | B37 | A69 | T7-1 | B37 | A69 |
T5-1 | B37 | A70 | T7-1 | B37 | A70 |
T5-1 | B37 | A76 | T7-1 | B37 | A76 |
T5-1 | B37 | A77 | T7-1 | B37 | A77 |
T5-1 | B37 | A78 | T7-1 | B37 | A78 |
T5-1 | B37 | A106 | T7-1 | B37 | A106 |
T5-1 | B37 | A110 | T7-1 | B37 | A110 |
T1-1 | B38 | A2 | T2-1 | B38 | A2 |
T1-1 | B38 | A5 | T2-1 | B38 | A5 |
T1-1 | B38 | A35 | T2-1 | B38 | A35 |
T1-1 | B38 | A37 | T2-1 | B38 | A37 |
T1-1 | B38 | A45 | T2-1 | B38 | A45 |
T1-1 | B38 | A46 | T2-1 | B38 | A46 |
T1-1 | B38 | A49 | T2-1 | B38 | A49 |
T1-1 | B38 | A54 | T2-1 | B38 | A54 |
T1-1 | B38 | A66 | T2-1 | B38 | A66 |
T1-1 | B38 | A67 | T2-1 | B38 | A67 |
T1-1 | B38 | A68 | T2-1 | B38 | A68 |
T1-1 | B38 | A69 | T2-1 | B38 | A69 |
T1-1 | B38 | A70 | T2-1 | B38 | A70 |
T1-1 | B38 | A76 | T2-1 | B38 | A76 |
T1-1 | B38 | A77 | T2-1 | B38 | A77 |
T1-1 | B38 | A78 | T2-1 | B38 | A78 |
T1-1 | B38 | A106 | T2-1 | B38 | A106 |
T1-1 | B38 | A110 | T2-1 | B38 | A110 |
T2-2 | B38 | A2 | T2-3 | B38 | A2 |
T2-2 | B38 | A5 | T2-3 | B38 | A5 |
T2-2 | B38 | A35 | T2-3 | B38 | A35 |
T2-2 | B38 | A37 | T2-3 | B38 | A37 |
T2-2 | B38 | A45 | T2-3 | B38 | A45 |
T2-2 | B38 | A46 | T2-3 | B38 | A46 |
表40
T2-2 | B38 | A49 | T2-3 | B38 | A49 |
T2-2 | B38 | A54 | T2-3 | B38 | A54 |
T2-2 | B38 | A66 | T2-3 | B38 | A66 |
T2-2 | B38 | A67 | T2-3 | B38 | A67 |
T2-2 | B38 | A68 | T2-3 | B38 | A68 |
T2-2 | B38 | A69 | T2-3 | B38 | A69 |
T2-2 | B38 | A70 | T2-3 | B38 | A70 |
T2-2 | B38 | A76 | T2-3 | B38 | A76 |
T2-2 | B38 | A77 | T2-3 | B38 | A77 |
T2-2 | B38 | A78 | T2-3 | B38 | A78 |
T2-2 | B38 | A106 | T2-3 | B38 | A106 |
T2-2 | B38 | A110 | T2-3 | B38 | A110 |
T2-4 | B38 | A2 | T2-5 | B38 | A2 |
T2-4 | B38 | A5 | T2-5 | B38 | A5 |
T2-4 | B38 | A35 | T2-5 | B38 | A35 |
T2-4 | B38 | A37 | T2-5 | B38 | A37 |
T2-4 | B38 | A45 | T2-5 | B38 | A45 |
T2-4 | B38 | A46 | T2-5 | B38 | A46 |
T2-4 | B38 | A49 | T2-5 | B38 | A49 |
T2-4 | B38 | A54 | T2-5 | B38 | A54 |
T2-4 | B38 | A66 | T2-5 | B38 | A66 |
T2-4 | B38 | A67 | T2-5 | B38 | A67 |
T2-4 | B38 | A68 | T2-5 | B38 | A68 |
T2-4 | B38 | A69 | T2-5 | B38 | A69 |
T2-4 | B38 | A70 | T2-5 | B38 | A70 |
T2-4 | B38 | A76 | T2-5 | B38 | A76 |
T2-4 | B38 | A77 | T2-5 | B38 | A77 |
T2-4 | B38 | A78 | T2-5 | B38 | A78 |
T2-4 | B38 | A106 | T2-5 | B38 | A106 |
T2-4 | B38 | A110 | T2-5 | B38 | A110 |
T5-1 | B38 | A2 | T7-1 | B38 | A2 |
T5-1 | B38 | A5 | T7-1 | B38 | A5 |
T5-1 | B38 | A35 | T7-1 | B38 | A35 |
T5-1 | B38 | A37 | T7-1 | B38 | A37 |
T5-1 | B38 | A45 | T7-1 | B38 | A45 |
T5-1 | B38 | A46 | T7-1 | B38 | A46 |
T5-1 | B38 | A49 | T7-1 | B38 | A49 |
T5-1 | B38 | A54 | T7-1 | B38 | A54 |
T5-1 | B38 | A66 | T7-1 | B38 | A66 |
T5-1 | B38 | A67 | T7-1 | B38 | A67 |
T5-1 | B38 | A68 | T7-1 | B38 | A68 |
T5-1 | B38 | A69 | T7-1 | B38 | A69 |
T5-1 | B38 | A70 | T7-1 | B38 | A70 |
表41
T5-1 | B38 | A76 | T7-1 | B38 | A76 |
T6-1 | B38 | A77 | T7-1 | B88 | A77 |
T5-1 | B88 | A78 | T7-1 | B38 | A78 |
T5-1 | B38 | A106 | T7-1 | B88 | A106 |
T5-1 | B38 | All0 | T7-1 | B38 | A1lO |
T1-1 | B89 | A2 | T2-1 | B39 | A2 |
T1-1 | B39 | A5 | T2-1 | B39 | A5 |
T1-1 | B39 | A35 | T2-1 | B39 | A35 |
T1-1 | B39 | A87 | T2-1 | B39 | A37 |
T1-1 | B39 | A45 | T2-1 | B39 | A45 |
T1-1 | B39 | A46 | T2-1 | B89 | A46 |
T1-1 | B89 | A49 | T2-1 | B39 | A49 |
T1-1 | B39 | A54 | T2-1 | B39 | A54 |
T1-1 | B39 | A66 | T2-1 | B89 | A66 |
T1-1 | B39 | A67 | T2-1 | B39 | A67 |
T1-1 | B39 | A68 | T2-1 | B39 | A68 |
T1-1 | B39 | A69 | T2-1 | B39 | A89 |
T1-1 | B39 | A70 | T2-1 | B39 | A70 |
T1-1 | B39 | A76 | T2-1 | B39 | A76 |
T1-1 | B39 | A77 | T2-1 | B39 | A77 |
T1-1 | B89 | A78 | T2-1 | B39 | A78 |
T1-1 | B39 | A106 | T2-1 | B39 | A106 |
T1-1 | B89 | AllO | T2-1 | B89 | AllO |
T2-2 | B89 | A2 | T2-3 | B39 | A2 |
T2-2 | B39 | A5 | T2-3 | B39 | A5 |
T2-2 | B39 | A35 | T2-3 | B89 | A35 |
T2-2 | B39 | A37 | T2-3 | B39 | A37 |
T2-2 | B39 | A45 | T2-3 | B39 | A45 |
T2-2 | B39 | A46 | T2-3 | B39 | A46 |
T2-2 | B39 | A49 | T2-3 | B39 | A49 |
T2-2 | B39 | A54 | T2-3 | B39 | A54 |
T2-2 | B89 | A66 | T2-3 | B39 | A66 |
T2-2 | B39 | A67 | T2-3 | B39 | A67 |
T2-2 | B39 | A68 | T2-3 | B39 | A68 |
T2-2 | B39 | A69 | T2-3 | B39 | A69 |
T2-2 | B39 | A70 | T2-3 | B39 | A70 |
T2-2 | B39 | A76 | T2-3 | B39 | A76 |
T2-2 | B39 | A77 | T2-3 | B39 | A77 |
T2-2 | B39 | A78 | T2-3 | B39 | A78 |
T2-2 | B89 | A106 | T2-3 | B39 | A106 |
T2-2 | B39 | A110 | T2-3 | B39 | A1lO |
T2-4 | B39 | A2 | T2-5 | B39 | A2 |
表42
T2-4 | B39 | A5 | T2-5 | B39 | A5 |
T2-4 | B39 | A35 | T2-5 | B39 | A35 |
T2-4 | B39 | A37 | T2-5 | B39 | A37 |
T2-4 | B39 | A45 | T2-5 | B39 | A45 |
T2-4 | B39 | A46 | T2-5 | B39 | A46 |
T2-4 | B39 | A49 | T2-5 | B39 | A49 |
T2-4 | B39 | A54 | T2-5 | B39 | A54 |
T2-4 | B39 | A66 | T2-5 | B39 | A66 |
T2-4 | B39 | A67 | T2-5 | B39 | A67 |
T2-4 | B39 | A68 | T2-5 | B39 | A68 |
T2-4 | B39 | A69 | T2-5 | B39 | A69 |
T2-4 | B39 | A70 | T2-5 | B39 | A70 |
T2-4 | B39 | A76 | T2-5 | B39 | A76 |
T2-4 | B39 | A77 | T2-5 | B39 | A77 |
T2-4 | B39 | A78 | T2-5 | B39 | A78 |
T2-4 | B39 | A106 | T2-5 | B39 | A106 |
T2-4 | B39 | A110 | T2-5 | B39 | A110 |
T5-1 | B39 | A2 | T7-1 | B39 | A2 |
T5-1 | B39 | A5 | T7-1 | B39 | A5 |
T5-1 | B39 | A35 | T7-1 | B39 | A35 |
T5-1 | B39 | A37 | T7-1 | B39 | A37 |
T5-1 | B39 | A45 | T7-1 | B39 | A45 |
T5-1 | B39 | A46 | T7-1 | B39 | A46 |
T5-1 | B39 | A49 | T7-1 | B39 | A49 |
T5-1 | B39 | A54 | T7-1 | B39 | A54 |
T5-1 | B39 | A66 | T7-1 | B39 | A66 |
T5-1 | B39 | A67 | T7-1 | B39 | A67 |
T5-1 | B39 | A68 | T7-1 | B39 | A68 |
T5-1 | B39 | A69 | T7-1 | B39 | A69 |
T5-1 | B39 | A70 | T7-1 | B39 | A70 |
T5-1 | B39 | A76 | T7-1 | B39 | A76 |
T5-1 | B39 | A77 | T7-1 | B39 | A77 |
T5-1 | B39 | A78 | T7-1 | B39 | A78 |
T5-1 | B39 | A106 | T7-1 | B39 | A106 |
T5-1 | B39 | A110 | T7-1 | B39 | A110 |
T1-1 | B40 | A2 | T2-1 | B40 | A2 |
T1-1 | B40 | A5 | T2-1 | B40 | A5 |
T1-1 | B40 | A35 | T2-1 | B40 | A35 |
T1-1 | B40 | A37 | T2-1 | B40 | A37 |
T1-1 | B40 | A45 | T2-1 | B40 | A45 |
T1-1 | B40 | A46 | T2-1 | B40 | A46 |
T1-1 | B40 | A49 | T2-1 | B40 | A49 |
表43
T1-1 | B40 | A54 | T2-1 | B40 | A54 |
T1-1 | B40 | A66 | T2-1 | B40 | A66 |
T1-1 | B40 | A67 | T2-1 | B40 | A67 |
T1-1 | B40 | A68 | T2-1 | B40 | A68 |
T1-1 | B40 | A69 | T2-1 | B40 | A69 |
T1-1 | B40 | A70 | T2-1 | B40 | A70 |
T1-1 | B40 | A76 | T2-1 | B40 | A76 |
T1-1 | B40 | A77 | T2-1 | B40 | A77 |
T1-1 | B40 | A78 | T2-1 | B40 | A78 |
T1-1 | B40 | A106 | T2-1 | B40 | A106 |
T1-1 | B40 | A110 | T2-1 | B40 | A110 |
T2-2 | B40 | A2 | T2-3 | B40 | A2 |
T2-2 | B40 | A5 | T2-3 | B40 | A5 |
T2-2 | B40 | A35 | T2-3 | B40 | A35 |
T2-2 | B40 | A37 | T2-3 | B40 | A37 |
T2-2 | B40 | A45 | T2-3 | B40 | A45 |
T2-2 | B40 | A46 | T2-3 | B40 | A46 |
T2-2 | B40 | A49 | T2-3 | B40 | A49 |
T2-2 | B40 | A54 | T2-3 | B40 | A54 |
T2-2 | B40 | A66 | T2-3 | B40 | A66 |
T2-2 | B40 | A67 | T2-3 | B40 | A67 |
T2-2 | B40 | A68 | T2-3 | B40 | A68 |
T2-2 | B40 | A69 | T2-3 | B40 | A69 |
T2-2 | B40 | A70 | T2-3 | B40 | A70 |
T2-2 | B40 | A76 | T2-3 | B40 | A76 |
T2-2 | B40 | A77 | T2-3 | B40 | A77 |
T2-2 | B40 | A78 | T2-3 | B40 | A78 |
T2-2 | B40 | A106 | T2-3 | B40 | A106 |
T2-2 | B40 | A110 | T2-3 | B40 | A110 |
T2-4 | B40 | A2 | T2-5 | B40 | A2 |
T2-4 | B40 | A5 | T2-5 | B40 | A5 |
T2-4 | B40 | A35 | T2-5 | B40 | A35 |
T2-4 | B40 | A37 | T2-5 | B40 | A37 |
T2-4 | B40 | A45 | T2-5 | B40 | A45 |
T2-4 | B40 | A46 | T2-5 | B40 | A46 |
T2-4 | B40 | A49 | T2-5 | B40 | A49 |
T2-4 | B40 | A54 | T2-5 | B40 | A54 |
T2-4 | B40 | A66 | T2-5 | B40 | A66 |
T2-4 | B40 | A67 | T2-5 | B40 | A67 |
T2-4 | B40 | A68 | T2-5 | B40 | A68 |
T2-4 | B40 | A69 | T2-5 | B40 | A69 |
T2-4 | B40 | A70 | T2-5 | B40 | A70 |
表44
T2-4 | B40 | A76 | T2-5 | B40 | A76 |
T2-4 | B40 | A77 | T2-5 | B40 | A77 |
T2-4 | B40 | A78 | T2-5 | B40 | A78 |
T2-4 | B40 | A106 | T2-5 | B40 | A106 |
T2-4 | B40 | A110 | T2-5 | B40 | A110 |
T5-1 | B40 | A2 | T7-1 | B40 | A2 |
T5-1 | B40 | A5 | T7-1 | B40 | A5 |
T5-1 | B40 | A35 | T7-1 | B40 | A35 |
T5-1 | B40 | A37 | T7-1 | B40 | A37 |
T5-1 | B40 | A45 | T7-1 | B40 | A45 |
T5-1 | B40 | A46 | T7-1 | B40 | A46 |
T5-1 | B40 | A49 | T7-1 | B40 | A49 |
T5-1 | B40 | A54 | T7-1 | B40 | A54 |
T5-1 | B40 | A66 | T7-1 | B40 | A66 |
T5-1 | B40 | A67 | T7-1 | B40 | A67 |
T5-1 | B40 | A68 | T7-1 | B40 | A68 |
T5-1 | B40 | A69 | T7-1 | B40 | A69 |
T5-1 | B40 | A70 | T7-1 | B40 | A70 |
T5-1 | B40 | A76 | T7-1 | B40 | A76 |
T5-1 | B40 | A77 | T7-1 | B40 | A77 |
T5-1 | B40 | A78 | T7-1 | B40 | A78 |
T5-1 | B40 | A106 | T7-1 | B40 | A106 |
T5-1 | B40 | A110 | T7-1 | B40 | A110 |
T1-1 | B41 | A2 | T2-1 | B41 | A2 |
T1-1 | B41 | A5 | T2-1 | B41 | A5 |
T1-1 | B41 | A35 | T2-1 | B41 | A35 |
T1-1 | B41 | A37 | T2-1 | B41 | A37 |
T1-1 | B41 | A45 | T2-1 | B41 | A45 |
T1-1 | B41 | A46 | T2-1 | B41 | A46 |
T1-1 | B41 | A49 | T2-1 | B41 | A49 |
T1-1 | B41 | A54 | T2-1 | B41 | A54 |
T1-1 | B41 | A66 | T2-1 | B41 | A66 |
T1-1 | B41 | A67 | T2-1 | B41 | A67 |
T1-1 | B41 | A68 | T2-1 | B41 | A68 |
T1-1 | B41 | A69 | T2-1 | B41 | A69 |
T1-1 | B41 | A70 | T2-1 | B41 | A70 |
T1-1 | B41 | A76 | T2-1 | B41 | A76 |
T1-1 | B41 | A77 | T2-1 | B41 | A77 |
T1-1 | B41 | A78 | T2-1 | B41 | A78 |
T1-1 | B41 | A106 | T2-1 | B41 | A106 |
T1-1 | B41 | A110 | T2-1 | B41 | A110 |
表45
T2-2 | B41 | A2 | T2-3 | B41 | A2 |
T2-2 | B41 | A5 | T2-3 | B41 | A5 |
T2-2 | B41 | A35 | T2-3 | B41 | A35 |
T2-2 | B41 | A37 | T2-3 | B41 | A37 |
T2-2 | B41 | A45 | T2-3 | B41 | A45 |
T2-2 | B41 | A46 | T2-3 | B41 | A46 |
T2-2 | B41 | A49 | T2-3 | B41 | A49 |
T2-2 | B41 | A54 | T2-3 | B41 | A54 |
T2-2 | B41 | A66 | T2-3 | B41 | A66 |
T2-2 | B41 | A67 | T2-3 | B41 | A67 |
T2-2 | B41 | A68 | T2-3 | B41 | A68 |
T2-2 | B41 | A69 | T2-3 | B41 | A69 |
T2-2 | B41 | A70 | T2-3 | B41 | A70 |
T2-2 | B41 | A76 | T2-3 | B41 | A76 |
T2-2 | B41 | A77 | T2-3 | B41 | A77 |
T2-2 | B41 | A78 | T2-3 | B41 | A78 |
T2-2 | B41 | A106 | T2-3 | B41 | A106 |
T2-2 | B41 | A110 | T2-3 | B41 | A110 |
T2-4 | B41 | A2 | T2-5 | B41 | A2 |
T2-4 | B41 | A5 | T2-5 | B41 | A5 |
T2-4 | B41 | A35 | T2-5 | B41 | A35 |
T2-4 | B41 | A37 | T2-5 | B41 | A37 |
T2-4 | B41 | A45 | T2-5 | B41 | A45 |
T2-4 | B41 | A46 | T2-5 | B41 | A46 |
T2-4 | B41 | A49 | T2-5 | B41 | A49 |
T2-4 | B41 | A54 | T2-5 | B41 | A54 |
T2-4 | B41 | A66 | T2-5 | B41 | A66 |
T2-4 | B41 | A67 | T2-5 | B41 | A67 |
T2-4 | B41 | A68 | T2-5 | B41 | A68 |
T2-4 | B41 | A69 | T2-5 | B41 | A69 |
T2-4 | B41 | A70 | T2-5 | B41 | A70 |
T2-4 | B41 | A76 | T2-5 | B41 | A76 |
T2-4 | B41 | A77 | T2-5 | B41 | A77 |
T2-4 | B41 | A78 | T2-5 | B41 | A78 |
T2-4 | B41 | A106 | T2-5 | B41 | A106 |
T2-4 | B41 | A110 | T2-5 | B41 | A110 |
T5-1 | B41 | A2 | T7-1 | B41 | A2 |
T5-1 | B41 | A5 | T7-1 | B41 | A5 |
T5-1 | B41 | A35 | T7-1 | B41 | A35 |
T5-1 | B41 | A37 | T7-1 | B41 | A37 |
T5-1 | B41 | A45 | T7-1 | B41 | A45 |
T5-1 | B41 | A46 | T7-1 | B41 | A46 |
表46
T5-1 | B41 | A49 | T7-1 | B41 | A49 |
T5-1 | B41 | A54 | T7-1 | B41 | A54 |
T5-1 | B41 | A66 | T7-1 | B41 | A66 |
T5-1 | B41 | A67 | T7-1 | B41 | A67 |
T5-1 | B41 | A68 | T7-1 | B41 | A68 |
T5-1 | B41 | A69 | T7-1 | B41 | A69 |
T5-1 | B41 | A70 | T7-1 | B41 | A70 |
T5-1 | B41 | A76 | T7-1 | B41 | A76 |
T5-1 | B41 | A77 | T7-1 | B41 | A77 |
T5-1 | B41 | A78 | T7-1 | B41 | A78 |
T5-1 | B41 | A106 | T7-1 | B41 | A106 |
T5-1 | B41 | A110 | T7-1 | B41 | A110 |
T1-1 | B42 | A2 | T2-1 | B42 | A2 |
T1-1 | B42 | A5 | T2-1 | B42 | A5 |
T1-1 | B42 | A35 | T2-1 | B42 | A35 |
T1-1 | B42 | A37 | T2-1 | B42 | A37 |
T1-1 | B42 | A45 | T2-1 | B42 | A45 |
T1-1 | B42 | A46 | T2-1 | B42 | A46 |
T1-1 | B42 | A49 | T2-1 | B42 | A49 |
T1-1 | B42 | A54 | T2-1 | B42 | A54 |
T1-1 | B42 | A66 | T2-1 | B42 | A66 |
T1-1 | B42 | A67 | T2-1 | B42 | A67 |
T1-1 | B42 | A68 | T2-1 | B42 | A68 |
T1-1 | B42 | A69 | T2-1 | B42 | A69 |
T1-1 | B42 | A70 | T2-1 | B42 | A70 |
T1-1 | B42 | A76 | T2-1 | B42 | A76 |
T1-1 | B42 | A77 | T2-1 | B42 | A77 |
T1-1 | B42 | A78 | T2-1 | B42 | A78 |
T1-1 | B42 | A106 | T2-1 | B42 | A106 |
T1-1 | B42 | A110 | T2-1 | B42 | A110 |
T2-2 | B42 | A2 | T2-3 | B42 | A2 |
T2-2 | B42 | A5 | T2-3 | B42 | A5 |
T2-2 | B42 | A35 | T2-3 | B42 | A35 |
T2-2 | B42 | A37 | T2-3 | B42 | A37 |
T2-2 | B42 | A45 | T2-3 | B42 | A45 |
T2-2 | B42 | A46 | T2-3 | B42 | A46 |
T2-2 | B42 | A49 | T2-3 | B42 | A49 |
T2-2 | B42 | A54 | T2-3 | B42 | A54 |
T2-2 | B42 | A66 | T2-3 | B42 | A66 |
T2-2 | B42 | A67 | T2-3 | B42 | A67 |
T2-2 | B42 | A68 | T2-3 | B42 | A68 |
T2-2 | B42 | A69 | T2-3 | B42 | A69 |
表47
T2-2 | B42 | A70 | T2-3 | B42 | A70 |
T2-2 | B42 | A76 | T2-3 | B42 | A76 |
T2-2 | B42 | A77 | T2-3 | B42 | A77 |
T2-2 | B42 | A78 | T2-3 | B42 | A78 |
T2-2 | B42 | A106 | T2-3 | B42 | A106 |
T2-2 | B42 | A110 | T2-3 | B42 | A110 |
T2-4 | B42 | A2 | T2-5 | B42 | A2 |
T2-4 | B42 | A5 | T2-5 | B42 | A5 |
T2-4 | B42 | A35 | T2-5 | B42 | A35 |
T2-4 | B42 | A37 | T2-5 | B42 | A37 |
T2-4 | B42 | A45 | T2-5 | B42 | A45 |
T2-4 | B42 | A46 | T2-5 | B42 | A46 |
T2-4 | B42 | A49 | T2-5 | B42 | A49 |
T2-4 | B42 | A54 | T2-5 | B42 | A54 |
T2-4 | B42 | A66 | T2-5 | B42 | A66 |
T2-4 | B42 | A67 | T2-5 | B42 | A67 |
T2-4 | B42 | A68 | T2-5 | B42 | A68 |
T2-4 | B42 | A69 | T2-5 | B42 | A69 |
T2-4 | B42 | A70 | T2-5 | B42 | A70 |
T2-4 | B42 | A76 | T2-5 | B42 | A76 |
T2-4 | B42 | A77 | T2-5 | B42 | A77 |
T2-4 | B42 | A78 | T2-5 | B42 | A78 |
T2-4 | B42 | A106 | T2-5 | B42 | A106 |
T2-4 | B42 | A110 | T2-5 | B42 | A110 |
T5-1 | B42 | A2 | T7-1 | B42 | A2 |
T5-1 | B42 | A5 | T7-1 | B42 | A5 |
T5-1 | B42 | A35 | T7-1 | B42 | A35 |
T5-1 | B42 | A37 | T7-1 | B42 | A37 |
T5-1 | B42 | A45 | T7-1 | B42 | A45 |
T5-1 | B42 | A46 | T7-1 | B42 | A46 |
T5-1 | B42 | A49 | T7-1 | B42 | A49 |
T5-1 | B42 | A54 | T7-1 | B42 | A54 |
T5-1 | B42 | A68 | T7-1 | B42 | A66 |
T5-1 | B42 | A67 | T7-1 | B42 | A67 |
T5-1 | B42 | A68 | T7-1 | B42 | A68 |
T5-1 | B42 | A69 | T7-1 | B42 | A69 |
T5-1 | B42 | A70 | T7-1 | B42 | A70 |
T5-1 | B42 | A76 | T7-1 | B42 | A76 |
T5-1 | B42 | A77 | T7-1 | B42 | A77 |
T5-1 | B42 | A78 | T7-1 | B42 | A78 |
T5-1 | B42 | A106 | T7-1 | B42 | A106 |
T5-1 | B42 | A110 | T7-1 | B42 | A110 |
表48
T1-1 | B43 | A2 | T2-1 | B43 | A2 |
T1-1 | B43 | A5 | T2-1 | B43 | A5 |
T1-1 | B43 | A35 | T2-1 | B43 | A35 |
T1-1 | B43 | A37 | T2-1 | B43 | A37 |
T1-1 | B43 | A45 | T2-1 | B43 | A45 |
T1-1 | B43 | A46 | T2-1 | B43 | A46 |
T1-1 | B43 | A49 | T2-1 | B43 | A49 |
T1-1 | B43 | A64 | T2-1 | B43 | A54 |
T1-1 | B43 | A66 | T2-1 | B43 | A66 |
T1-1 | B43 | A67 | T2-1 | B43 | A67 |
T1-1 | B43 | A68 | T2-1 | B43 | A68 |
T1-1 | B43 | A69 | T2-1 | B43 | A69 |
T1-l | B43 | A70 | T2-1 | B43 | A70 |
T1-1 | B43 | A76 | T2-1 | B43 | A76 |
T1-1 | B43 | A77 | T2-1 | B43 | A77 |
T1-1 | B43 | A78 | T2-1 | B43 | A78 |
T1-1 | B43 | A106 | T2-1 | B43 | A106 |
T1-1 | B43 | A110 | T2-1 | B43 | A1lO |
T2-2 | B43 | A2 | T2-3 | B48 | A2 |
T2-2 | B43 | A5 | T2-3 | B43 | A5 |
T2-2 | B43 | A35 | T2-3 | B43 | A35 |
T2-2 | B43 | A37 | T2-3 | B43 | A37 |
T2-2 | B43 | A45 | T2-3 | B48 | A45 |
T2-2 | B43 | A46 | T2-3 | B43 | A4B |
T2-2 | B48 | A49 | T2-3 | B43 | A49 |
T2-2 | B43 | A54 | T2-3 | B43 | A54 |
T2-2 | B43 | A66 | T2-3 | B43 | A66 |
T2-2 | B43 | A67 | T2-3 | B43 | A67 |
T2-2 | B43 | A68 | T2-8 | B43 | A68 |
T2-2 | B43 | A69 | T2-3 | B43 | A69 |
T2-2 | B43 | A70 | T2-3 | B43 | A70 |
T2-2 | B43 | A76 | T2-3 | B43 | A76 |
T2-2 | B43 | A11 | T2-3 | B43 | A77 |
T2-2 | B43 | A78 | T2-3 | B43 | A78 |
T2-2 | B43 | A106 | T2-8 | B43 | A106 |
T2-2 | B43 | AllO | T2-3 | B43 | A110 |
T2-4 | B43 | A2 | T2-5 | B43 | A2 |
T2-4 | B43 | A5 | T2-5 | B43 | A5 |
T2-4 | B43 | A35 | T2-5 | B43 | A35 |
T2-4 | B43 | A37 | T2-5 | B43 | A37 |
T2-4 | B43 | A45 | T2-5 | B43 | A45 |
T2-4 | B43 | A46 | T2-5 | B43 | A46 |
表49
T2-4 | B43 | A49 | T2-5 | B43 | A49 |
T2-4 | B43 | A54 | T2-5 | B43 | A54 |
T2-4 | B43 | A66 | T2-5 | B43 | A66 |
T2-4 | B43 | A67 | T2-5 | B43 | A67 |
T2-4 | B43 | A68 | T2-5 | B43 | A68 |
T2-4 | B43 | A69 | T2-5 | B43 | A69 |
T2-4 | B43 | A70 | T2-5 | B43 | A70 |
T2-4 | B43 | A76 | T2-5 | B43 | A76 |
T2-4 | B43 | A77 | T2-5 | B43 | A77 |
T2-4 | B43 | A78 | T2-5 | B43 | A78 |
T2-4 | B43 | A106 | T2-5 | B43 | A106 |
T2-4 | B43 | A110 | T2-5 | B43 | A110 |
T5-1 | B43 | A2 | T7-1 | B43 | A2 |
T5-1 | B43 | A5 | T7-1 | B43 | A5 |
T5-1 | B48 | A35 | T7-1 | B43 | A35 |
T5-1 | B43 | A37 | T7-1 | B43 | A37 |
T5-1 | B43 | A45 | T7-1 | B43 | A45 |
T5-1 | B43 | A46 | T7-1 | B43 | A46 |
T5-1 | B43 | A49 | T7-1 | B43 | A49 |
T5-1 | B43 | A54 | T7-1 | B43 | A54 |
T5-1 | B43 | A66 | T7-1 | B43 | A66 |
T5-1 | B43 | A67 | T7-1 | B43 | A67 |
T5-1 | B43 | A68 | T7-1 | B43 | A68 |
T5-1 | B43 | A69 | T7-1 | B43 | A69 |
T5-1 | B43 | A70 | T7-1 | B43 | A70 |
T5-1 | B43 | A76 | T7-1 | B43 | A76 |
T5-1 | B43 | A77 | T7-1 | B43 | A77 |
T5-1 | B43 | A78 | T7-1 | B43 | A78 |
T5-1 | B43 | A106 | T7-1 | B43 | A106 |
T5-1 | B43 | A110 | T7-1 | B43 | A110 |
此外,优选具有上述结构的化合物,其中-X’-Y’选自下列基团之一:OCH2CH=CMe2、OCH2-2-呋喃基、OCH2-3-呋喃基、OCH2C≡CMe、NHCH2CH=CMe2、N(iPr)SO2NHMe、NHCH(Me)CH2OMe、NH异丙基、NH-异丁基、NH环戊基、NHCH2环己基、NH环己基、NH环己基-4-(=NOMe)、NH环己基-4,4-(OMe)2、NHCH2C6H4-4-B(OH)2、NHCH2C6H4-2-OH、NHCH2C6H3-3,4-(OH)2、NHCH2C6H2-3,4,5-(OMe)3、NHCH2C6H4-4-COOH、NHCH2C6H4-4-OH、NHCH2C6H4-3-OH、NHCH2-2-呋喃基、NHCH2-3-呋喃基、NH-4-四氢吡喃、NHCH2-苯并吡咯基、NHCH2-2-噻唑基、NHCH2-喹啉基、NH环己基-4,4-亚乙基二氧基、1-吡咯烷基、4-吗啉基、1-piperadinyl、4-硫代吗啉基、1-哌啶基、其中-X’-Y’为-OCH2-2-呋喃基、-NHCH2CH=CMe2或-OCH2CH=CMe2的化合物是更优选的。
制备化合物(Ⅰ)的方法如下。制备化合物(Ⅰ’)的方法
下式(Ⅰ’)的化合物(此后称作“化合物(Ⅰ’)”)可通过使式(Ⅱa)化合物(此后称作“化合物(Ⅱa)”)与式(Ⅲa)的二环化合物(此后称作“化合物(Ⅲa)”)反应,或通过使式(Ⅱb)化合物(此后称作“化合物(Ⅱb)”)与式(Ⅲb)的二环化合物(此后称作“化合物(Ⅲb)”)反应来制备,其中L和Z中的任一个为二羟基硼烷、二(低级)烷基硼烷或二(低级)烷氧基硼烷,而另一个为卤素或-OSO2(CqF2q+1)(q是0-4的整数),其它符号与如上定义相同。
化合物(Ⅰ’)可以通过使化合物(Ⅱa)与化合物(Ⅲa)或使化合物(Ⅱb)与化合物(Ⅲb)在下列条件下反应制备:于室温下或加热数十分钟至数十小时,在合适的溶剂如苯、甲苯、N,N-二甲基甲酰胺、二甲氧基乙烷、四氢呋喃、二氧六环、乙醇、甲醇等和水的混合物中,或在无水溶液中,在钯催化剂如Pd(PPh3)4、PdCl2(PPh3)2、PdCl2(OAc)2、PdCl2(CH3CN)2等,优选Pd(PPh3)4存在下,在碱性条件下(例如磷酸钾、碳酸氢钠、NaOEt、碳酸钠、Et4NCl、氢氧化钡、Cs2CO3、CsF、氢氧化钠、碳酸银等)。
要进行反应的化合物的取代基L和Z中之一可以为能用于Suzuki反应(化学通讯1979,866,合成有机化学杂志,日本,1993,51卷,11期,91-100)的任何硼烷基团,优选二羟基硼烷。另一个可以为能用于Suzuki反应的任何离去基团,例如卤素、-OSO2(CqF2q+1),其中q是0-4的整数,等等。特别优选卤素、三氟甲磺酰基氧基(此后称作OTf)等,更优选溴、碘或OTf。
化合物(Ⅱa)、(Ⅲa)、(Ⅱb)和(Ⅲb)的A环、B环和C环以及-X-Y的其它取代基可以是不影响Suzuki反应的任何基团,例如除卤素和-OSO2(CqF2q+1)(其中q是0-4的整数)外的任何基团。
例如,Y可为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的酰基、任选取代的环烷基、任选取代的环烯基、任选取代的芳基或可与苯环稠合的任选取代的5-或6-元杂环,当X是-CH2-时,Y可以为任选取代的低级烷氧基,当X是-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基。
当取代基L与取代基Z的反应性高于卤素与取代基L和Z中的任一个的反应性时,即使A环、B环或C环的任何取代基为卤素,这些反应可以毫无困难地进行。
即使A环、B环和C环或-X-Y的取代基为羟基时,也优选进行上述反应。优选上述反应可在用通常的羟基-保护基团,如甲氧基甲基、苄基、叔丁基二甲基甲硅烷基、甲磺酰基、对甲苯磺酰基等保护羟基后进行,接着通过常规方法去保护。
至于制备化合物(Ⅰ’)的方法,根据反应的效率和容易程度,最优选上述Suzuki反应,但用硅、锌、锡等代替上述流程中的硼烷基。
例如,在A和Z之一为-SiR17 3-r(Hal)r(其中R17独立为低级烷基,Hal为卤素和r为1-3的整数),而另一个为卤素或-OSO2(CqF2q+1)(其中q是0-4的整数)的情况下,可以使用常规的钯催化剂进行偶合反应(Synlett(1991)845-853,有机化学杂志1996,61,7232-7233)。优选的钯催化剂的实例有(i-Pr3P)2PdCl2、[(dcpe)PdCl2](dcpe=Cy2PCH2CH2PCy2)、(η3·C3H5PdCl)2等。
即使在L和Z之一为-SnR18 3(其中R18每个独立为低级烷基),而另一个为卤素、乙酰氧基或-OSO2(CqF2q+1)(其中q是0-4的整数)的情况下,使用常规的钯催化剂(优选Pd(PPh3)4等)可以获得目标化合物(Angew.Chem.Int.Ed.Engl.25(1986)508-524)。
在L和Z之一为-Zn(Hal)(其中Hal为卤素),而另一个为卤素的情况下,可以获得目标化合物(Acc.Chem.Res.1982,15,340-348)。可使用任何常规的钯催化剂,优选的实例有Pd(PPh3)4、PdCl2(dppf)、PdCl2(PPh3)2、PdCl2(P(o-甲苯基)3)2、Pd(OAc)2等。
所有这些反应都可于室温下或加热数十分钟至数十小时的条件下,在合适的溶剂,如N,N-二甲基甲酰胺、四氢呋喃等中进行。
可以使用已知的化合物或衍生自下式(Ⅴa)化合物(此后称作“化合物(Ⅴa)”)或下式(Ⅴb)化合物(此后称作“化合物(Ⅴb)”)的化合物作为上述反应中的化合物(Ⅲa)和(Ⅲb),所述式(Ⅴa)和式(Ⅴb)化合物可通过已知的方法或以下方法制备:其中D是不影响L与Z的Suzuki反应的任何基团,且当式(Ⅳb)化合物为双对称化合物时,D可以为与L相同的基团。其它符号与上述相同。
化合物(Ⅱb)与化合物(Ⅳa)反应或化合物(Ⅱa)与化合物(Ⅳb)反应得到化合物(Ⅴa)或(Ⅴb)。当式(Ⅳa)或式(Ⅳb)化合物不是双对称化合物时,D优选为不影响L与Z的Suzuki反应的基团,并且可容易地转化为L。例如,羟基、氢、甲酰基、硝基等是优选的。在L与Z的反应中,可以使用硅、锌、锡等代替上述的硼烷基。
可将D转化为可用于Suzuki反应的基团L。
于-20℃或加热数分钟至数十小时的条件下,在碱如氢化钠、吡啶、三乙胺、碳酸钾等存在下,在合适的溶剂如二氯甲烷、氯仿、四氢呋喃或苯中,其中D为羟基的化合物可以与三氟甲磺酰化剂,例如三氟甲磺酸酐、三氟甲磺酰氯、N-苯基三氟甲磺酰亚胺(sulfone imide)等反应得到其中L为OTf的目标化合物。
例如,于-20℃或加热数分钟至数十小时的条件下,在合适的溶剂如乙酸、二氯甲烷、氯仿、四氯化碳、苯、水等中,其中D为氢的化合物可以与卤化剂,例如溴、氯、碘、N-溴代琥珀亚酰胺等反应得到其中L为卤素的目标化合物。
其中D为甲酰基的化合物可经Baeyer-Villiger反应氧化得到其中D为甲酰基氧基的化合物,接着水解得到其中D为羟基的化合物。其中L为OTf的化合物可通过如以上提及的类似的方法获得。
其中D为硝基的化合物可还原为其中D为氨基的化合物,接着经Sandmeyer反应得到其中L为卤素的化合物。制备化合物(Ⅰ”)的方法
下式(Ⅰ”)的化合物(此后称作“化合物(Ⅰ”)”)可通过使式(Ⅵ)化合物(此后称作“化合物(Ⅵ)”)与式(Ⅱa)化合物(此后称作“化合物(Ⅱa)”)的Suzuki反应,或通过使式(Ⅶ)化合物(此后称作“化合物(Ⅶ)”)与式(Ⅷ)化合物(此后称作“化合物(Ⅷ)”)的缩合来制备:其中M和Q中的任一个为羟基或氨基,而另一个为卤素、低级烷基磺酰基氧基、芳基磺酰基氧基、低级烷基磺酰基、芳基磺酰基或含有上述基团作为取代基的甲基,M和Q中之一为锂或Mg(Hal),其中Hal为卤素,而另一个为羧基、低级烷氧基羰基、氨基甲酰基或甲酰基,M和Q之一为甲酰基,而另一个为卤代甲基,或M和Q之一为乙炔基,而另一个为卤素;其它符号与如上定义相同。
化合物(Ⅵ)与化合物(Ⅱa)反应的各种条件与制备化合物(Ⅰ’)的方法的条件相同。
在化合物(Ⅶ)与化合物(Ⅷ)的反应中,当目标化合物的V2为-O-、-NH-、-OCH2-、-CH2O-或-NHCH2-时,M和Q中的一个为羟基或氨基,而另一个为离去基团如卤素、低级烷基磺酰基氧基、芳基磺酰基氧基、低级烷基磺酰基、芳基磺酰基等或具有离去基团作为取代基的甲基。这两种化合物在合适的溶剂如苯、甲苯、丙酮、乙腈、N,N-二甲基甲酰胺、二甲亚矾、吡啶、甲醇、乙醇等中,在碱如氢化钠、吡啶、三乙胺、碳酸钾、氢氧化钠、氢氧化钾等(如果需要,加入铜催化剂如铜粉、氯化亚铜、氧化铜等)存在下反应,于0℃或加热数分钟至数十小时,得到目标化合物。
在化合物(Ⅶ)与化合物(Ⅷ)的反应中,当目标化合物的V2为-CO-或-CH(OH)-时,M和Q中的一个为有机金属如锂或Mg(Hal),其中Hal为卤素,而另一个为羧基、低级烷氧基羰基、氨基甲酰基或甲酰基。这两种化合物在合适的溶剂如乙醚、四氢呋喃、二甲氧基乙烷、二氧六环等中,于-78℃或加热数分钟至数十小时反应,得到目标化合物。
当目标化合物的V2为-CH(OR)-时,其中R为低级烷基,在获得其中V2为-CH(OH)-的化合物后,可使获得的化合物经烷基化作用。
其中V2为-CO-的化合物可以通过其中V2为-CH(OH)-的化合物与氧化剂如铬酐、Jone’s试剂等在诸如叔丁醇、丙酮等的溶剂(取决于氧化剂)中反应(于0℃或加热数十小时)而获得。其中V2为-CH(OH)-的化合物可以通过其中V2为-CO-的化合物与还原剂如硼氢化钠、氢化铝锂等在诸如乙醚、四氢呋喃、二甲氧基乙烷、二氧六环、甲醇、乙醇等的合适溶剂中反应而获得。
当目标化合物的V2为-CH=CH-的化合物时,M和Q中的一个为甲酰基,而另一个为卤代甲基(例如卤素为氯代、溴代或碘代)。通过Wittig反应(有机反应,14卷,270页,1965)可以得到目标化合物。
当目标化合物的V2为-CH≡CH-时,M和Q中的一个为乙炔基,而另一个为卤素(优选溴代或或碘代)。通过一般使用钯催化剂的偶合反应(例如,合成反应,(1980)627,四面体,1982,38,631)可以合成目标化合物。
化合物(Ⅵ)、(Ⅱa)、(Ⅶ)和(Ⅷ)的A环、B环、C环以及-X-Y的其它取代基可以是不影响L与Z的Suzuki反应或M与Q的缩合反应的任何取代基。即使在化合物(Ⅵ)与其中任一取代基为卤素的化合物(Ⅱa)的反应中,如果取代基L与取代基Z的反应性高于与卤素的反应性时,该反应可以毫无困难地进行。即使任一取代基为羟基时,上面的反应也可以进行。优选在此之前保护羟基,接着在上述反应后去保护。
至于上面流程中的化合物(Ⅵ),可以使用已知的化合物或用下面的方法合成的式(Ⅹ)化合物:其中D’是不影响M与Q的缩合反应的基团,当式(Ⅸ)化合物是不对称化合物时,D’可以为如同Q的基团,其它符号与上述定义相同。
当式(Ⅸ)化合物不是对称化合物时,D’优选为不影响M与Q的缩合反应的且可容易地转化为L的基团。例如,氢、甲酰基、保护的羟基、硝基等是优选的。羟基保护基团的实例有苄基、叔丁基二甲基甲硅烷基、甲氧基甲基等。将D’转化为L的方法类似于上面的将D转化为L的方法。其它各种条件与化合物(Ⅶ)与化合物(Ⅷ)的反应条件相似。
可以使用已知的化合物作为上述反应流程中的化合物(Ⅷ),也可以使用通过已知的方法合成的或经常规方法衍生自上面化合物(Vb)的化合物。
在化合物具有干扰以上反应的取代基的情况下,该取代基可以提前用合适的保护基团保护,该保护基团可在合适的步骤中,通过常规方法除去。例如,如果羟基干扰该反应,可以用甲氧基甲基、甲磺酰基、苄基、三氟甲磺酰基、叔丁基二甲基甲硅烷基等对其进行保护,随后在合适的步骤中除去。
例如,对于用甲磺酰基保护羟基来说,可以在碱如三乙胺、吡啶等存在下,在诸如二氯甲烷、氯仿、四氯化碳等溶剂中,使具有羟基的化合物与甲磺酰氯在冰冷或室温下反应数小时。于室温或加热数十分钟至数十小时的条件下,在诸如二甲亚砜、二甲基甲酰胺、四氢呋喃、二氧六环、二甲氧基乙烷等溶剂中,用1-4N氢氧化钠、氢氧化钾、其水溶液、甲醇钠、乙基溴化镁等使被保护的化合物去保护。
当使用甲氧基甲基作为羟基保护基团时,可以在氢化钠、二异丙基乙胺等存在下,在诸如四氢呋喃、二氧六环、二甲氧基乙烷等溶剂中,使具有羟基的化合物与氯代甲基甲醚反应,得到具有保护的羟基的化合物。使该化合物与盐酸、硫酸等在诸如甲醇、四氢呋喃、乙酸等溶剂中经受常规的去保护反应脱去保护。
当使用叔丁基二甲基甲硅烷基作为保护基团时,可以在咪唑、三乙胺、2,6-二甲基吡啶等存在下,在诸如二甲基甲酰胺、乙腈、四氢呋喃、二甲基甲酰胺、二氯甲烷等溶剂中,使具有羟基的化合物与叔丁基二甲基甲硅烷基氯、叔丁基二甲基甲硅烷基三氟甲磺酸酯等反应。对于去保护反应来说,被保护的化合物可以与四丁基氟化铵等在溶剂如四氢呋喃等中反应。
如此获得的本发明化合物可以转化为其前药。术语“前药”包括在活体内能容易地转化为具有本发明活性的化合物的化合物。可以使用任何常规的转化为前药的方法。
例如,连接于本发明化合物的任何可能的位置上的羟基或氨基可以用通常的基团取代,以制备前药。例如,取代的酰基(其中所述取代基为羧基、磺基、氨基、低级烷基氨基等)、膦酰氧基等可以被引入羟基,而取代的烷氧基羰基(其中所述取代基为卤素、酰氧基、羟基乙酰氧基、羧基乙酰氧基、杂环羰基氧基等)或取代的烷基(其中所述取代基为可由酰氧基(低级)烷氧基等取代的芳酰基氨基)可以被引入氨基。
更加确定的是,当A环或C环具有羟基作为取代基时,可以引入诸如-COCH2CH2COOH、-COCH=CHCOOH、-COCH2SO3H、-PO3H2、-COCH2NMe2、-CO-Py,其中Py为吡啶等的取代基。当A环或C环具有氨基作为取代基(如X,X’等)时,可以引入-COOCH2O(C=O)CH2OH、-COOCH2O(C=O)CH2CH2COOH、-COOCH2OAc、-COOCH(Me)OAc、-COOCH(Me)OCOCMe3、-COOCH2OCO(CH2)14Me、COOCH2OCO-Pyr、CH2NHCO-C6H4-o-OCH2OAc等的取代基。
本发明的免疫抑制剂或抗过敏药物用于预防或治疗针对器官或组织移植的排斥症状,因骨髓移植引起的移植物对宿主反应、特应性过敏性疾病(如支气管哮喘、过敏性鼻炎、过敏性皮炎等)、嗜酸细胞增多综合征、过敏性结膜炎、系统性红斑狼疮、多肌炎、皮肌炎、睑硬结、MCTD、慢性类风湿性关节炎、炎性肠道疾病、因缺血性再灌注引起的损伤、枯草热、过敏性鼻炎、荨麻疹、牛皮癣等。
本发明化合物可作为免疫抑制剂、抗过敏剂和/或IgE产生的抑制剂口服或胃肠外给予。在口服给予的情况下,它可以为任何常用的形式,例如片剂、颗粒、散剂、胶囊、丸剂、溶液、糖浆剂、颊下含片、舌下含片等。当该化合物为胃肠外给药时,优选任何常用的形式,例如注射剂(如静脉内、肌内)、栓剂、透皮剂、气雾剂等。特别优选口服给药。
通过将有效量的本发明化合物与各种适合于给予形式的药用组分(如赋形剂、粘合剂、湿润剂、崩解剂、润滑剂、稀释剂等)混合,可以制备药用组合物。当该组合物为注射剂时,可以用合适的载体对活性组分灭菌,以得到药用组合物。
赋形剂的具体实例包括乳糖、蔗糖、葡萄糖、淀粉、碳酸钙、结晶纤维素等,粘合剂的实例包括甲基纤维素、羧甲基纤维素、羟丙基纤维素、明胶、聚乙烯吡咯烷酮等,崩解剂的实例包括羧甲基纤维素、羧甲基纤维素钠、淀粉、藻酸钠、琼脂、十二烷基硫酸钠等,润滑剂的实例包括滑石、硬脂酸镁、大粒凝胶(macrogol)等。可可油、大粒凝胶、甲基纤维素等可被用作栓剂的基质材料。当将该组合物制备为溶液、乳化的注射液或悬浮的注射液时,可以加入助溶剂、悬浮剂、乳化剂、稳定剂、防腐剂、等渗剂等。对于口服给药,可以加入甜味剂、调味剂等。
尽管本发明化合物作为免疫抑制剂、抗过敏剂和/或IgE产生的抑制剂的剂量应当考虑病人的年龄和体重、疾病的类型及程度、给药途径等因素来决定,但对于成人的常规口服剂量为0.05-100mg/kg天,优选0.1-10mg/kg/天。对于胃肠外给药,虽然剂量随给药途径变化很大,但通常的剂量为0.005-10mg/kg/天,优选0.01-1mg/kg/天。该剂量可以每天给予一次或分几次给予。
通过下列实施例和实验进一步说明本发明,但这些实施例和实验并不限制本发明的范围。
实施例
实施例中所用的缩写意思如下,
Ac 乙酰基
Bn 苄基
Et 乙基
iPr 异丙基
Me 甲基
Ms 甲磺酰基
Ph 苯基
Py 吡啶基
TBS 叔丁基二甲基甲硅烷基
TFAA 三氟乙酸酐
THF 四氢呋喃
实施例1化合物(Ⅰa-71)、(Ⅰa-73)、(Ⅰa-75)和(Ⅰa-76)的合成(步骤1)化合物(2)的合成
于室温下,向831mg(2.32mmol)化合物(1)(WO98/04508,参考实施例1)在12ml甲苯中的溶液中加入701mg(2.79mmol)2,5-二溴-3-甲基吡啶、80mg(0.07mmol)四(三苯膦)钯(0)和6mg 2M的碳酸钠水溶液。在氮气环境下,将该混合物加热至回流4小时。冷却后,用水稀释该混合物并用乙酸乙酯提取。用饱和盐水洗涤该提取物,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙基97∶3),得到化合物(2)(808mg,收率60%)。(步骤2)化合物(4)的合成
根据步骤1的方法,使404mg(0.83mmol)化合物(2)与231mg(0.92mmol)硼酸(3)(GB2276162A)反应,得到化合物(4)(411mg,收率81%)。(步骤3)化合物(Ⅰa-71)的合成
于室温下,向411mg(0.67mmol)化合物(4)在3.4ml四氢呋喃中的溶液中加入1M四丁基氟化铵在1.4ml(1.40mmol)四氢呋喃中的溶液,搅拌该混合物3小时。将该溶液倾入5%的硫酸氢钾水溶液中并用乙酸乙酯提取。用饱和盐水洗涤该提取物,干燥并浓缩。残留物经从乙酸乙酯中结晶得到化合物(Ⅰa-71)(247mg,收率96%)。(步骤4)化合物(Ⅰa-75)的合成
于室温下,向227mg(0.59mmol)化合物(Ⅰa-71)在3ml四氢呋喃中的溶液中顺序加入0.17ml(1.18mmol)三乙胺和0.07ml(0.89mmol)甲磺酰氯,搅拌该混合物20小时。用乙酸乙酯稀释该溶液,用水、5%的碳酸氢钠水溶液和饱和盐水顺序洗涤,干燥并浓缩。残留物经从己烷-乙酸乙酯中结晶得到化合物(Ⅰa-75)(303mg,收率95%)。(步骤5)化合物(5)的合成
于-78℃下,向283mg(0.52mmol)化合物(1a-75)在2.6ml二氯甲烷中的溶液中加入1M三溴化硼在0.63ml(0.63mmol)二氯甲烷中的溶液,并于同样的温度下搅拌该混合物1小时。通过加入甲醇分解过量的试剂后,将该溶液倾入5%的碳酸氢钠水溶液中并用乙酸乙酯提取。用饱和盐水洗涤该提取物,干燥并浓缩。残留物经从己烷-乙酸乙酯中结晶得到化合物(5)(204mg,收率87%)。(步骤6)化合物(Ⅰa-76)的合成
向184mg(0.41mmol)化合物(5)在2ml丙酮中的溶液中顺序加入169mg(1.23mmol)碳酸钾和0.12ml(1.02mmol)异戊二烯基溴,于室温下搅拌该混合物14小时。用乙酸乙酯稀释该溶液,用水和饱和盐水顺序洗涤,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙酸乙酯1∶1),自己烷-乙酸乙酯结晶,得到化合物(Ⅰa-76)(170mg,收率80%)。(步骤7)化合物(Ⅰa-73)的合成
向149mg(0.29mmol)化合物(Ⅰa-76)在1.4ml四氢呋喃中的溶液中加入在冰冷却的0.6ml(2.89mmol)甲醇中的28%甲醇钠溶液,于室温下搅拌该混合物17小时。将该溶液倾入5%的氯化铵水溶液中并用乙酸乙酯提取。用饱和盐水洗涤该提取物,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙基7∶3)后,从乙醚-己烷中结晶获得的产物,得到化合物(Ⅰa-73)(88mg,收率84%)。
根据实施例1步骤1的方法,使200mg(0.74mmol)硼酸(6)与236mg(1.49mmol)2-氯代-5-硝基吡啶反应,得到化合物(Ⅰb-49)(232mg,收率90%)。(步骤2)化合物(Ⅰb-15)的合成
向257mg(0.74mmol)化合物(Ⅰb-49)在5ml甲苯中的溶液中加入5ml水、207mg(3.70mmol)铁粉和213mg(3.70mmol)氯化铵,将该混合物回流15小时。冷却后,用硅藻土滤除不溶性物质。用乙酸乙酯提取滤液,用饱和盐水洗涤该提取物,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙酸乙酯1∶3)后,从乙酸乙酯中结晶获得的产物,得到化合物(Ⅰb-15)(161mg,收率69%)。(步骤3)化合物(Ⅰb-37)的合成
向130mg(0.41mmol)化合物(Ⅰb-15)在4ml二氯甲烷中的溶液中加入冰冷却的0.05ml(0.61mmol)吡啶和86ml(0.49mmol)甲磺酸酐,搅拌该混合物1小时。用乙酸乙酯稀释该溶液,用水、5%的碳酸氢钠水溶液和饱和盐水顺序洗涤,干燥并浓缩。残留物经从乙酸乙酯中结晶得到化合物(Ⅰb-37)(124mg,收率77%)。
于室温下,向867mg(1.36mmol)化合物(7)(WO98/04508,参考实施例4和6)在16ml 1,2-二甲氧基乙烷和5ml乙醇中的混合溶液中加入200mg(1.26mmol)2-氯代-5-硝基吡啶、44mg(0.04mmol)四(三苯膦)钯(0)和5mg 2M的碳酸钠水溶液,在氮气下回流该溶液3小时。冷却后,用水稀释该混合物并用乙酸乙酯提取。用饱和盐水洗涤该提取物,干燥、浓缩,将获得的残留物溶于6ml四氢呋喃中。向该溶液中加入在2ml(2.02mmol)四氢呋喃中的冰冷却的1M四丁基氟化铵溶液,搅拌该混合物1.5小时。将该溶液倾入水中并用乙酸乙酯提取后,用饱和盐水洗涤该提取物,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙酸乙酯7∶3),从己烷-乙酸乙酯中结晶获得化合物(Ⅰb-46)(472mg,收率79%)。(步骤2)化合物(Ⅰb-47)的合成
根据实施例1步骤4的方法,用0.40ml(2.89mmol)三乙胺和0.19ml(2.41mmol)甲磺酰氯处理458mg(0.97mmol)化合物(Ⅰb-46)在4.8ml四氢呋喃中的溶液,得到化合物(Ⅰb-47)(572mg,收率94%)。(步骤3)化合物(Ⅰb-12)的合成
根据实施例2步骤2的方法,用242mg(4.34mmol)铁粉和232mg(4.34mmol)氯化铵处理547mg(0.87mmol)化合物(Ⅰb-47),得到化合物(Ⅰb-12)(461mg,收率89%)。(步骤4)化合物(Ⅰb-21)的合成
向110mg(0.18mmol)化合物(Ⅰb-12)在1.8ml二氯甲烷中的溶液中加入冰冷却的0.03ml(0.22mmol)的三氟乙酸酐,并于室温下搅拌该混合物2小时。用乙酸乙酯稀释该溶液,用水、5%的碳酸氢钠水溶液和饱和盐水顺序洗涤,干燥并浓缩。残留物经从乙醚-己烷中结晶得到化合物(Ⅰb-21)(122mg,收率96%)。(步骤5)化合物(Ⅰb-11)的合成
于室温下及氮气下,将122mg(0.18mmol)化合物(Ⅰb-21)、24mg20%氢氧化钯-炭在1.8ml甲醇和1.8ml1,4-二氧六环中的混合物搅拌15小时。用硅藻土滤除不溶性物质后,浓缩滤液得到110mg残留物。
向该残留物的3.5ml N,N-二甲基甲酰胺的溶液中顺序加入73mg(0.53mmol)碳酸钾和0.05ml(0.39mmol)异戊二烯基溴,搅拌该混合物4小时。用乙酸乙酯稀释该溶液,用水和饱和盐水顺序洗涤,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙酸乙酯7∶3),从乙醚-己烷中结晶得到化合物(Ⅰb-11)(121mg,收率93%)。(步骤6)化合物(Ⅰb-16)的合成
根据实施例1步骤7的方法,从111mg(0.15mmol)化合物(Ⅰb-111)获得化合物(Ⅰb-16)(73mg,收率99%)。
根据实施例1步骤1的方法,使500mg(2.35mmol)化合物(8)与883mg(2.46mmol)硼酸(1)反应,得到化合物(9)(983mg,收率94%)。(步骤2)化合物(10)的合成
向983mg(2.20mmol)化合物(9)在10ml四氢呋喃的溶液中加入1M四丁基氟化铵在2.2ml(2.20mmol)四氢呋喃中的冰冷却溶液,于室温下搅拌该混合物1小时。将该溶液倾入水中并用乙酸乙酯提取后,用饱和盐水洗涤该提取物,干燥并浓缩。使残留物溶于10ml四氢呋喃中,然后将0.46ml(3.29mmol)三乙胺和0.20ml(2.64mmol)甲磺酰氯顺序加入冰冷却的该溶液中,于同样的温度下搅拌该混合物30分钟。用乙酸乙酯稀释该溶液,用水、5%的碳酸氢钠水溶液、饱和盐水顺序洗涤,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙酸乙酯7∶3),得到化合物(10)(881mg,收率98%)。(步骤3)化合物(11)的合成
于室温下及氮气下,将120mg(0.29mmol)化合物(10)和11mg 10%钯-炭在2ml甲醇和2ml 1,4-二氧六环中的溶液搅拌2小时。用硅藻土滤除不溶性物质后,浓缩滤液。向该残留物的3ml甲醇溶液中加入冰冷却的11mg(0.29mmol)硼氢化钠,搅拌该混合物30分钟。将该溶液倾入水中并用乙酸乙酯提取。用饱和盐水洗涤该提取物,干燥并浓缩。向获得的粗产物在3ml丙酮中的溶液中顺序加入122mg(0.88mmol)碳酸钾和0.10ml(0.88mmol)异戊二烯基溴,于室温下搅拌该混合物2小时。用乙酸乙酯稀释该混合物,用水和饱和盐水顺序洗涤,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙酸乙酯7∶3),得到化合物(11)(108mg,收率95%)。(步骤4)化合物(Ⅰc-24)的合成
向108mg(0.28mmol)化合物(11)在2ml乙腈中的溶液中加入87mg(0.33mmol)三苯膦和冰冷却的110mg(0.33mmol)四溴化碳,于室温下将该混合物搅拌1小时。向该混合物中加入152mg(1.38mmol)氢醌和114mg(0.83mmol)碳酸钾,于室温下将该混合物搅拌20小时。将该混合物倾入稀盐酸中并用乙酸乙酯提取。用5%的碳酸氢钠水溶液和饱和盐水洗涤提取物,干燥并浓缩。残留物经硅胶层析纯化(己烷-乙酸乙酯7∶3),得到化合物(Ⅰc-24)(61mg,收率46%)。(步骤5)化合物(Ⅰc-23)的合成
根据实施例1步骤7的方法,由59mg(0.12mmol)化合物(Ⅰc-24)获得化合物(Ⅰc-23)(34mg,收率69%)。
实施例5化合物(Ⅰb-539)和(Ⅰb-540)的合成(步骤1)化合物(Ⅰb-539)的合成
使化合物(Ⅰb-250)(444mg,1mmol)溶于冰冷却的无水乙醚(40ml)中。在氮气及搅拌下,将氯代甲基氯代甲酸酯(194mg,1mmol)和三乙胺(210ml,1mmol)顺序加入该溶液中,在无冰冷却的情况下,搅拌该混合物4小时。滤除反应混合物中的沉淀,用水洗涤滤液,经无水硫酸钠干燥,减压浓缩,得到为油状物的540mg化合物(Ⅰb-539)。C31H34N2O3FCl的元素分析计算值:C,69.33;H,6.38;N,5.22;F,3.54;Cl,6.60。分析值:C,68.85;H,6.42;N,5.21,F,3.58;Cl,7.06。(步骤2)化合物(Ⅰb-540)的合成
于室温及减压下,将乙醇酸(glycol acid)(38mg,0.5mmol)、碳酸钾(35mg,0.25mmol)和N,N-二甲基甲酰胺(1ml)的混合物搅拌10分钟。加入化合物1(54mg,0.1mmol)在N,N-二甲基甲酰胺(0.5ml)中的溶液和溴化钾(12mg,0.1mmol)并在氩气下剧烈搅拌该混合物20小时。用乙醚(5ml)稀释该混合物,滤除不溶性物质。用水洗涤滤液,经无水硫酸钠干燥并减压浓缩。残留的粗产物经硅胶层析纯化(洗脱溶剂:己烷-乙酸乙酯2∶1),得到为油状的27mg化合物(1b-540)。C33H37N2O6F的元素分析计算值:C,68.73;H,6.47;N,4.86;F,3.29。分析值:C,68.59;H,6.68;N,4.98,F,3.25。
实施例6化合物(Ⅰb-541)的合成
于室温及减压下,将琥珀酸(590mg,5mmol)、碳酸钾(345mg,2.5mmol)和N,N-二甲基甲酰胺(6ml)的混合物搅拌10分钟。顺序加入通过实施例5步骤1的方法获得的化合物(Ⅰb-539)(537mg,1mmol)在N,N-二甲基甲酰胺(5ml)中的溶液和碘化钠(70mg,0.5mmol)并在氩气下剧烈搅拌5天。将该混合物倾入5%乙酸的水溶液中并用乙醚-己烷(4∶1)提取。获得的混合物经无水硫酸钠干燥后,除去溶剂。残留的粗产物经硅胶层析纯化(洗脱溶剂:氯仿-甲醇(20∶1)),得到为油状的60mg化合物(lb-541)。C35H39N2O7F的元素分析计算值:C,67.95;H,6.35;N,4.53;F,3.07。分析值:C,68.25;H,5.96;N,4.64,F,3.13。LSIMS:m/z=618[M+H]+
实施例7其它化合物(Ⅰ)的合成
采用类似的方法,合成下列化合物(Ⅰ)。结构式和物理常数如下所示。表50-55表示用于表56或此后作为缩写A1、A2、…B1、B2、…C1、C2…的部分结构。
表50
R4 | R5 | R6 | R7 | X | Y | |
A1 | H | H | H | H | O | H |
A2 | H | H | H | H | O | CH2-2-呋喃基 |
A3 | H | H | H | H | O | CH2C6H5 |
A4 | H | H | H | H | O | CH2C6H4-4-Me |
A5 | H | H | H | H | O | CH2CH=CMe2 |
A6 | OH | H | H | H | O | CH2C6H5 |
A7 | OAc | H | H | H | O | CH2C6H5 |
A8 | OMs | H | H | H | O | CH2C6H5 |
A9 | OSO2CF3 | H | H | H | O | CH2C6H5 |
A10 | OSO2Ph | H | H | H | O | CH2C6H5 |
A11 | OMe | H | H | H | O | CH2C6H5 |
A12 | OH | H | H | H | O | CH2C6H4-2-Me |
A13 | OH | H | H | H | O | CH2C6H4-3-Me |
A14 | OH | H | H | H | O | CH2C6H4-4-Me |
A15 | OMs | H | H | H | O | CH2C6H4-2-Me |
A16 | OMs | H | H | H | O | CH2C6H4-3-Me |
A17 | OMs | H | H | H | O | CH2C6H4-4-Me |
A18 | OH | H | H | H | O | CH2C6H4-2-OMe |
A19 | OH | H | H | H | O | CH2C6H4-3-OMe |
A20 | OH | H | H | H | O | CH2C6H4-4-OMe |
A21 | OMs | H | H | H | O | CH2C6H4-2-OMe |
A22 | OMs | H | H | H | O | CH2C6H4-3-OMe |
A23 | OMs | H | H | H | O | CH2C6H4-4-OMe |
A24 | OH | H | H | H | O | CH2-2-Py |
A25 | OH | H | H | H | O | CH2-3-Py |
A26 | OH | H | H | H | O | CH2-4-Py |
A27 | OMs | H | H | H | O | CH2-2-Py |
A28 | OMs | H | H | H | O | CH2-3-Py |
A29 | OMs | H | H | H | O | CH2-4-Py |
A30 | OH | H | H | H | O | CH2CH2C6H5 |
A31 | OMs | H | H | H | O | CH2CH2C6H5 |
A32 | OH | H | H | H | O | CH2CH=CMe2 |
A33 | OMs | H | H | H | O | CH2CH=CMe2 |
A34 | OH | H | H | H | O | CH2CH=CCl2 |
A35 | OMe | H | H | H | O | CH2CH=CMe2 |
表51
R4 | R5 | R6 | R7 | X | Y Y | |
A36 | OMe | H | H | H | O | CH2CH=CCl2 |
A37 | F | H | H | H | O | CH2CH=CMe2 |
A38 | F | H | H | H | O | CH2CH=CCl2 |
A39 | OH | H | H | H | O | CH2CH2CH=CMe2 |
A40 | OMs | H | H | H | O | CH2CH2CH=CMe2 |
A41 | H | H | H | H | NMe | Me |
A42 | H | H | H | H | NH | H |
A43 | H | H | H | H | NH | Me |
A44 | H | H | H | H | NH | 异丙基 |
A45 | H | H | H | H | NH | CH2CH=CH2 |
A46 | H | H | H | H | NH | CH2CH=CMe2 |
A47 | H | H | H | H | NH | CH2C≡CH |
A48 | H | H | H | H | NH | 环己基 |
A49 | H | H | H | H | NH | CH2-环己基 |
A50 | H | H | H | H | NH | CH2C6H5 |
A51 | H | H | H | H | NH | CH2C6H4-4-COOMe |
A52 | H | H | H | H | NH | CH2C6H4-4-COOH |
A53 | H | H | H | H | NH | CH2-4-Pyr |
A54 | H | H | H | H | NH | CH2-2-呋喃基 |
A55 | H | H | H | H | NH | CH2-3-呋喃基 |
A56 | H | H | H | H | NH | CH2-2-噻吩基 |
A57 | H | H | H | H | NH | CH2-3-噻吩基 |
A58 | H | H | H | H | NCH2CH=CMe2 | SO2NHMe |
A59 | H | H | H | H | NMe | SO2NH2 |
A60 | OMe | H | H | H | NH | CH2CH=CMe2 |
A61 | OMe | H | H | H | NH | CH2C6H5 |
A62 | Me | H | H | H | NH | CH2CH=CMe2 |
A63 | Me | H | H | H | NH | CH2C6H5 |
A64 | H | F | H | H | NH | H |
A65 | H | F | H | H | NH | 异丙基 |
A66 | H | F | H | H | NH | 异丁基 |
A67 | H | F | H | H | NH | CH2CH=CMe2 |
A68 | H | F | H | H | NH | 环戊基 |
A69 | H | F | H | H | NH | 环己基 |
A70 | H | F | H | H | NH | CH2环己基 |
A71 | H | F | H | H | NH | CH2C6H4-4-Et |
A72 | H | F | H | H | NH | CH2C6H4-4-异丙基 |
A73 | H | F | H | H | NH | CH2C6H4-4-COOH |
A74 | H | F | H | H | NH | CH2C6H4-4-COOMe |
A75 | H | F | H | H | N-异丙基 | SO2NH2 |
A76 | H | F | H | H | N-异丙基 | SO2NHMe |
A77 | H | F | H | H | NCH2CH=CMe2 | SO2NHMe |
表52
表53
表54
R8 | R8 | R10 | R11 | |
B1 | OMe | H | H | OMe |
B2 | OMe | H | OH | OMe |
B3 | OMe | H | OMs | OMe |
B4 | Me | H | H | Me |
B5 | Me | H | OH | Me |
B6 | Me | H | OMs | Me |
B7 | Me | Me | Me | Me |
B8 | Me | Me | OMe | Me |
B9 | Me | Me | OH | Me |
B10 | Me | Me | Me | OMe |
B11 | Me | Me | Me | OH |
B12 | OMe | Me | Me | OMe |
B13 | Me | H | Me | Me |
B14 | Me | Me | H | Me |
B15 | Me | H | F | Me |
B16 | Me | F | H | Me |
B17 | OMe | H | H | Me |
B18 | Me | H | H | OMe |
B19 | Cl | H | H | Cl |
B20 | OEt | H | H | OEt |
B21 | O异丙基 | H | H | O异丙基 |
B22 | O环丙基 | H | H | O环丙基 |
B23 | OMe | Me | Me | COOMe |
B24 | Me | Me | Me | COOMe |
B25 | SMe | H | H | SMe |
B26 | SEt | H | H | SEt |
B27 | COOMe | Me | Me | OMe |
B28 | Me | Me | Me | Cl |
B29 | Me | OMe | H | Me |
B30 | COOMe | Me | Me | Me |
B31 | Cl | Me | Me | Me |
B32 | H | Me | Me | Cl |
B33 | Me | H | Cl | Me |
B34 | H | Me | Cl | H |
B35 | Me | H | H | C1 |
B36 | Me | Me | H | H |
B37 | H | Me | H | Me |
B38 | Me | H | Me | H |
B39 | OMe | OMe | H | H |
B40 | H | OMe | H | OMe |
B41 | OMe | H | OMe | H |
B42 | H | Me | H | OMe |
B43 | OMe | H | Me | H |
表55
R12 | R13 | R14 | R15 | -X1-Y1 | |
C1 | H | H | H | H | H |
C2 | H | H | H | H | OH |
C3 | H | H | H | H | OMs |
C4 | H | H | H | H | OMe |
C5 | H | H | H | H | NH2 |
C6 | H | H | H | H | NMe2 |
C7 | H | H | H | H | SMe |
C8 | H | H | H | H | Ms |
C9 | H | H | H | H | F |
C10 | H | CF3 | H | H | H |
C11 | H | NO2 | H | H | H |
C12 | H | NH2 | H | H | H |
C13 | H | NHAc | H | H | H |
C14 | H | NHMs | H | H | H |
C15 | H | N(Ms)CH2CH=CMe2 | H | H | H |
C16 | H | OH | H | H | OCH2C6H5 |
C17 | H | OMs | H | H | OCH2C6H5 |
C18 | H | OH | H | H | OCH2CH=CMe2 |
C19 | H | OMe | H | H | OCH2CH=CMe2 |
C20 | H | OMs | H | H | OCH2CH=CMe2 |
C21 | NO2 | H | H | H | H |
C22 | NH2 | H | H | H | H |
C23 | NHAc | H | H | H | H |
C24 | NHMs | H | H | H | H |
C25 | Cl | H | H | H | NO2 |
C26 | Cl | H | H | H | NH2 |
C27 | Cl | H | H | H | NHMs |
C28 | Cl | H | H | H | NHCOCF3 |
C29 | Cl | H | H | H | NHCH2CH=CMe2 |
C30 | H | H | H | H | NHCH2CH=CMe2 |
表57
表59
表60
表61
表64
表67
表70
表71
表74
表77
表80
表81
表82
No. | V2 | C | B | A |
Ⅰc-1 | O | C2 | B4 | A32 |
Ⅰc-2 | O | C2 | B4 | A35 |
Ⅰc-3 | O | C3 | B4 | A6 |
Ⅰc-4 | O | C3 | B4 | A8 |
Ⅰc-5 | O | C3 | B4 | A11 |
Ⅰc-6 | O | C3 | B4 | A33 |
Ⅰc-7 | O | C3 | B4 | A35 |
Ⅰc-8 | O | C5 | B4 | A11 |
Ⅰc-9 | O | C5 | B4 | A35 |
Ⅰc-10 | O | C6 | B1 | A35 |
Ⅰc-11 | O | C6 | B1 | A37 |
Ⅰc-12 | O | C6 | B4 | A11 |
Ⅰc-13 | O | C6 | B4 | A32 |
Ⅰc-14 | O | C6 | B4 | A35 |
Ⅰc-15 | O | C19 | B4 | A35 |
Ⅰc-16 | O | C25 | B4 | A41 |
Ⅰc-17 | O | C26 | B4 | A41 |
Ⅰc-18 | O | C27 | B4 | A41 |
Ⅰc-19 | O | C28 | B4 | A41 |
Ⅰc-20 | O | C29 | B4 | A41 |
Ⅰc-21 | NH | C2 | B4 | A32 |
Ⅰc-22 | NH | C2 | B4 | A35 |
Ⅰc-23 | OCH2 | C2 | B4 | A32 |
Ⅰc-24 | OCH2 | C2 | B4 | A33 |
表83
No. | V2 | C | B | A |
Ⅰc-25 | OCH2 | C2 | B4 | A35 |
Ⅰc-26 | OCH2 | C6 | B4 | A35 |
Ⅰc-27 | OCH2 | C19 | B4 | A35 |
Ⅰc-28 | CH2O | C2 | B1 | A32 |
Ⅰc-29 | CH2O | C2 | B1 | A35 |
Ⅰc-30 | CH2O | C2 | B4 | A35 |
Ⅰc-31 | CH2O | C3 | B1 | A33 |
Ⅰc-32 | CH2O | C3 | B4 | A33 |
Ⅰc-33 | NHCH2 | C2 | B4 | A35 |
Ⅰc-34 | NHCH2 | C6 | B4 | A35 |
Ⅰc-35 | CH=CH | C2 | B4 | A32 |
Ⅰc-36 | CH=CH | C2 | B4 | A33 |
Ⅰc-37 | CH=CH | C2 | B4 | A35 |
Ⅰc-38 | CH=CH | C3 | B4 | A33 |
Ⅰc-39 | CH=CH | C6 | B4 | A32 |
Ⅰc-40 | CH=CH | C6 | B4 | A35 |
Ⅰc-41 | CH=CH | C19 | B4 | A35 |
Ⅰc-42 | C=C | C2 | B4 | A32 |
Ⅰc-43 | C=C | C2 | B4 | A35 |
Ⅰc-44 | C=C | C3 | B4 | A35 |
Ⅰc-45 | C=C | C19 | B4 | A35 |
Ⅰc-46 | CO | C2 | B4 | A32 |
Ⅰc-47 | CO | C2 | B4 | A35 |
Ⅰc-48 | CH(OH) | C2 | B4 | A32 |
Ⅰc-49 | CH(OH) | C2 | B4 | A35 |
表85
表88
No. | mp,1H-NMR |
Ⅰa-2 | 195-197℃,1H-NMR(CDCl3-DMSO-d6)δ1.77(3H,s),1.82(3H,s),4.63(2H,J=6.8),5.52(1H,brt,J=6.8),6.25(1H,s),6.93-6.98(3H,m),7.10(1H,dd,J=2.2,8.3),7.20(1H,d,J=2.2),7.69(1H,d,J=8.1),7.85(1H,dd,J=2.0,8.1),7.89(2H,d,J=8.8),8.53(1H,brs),8.82(1H,d,J=2.0) |
Ⅰa-4 | 181-182℃,1H-NMR(CDCl3)δ3.18(3H,s),5.19(2H,s),5,78(1H,s),7.04(1H,d,J=8.3),7,12(1H,dd,J=2.2,8.3),7.25(1H,d,J=2.2),7.38-7.45(7H,m),7.76(1H,brd,J=8.3),7.92(1H,dd,J=2.4,8.3),8.88(1H,brd,J=2.4) |
Ⅰa-5 | 171-172℃,1H-NMR(CDCl3)δ3.40(3H,s),3.43(3H,s),5.29(2H,s),7.36-7.53(8H,m),7.78-7.81(2H,m),8.09(1H,d,J=8.3),8.21(1H,dd,J=2.2,8.3),8.25(2H,d,J=8.8),9.02(1H,brs) |
Ⅰa-6 | 165-166℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),3.18(3H,s),3.25(3H,s),4.65(2H,d,J=6.8),5.50(1H,brt,J=6.8),7.13(1H,d,J=8.5),7.42(2H,d,J=8.8),7.53(1H,dd,J=2.2,8.5),7.58(1H,d,J=2.2),7.77(1H,dd,J=0.7,8.3),7.92(1H,dd,J=2.2,8.3),8.10(2H,d,J=8.8),8.88(1H,dd,J=0.7,2.2) |
Ⅰa-8 | 176-177℃,1H-NMR(CDCl3)δ3.87(3H,s),5.18(2H,s),5.77(1H,s),7.01(2H,d,J=9.0),7.02(1H,d,J=8.6),7.11(1H,dd,J=2.2,8.6),7.24(1H,d,J=2.2),7.40-7.45(5H,m),7.71(1H,dd,J=1.0,8.3),7.86(1H,dd,J=2.4,8.3),7.99(2H,d,J=9.0),8.84(1H,dd,J=1.0,2.4) |
Ⅰa-9 | 187-188℃,1H-NMR(CDCl3)δ3.13(3H,s),3.88(3H,s),5.19(2H,s),7.02(2H,d,J=8.8),7.17(1H,d,J=8.6),7.37-7.49(5H,m),7.51(1H,dd,J=2.2,8.6),7.59(1H,d,J=2.2),7.73(1H,brd,J=8.3),7.86(1H,dd,J=2.4,8.3),8.00(2H,d,J=8.8),8.83(1H,brd,J=2.4) |
Ⅰa-10 | 141-142℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),3.88(3H,s),4.63(2H,d,J=6.8),5.52(1H,brt,J=6.8),5.79(1H,5),6.97(1H,d,J=8.3),7.02(2H,d,J=9.0),7.11(1H,dd,J=2.2,8.3),7.21(1H,d,J=2.2),7.71(1H,dd,J=0.7,8.3),7.86(1H,dd,J=2.4,8.3),7.99(2H,d,J=9.0),8.85(H,dd,J=0.7,2.4) |
Ⅰa-11 | 161-162℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),3.24(3H,s),3.88(3H,s),4.65(2H,d,J=6.8),5.50(1H,brt,J=6.8),7.02(2H,d,J=9.0),7.11(1H,d,J=8.5),7.52(1H,dd,J=2.4,8.5),7.57(1H,d,J=2.4),7.73(1H,dd,J=0.7,8.3),7.86(1H,dd,J=2.4,8.3),8.00(2H,d,J=9.0),8.83(1H,dd,J=0.7,2.4) |
Ⅰa-12 | 233-236℃,1H-NMR(CDCl3)δ3.13(3H,s),3.14(3H,s),5.20(2H,s),5.21(2H,s),7.17(2H,dd,J=1.7,8.3),7.36-7.54(11H,m),7.59(1H,d,J=2.4),7.73(1H,d,J=8.3),7.78(1H,dd,J=2.4,8.3),7.98-8.02(2H,m),8.84(1H,d,J=2.5) |
Ⅰa-13 | 150-151℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(6H,s),4.63(4H,d,J=6.8),5.52(2H,brt,J=6.8),5.73(1H,s),5.78(1H,s),6.97(2H,d,J=8.3),7.10(1H,dd,J=2.2,8.3),7.21(1H,d,J=2.2),7.57(1H,dd,J=2.2,8.3),7.60(1H,d,J=2.2),7.69(1H,brd,J=8.3),7 85(1H,dd,J=2.4,8.3),8.84(1H,brd,J=2.4) |
Ⅰa-15 | 172-173℃,1H-NMR(CDCl3)δ5.11(1H,s),5.17(2H,s),5.75(1H,s),6.93(2H,d,J=8.5),6.95-7.03(2H,m),7.11(1H,d,J=2.0),7.38-7.45(5H,m),7.62(1H,d,J=8.1),7.67(1H,d,J=8.1),7.96(2H,d,J=8.5) |
表89
Ⅰa-16 | 159-161℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),4.63(2H,d,J=6.8),5.02(1H,s),5.52(1h,brt,J=6.8),5.75(1H,s),6.92(2H,d,J=8.5),6.94(1H,d,J=8.3),6.97(1H,dd,J=2.2,8.3),7.08(1H,d,J=2.2),7.62(1H,d,J=8.1),7.66(1H,d,J=8.1),7.95(2H,d,J=8.5) |
Ⅰa-17 | 134-134.5℃,1H-NMR(CDCl3)δ3.13(3H,s),3.18(3H,s),5.20(2H,s),7.16(1H,d,J=8.5),7.37-7.50(9H,m),7.71和7.74(各为1H,ABq,J=8.1),8.10(2H,d,J=8.8) |
Ⅰa-18 | 99-100℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),3.19(3H,s),3.24(3H,s),4.66(2H,d,J=6.8),5.51(1h,brt,J=6.8),7.10(1H,d,J=8.5),7.38-7.48(4H,m),7.71和7.74(各为1H,ABq,J=8.1),8.10(2H,d,J=8.8) |
Ⅰa-21 | 215-216℃,1H-NMR(CDCl3-DMSO-d6)δ1.77(3H,s),1.82(3H,s),2.35(3H,s),4.63(2H,d,J=6.8),5.54(1H,brt,J=6.8),6.51(1H,s),6.79(1H,dd,J=2.2,8.1),6.93-6.96(4H,m),7.52(1H,s),7.87(2H,d,J=8.8),8.43(1H,s),8.79(1H,s) |
Ⅰa-22 | 203-204℃,1H-NMR(CDCl3)δ1.76(3H,s),1.80(3H,s),2.37(3H,s),3.89(3H,s),4.64(2H,d,J=6.8),5.56(1H,brt,J=6.8),6.20(1H,brs),6.86-6.89(2H,m),6.89(2H,d,J=8.8),6.97(1H,d,J=8.5),7.55(1H,s),7.88(2H,d,J=8.8),8.48(1H,s) |
Ⅰa-23 | 140-141℃,1H-NMR(CDCl3)δ2.39(3H,s),3.17(3H,s),5.18(2H,s),5.78(1H,s),6.83(1H,dd,J=2.2,8.3),6.98(1H,d,J=2.2),7.03(1H,d,J=8.3),7.40(2H,d,J=8.8),7.41-7.47(5H,m),7.59(1H,s),8.07(2H,d,J=8.8),8.50(1H,s) |
Ⅰa-24 | 156-157℃,1H-NMR(CDCl3)δ2.39(3H,s),3.13(3H,s),3.18(3H,s),5.20(2H,s),7.18(1H,d,J=8.5),7.26(1H,dd,J=2.0,8.5),7.36-7.49(8H,m),7.61(1H,s),8.07(2H,d,J=90.),8.50(1H,s) |
Ⅰa-25 | 111-112℃,1H-NMR(CDCl3)δ1.78(3H,s),1.83(3H,s),2.39(3H,s),3.18(3H,s),3.24(3H,s),4.65(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.11(1H,d,J=8.5),7.26(1H,dd,J=2.2,8.5),7.34(1H,d,J=2.2),7.40(2H,d,J=8.8),7.60(1H,s),8.07(2H,d,J=8.8),8.50(1H,s) |
Ⅰa-26 | 124-127℃,1H-NMR(CDCl3)δ1.77(3H,s),1.80(3H,s),2.39(3H,s),3.18(3H,s),3.90(3H,s),4.65(2H,d,J=6.8),5.57(1H,brt,J=6.8),6.87-6.912H,m),6.98(1H,d,J=8.3),7.40(2H,d,J=8.8),7.60(1H,s),8.08(2H,d,J=8.8),8.53(1H,s) |
Ⅰa-27 | 213-214℃,1H-NMR(CDCl3)δ2.58(3H,s),5.21(2H,s),5.87(1H,s),7.06-7.18(5H,m),7.42-7.49(7H,m),8.29(1H,brs),8 86(1H,brs),9.011H,brs) |
Ⅰa-28 | 198-199℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.42(3H,s),4.63(2H,d,J=6.7),5.51(1H,t,J=6.7),5.68(1H,s),5.77(1H,s),6.87(2H,d,J=7.8),6.96(1H,d,J=8.5),7.10(1H,dd,J=8.5,2.4),7.21(1H,d,J=2.4),7.44(2H,d,J=7.8)7.71(1H,d,J=2.4),8.68(1H,d,J=2.4), |
Ⅰa-31 | 198-199℃,1H-NMR(CDCl3)δ2.53(3H,s),3.14(3H,s),3.21(3H,s),5.21(2H,s),7.22(1H,d,J=8.5),7.39-7.49(7H,m),7.55-7.62(2H,m),7.73(2H,d,J=9.2),8.05(1H,brs),8.84(1H,brs) |
Ⅰa-32 | 142-144℃,1H-NMR(CDCl3)δ1.78(3H,s),1.82(3H,s),2.43(3H,s),3.17(3H,s),3.24(3H,s),4.65(2H,d,J=6.7),5.50(1H,brt,J=6.7),7.12(1H,d,J=8.5),7.40(2H,dd,J=6.7,1.8),7.52(1H,dd,J=8.6,2.4),7.57(1H,s)7.64(2H,d,J=8.5),7.74(1H,s)8.70(1H,d,J=2.5) |
表90
Ⅰa-35 | 152-154℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.59(3H,s),4.12(2H,d,J=7.3),5.53(1H,t,J=7.3),5.77(1H,brs),6.79-6.95(5H,m),7.49(1H,d,J=8.0),7.55(1H,d,J=8.0),7.88(2H,d,J=8.5) |
Ⅰa-38 | 109-112℃,1H-NMR(CDCl3)δ2.60(3H,s),3.12(3H,s),3.16(3H,s),5.19(2H,s),7.15(1H,d,J=8.5),7.27(1H,dd,J=7.8,1.8),7.35-7.50(8H,m),7.59(2H,s),8.09(2H,d,J=9.2) |
Ⅰa-39 | oil,1.78(3H,s),1H-NMR(CDCl3)δ1.82(3H,s),2.60(3H,s),3.17(3H,s),3.24(3H,s),4.65(2H,d,J=6.7),5.51(1H,brt,J=6.7),7.09(1H,d,J=8.6),7.24-7.27(1H,m),7.34-7.35(2H,m),7.40(1H,d,J=8.6)7.59(2H,s),8.09(2H,d,J=9.2) |
Ⅰa-42 | 175-176℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.32(3H,s),2.54(3H,s),4.63(2H,d,J=6.8),5.52(1H,brs),5.53(1H,t,J=6.8),5.75(1H,brs),6.80-6.84(3H,m),6.93(1H,d,J=7.8),6.95(1H,d,J=1.8),7.38-7.41(3H,m) |
Ⅰa-43 | 177-178℃,1H-NMR(CDCl3)δ1.77(3H,s),1.79(3H,s),2.32(3H,s),2.56(3H,s),3.90(3H,s),4.64(2H,d,J=6.8),5.56(1H,t,J=6.8),6.75(2H,d,J=8.5),6.87-6.97(3H,m),7.33(2H,d,J=8.5),7.43(1H,s) |
Ⅰa-45 | 79-81℃,1H-NMR(CDCl3)δ2.33(3H,s),2.53(3H,s),3.16(3H,s),5.18(2H,s),5.75(1H,s),6.83(1H,dd,J=7.8,1.8),6.98(1H,d,J=1.8),7.00(1H,d,J=8.5),7.37-7.55(8H,m),7.63(2H,d,J=8.5) |
Ⅰa-46 | 163-164℃,1H-NMR(CDCl3)δ2.34(3H,s),2.54(3H,s),3.13(3H,s),3.17(3H,s),5.19(2H,s),7.15(1H,d,J=8.5),7.27(1H,dd,J=8.5,2.5),7.35-7.50(9H,m),7.62(2H,d,J=8.5) |
Ⅰa-47 | oil,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.34(3H,s),2.54(3H,s),3.17(3H,s),3.23(3H,s),4.66(2H,d,J=7.3),5.51(1H,brt,J=7.3),7.08(1H,d,J=8.6),7.26(1H,dd,J=8.6,2.4),7.35(1H,d,J=2.4),7.39(2H,d,J=8.6),7.43(1H,s),7.64(2H,d,J=8.6) |
Ⅰa-48 | 149-150℃,1H-NMR(CDCl3)δ1.77(3H,s),1.80(3H,s),2.35(3H,s),2.54(3H,s),3.17(3H,s),3.90(3H,s),4.64(2H,d,J=6.8),5.57(1H,t,J=6.8),6.87(1H,s),6.88-6.98(2H,m),7.39(2H,d,J=8.5),7.44(1H,s),7.63(2H,d,J=8.5) |
Ⅰa-65 | 237-239℃,1H-NMR(CDCl3-CD3OD)δ3.16(3H,s),5.21(2H,s),6.96(2H,d,J=8.6),7.20(1H,d,J=9.3),7.38-7.51(5H,m),7.72(1H,brd,J=8.3),7.90-7.95(3H,m),8.80(1H,brd,J=2.4) |
Ⅰa-66 | 152-153℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),4.63(2H,d,J=6.8),5.51(1H,brt,J=6.8),5.59(1H,brs),5.75(1H,s),6.95(2H,d,J=8.6),6.97(1H,d,J=8.3),7.50(2H,d,J=8.6),7.56(1H,dd,J=2.2,8.3),7.59(1H,d,J=2.2),7.69(1H,dd,J=0.7,8.3),7.86(1H,2.4,8.3),8.83(1H,dd,J=0.7,2.4) |
Ⅰa-68 | 167-168℃,1H-NMR(CDCl3)δ3.13(3H,s),3.20(3H,s),5.21(2H,s),7.18(1H,d,J=8.3),7.38-7.48(7H,m),7.67(2H,d,J=8.8),7.76(1H,brd,J=3.3),7.91(1H,dd,J=2.4,8.3),7.99-8.03(2H,m),8.85(1H,brd,J=2.4) |
Ⅰa-69 | 151-152.5℃,1H-NMR(CDC13)δ1.77(3H,s),1.81(3H,s),3.20(3H,s),3.24(3H,s),4.66(2H,d,J=6.8),5.50(1H,brt,J=6.8),7.12(1H,d,J=9.3),7.42(2H,d,J=8.5),7.67(2H,d,J=8.5),7.76(1H,brd,J=8.3),7.90(1H,dd,J=2.4,8.3),8.00-8.03(2H,m),8.85(1H,brd,J=2.4) |
Ⅰa-71 | 220-221℃1H-NMR(CDCl3)δ2.57(3H,s),3.51(2H,brs),5.18(2H,s),7.14(1H,d,J=7.3),7.15-7.62(11H,m),8.11(1H,d,J=1.8),8.78(1H,d,J=1.8) |
表91
Ⅰa-73 | 180-181℃,1H-NMR(CDCl3)δ1.74(3H,s),1.79(3H,s),2.42(3H,s),4.61(2H,d,J=6.8),5.50(1H,t,J=6.8),6.84-6.96(5H,m),7.05(1H,dd,J=7.8,1.8),7.14(1H,d,J=1.8),7.44(2H,d,J=9.2),7.71(1H,f,J=1.8)8.65(1H,d,J=1.8), |
Ⅰa-75 | 164-165℃,1H-NMR(CDCl3)δ2.53(3H,s),3.13(3H,s),3.21(3H,s),5.19(2H,s),7.16(1H,d,J=7.3),7.32-7.50(7H,m),7.61(2H,dd,J=8.5,2.4),7.70(2H,d,J=7.3),7.79(1H,d,J=1.8)8.76(1H,d,J=1.8) |
Ⅰa-76 | 151-152℃1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),2.48(3H,s),3.20(3H,s),3.21(3H,s),4.65(2H,d,J=6.8),5.50(1H,t,J=6.8),7.11(1H,d,J=7.9),7.41(2H,d,J=9.2),7.55(1H,dd,J=7.8,1.8),7.58(1H,s),7.66(2H,d,J=7.9),7.74(1H,d,J=1.8)8.71(1H,d,J=1.8), |
Ⅰa-79 | 189-191℃,1H-NMR(CDCl3)δ2.34(3H,s),5.18(2H,s),5.29(1H,brs),5.71(1H,s),6.83(1H,dd,J=2.2,8.3),6.92(2H,d,J=8.6),7.03(1H,d,J=8.3),7.23(2H,d,J=8.6),7.37-7.47(5H,m),7.54(1H,s),7.55(1H,dd,J=2.2,8.3),7.60(2H,d,J=2.2),8.45(1H,s) |
Ⅰa-80 | 165-166℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.35(3H,s),4.63(2H,d,J=6.8),5.51(1H,brt,J=6.8),5.75(1H,s),6.19(1H,brs),6.92(2H,d,J=8.8),6.96(1H,d,J=8.8),7.21(2H,d,J=8.8),7.52-7.57(3H,m),8.44(1H,s) |
Ⅰa-82 | 18.9-190℃,1H-NMR(CDCl3)δ2.35(3H,s),3.13(3H,s),3.22(3H,s),5.20(2H,s),7.18(1H,d,J=9.0),7.36-7.49(9H,m),7.58(1H,s),7.99-8.02(2H,m),8.46(1H,s) |
Ⅰa-83 | 169-170℃,1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),2.35(3H,s),3.22(3H,s),3.24(3H,s),4.66(2H,d,J=6.8),5.50(1H,brt,J=6.8),7.11(1H,d,J=8.6),7.40(4H,s),7.58(1H,s),7.96(1H,d,J=2.2),8.00(1H,dd,J=2.2,8.6),8.45(1H,s) |
Ⅰa-85 | 143-146℃,1H-NMR(CDCl3)δ2.53(3H,s),5.03(1H,brs),5.18(2H,s),5.72(1H,s),6.92(2H,dd,J=7.8,1.8),7.02(1H,d,J=6.8),7.23(2H,dd,J=7.3,1.8),7.33-7.48(5H,m),7.49-7.60(3H,m),7.67(1H,d,J=1.8) |
Ⅰa-87 | 168-169℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.56(3H,s),4.63(2H,d,J=6.8),4.84(1H,s),5.51(1H,t,J=6.8),5.70(1H,s),6.91(2H,d,J=8.5),6.95(1H,d,J=8.5),7.22(2H,s),7.51(2H,s),7.55(1H,dd,J=8,5,2.4),7.62(1H,d,J=2.4) |
Ⅰa-89 | 174-175℃,1H-NMR(CDCl3)δ2.56(3H,s),3.13(3H,s),3.21(3H,s),5.20(2H,s),7.15(1H,d,J=8.5),7.29-7.48(9H,m),7.56(2H,s),7.99(1H,dd,J=8.5,2.4),8.03(1H,d,J=2.4) |
Ⅰa-90 | 141-142℃,1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),2.56(3H,s),3.21(3H,s),3.24(3H,s),4.65(2H,d,J=6.8),5.50(1H,t,J=6.8),7.10(1H,d,J=8.6),7.36-7.43(4H,m),7.55(2H,d,J=1.2),7.98(1H,dd,J=8.6,2.4),8.01(1H,d,J=1.2) |
Ⅰa-93 | 118-121℃,1H-NMR(CDCl3)δ2.36(3H,s),2.51(3H,s),3.10(3H,s),5.10(1H,brs),5.18(2H,s),6.90(2H,d,J=8.6),7.14(1H,d,J=8.6),7.21-7.48(8H,m),7.52(1H,dd,J=8.6,1.8).7.58(1H,d,J=1.8) |
Ⅰa-94 | 168-169℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.33(3H,s),2.51(3H,s),4.61(2H,d,J=6.8),5.32(1H,brs),5.51(1H,t,J=6.8),5.73(1H,s),6.87-6.95(3H,m),7.04(1H,dd,J=8.5,1.8),7.14(1H,d,J=1.8),7.21-7.24(2H,m),7.37(1H,s) |
Ⅰa-96 | 140-141℃,1H-NMR(CDCl3)δ2.38(3H,s),2.50(3H,s),3.11(3H,s),3.21(3H,s),5.19(2H,s),7.16(1H,d,J=8.5),7.33-7.51(10H,m),7.55(1H,dd,J=7.8,1.8),7.62(1H,d,J=1.8) |
表92
Ⅰa-97 | 106-107℃,1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),2.38(3H,s),2.51(3H,s),3.20(3H,s),3.21(3H,s),4.64(2H,d,J=6.8),5.49(1H,t,J=6.8),7.10(1H,d,J=8.0),7.35-7.44(5H,m),7.51-7.65(2H,m) |
Ⅰa-125 | 121-122℃,1H-NMR(CDCl3)δ2.38(3H,s),3.90(3H,s),4.03(3H,s),5.21(2H,s),6.77(1H,dd,J=2.0,8.3),6.82(1H,d,J=2.0),6.97(1H,d,J=8.3),7.32-7.49(8H,m),8.46-8.49(2H,m) |
Ⅰa-127 | 110-111℃,1H-NMR(CDCl3)δ2.39(3H,s),4.03(3H,s),5.11(2H,s),7.06(2H,d,J=8.5),7.22(2H,d,J=8.5),7.34-7.51(8H,m),8.44-8.50(2H,m) |
Ⅰa-128 | 115-116℃,1H-NMR(CDCl3)δ2.38(3H,s),4.03(3H,s),5.07(2H,s),7.06(2H,d,J=9.2),7.21(4H,d,J=9.2),7.36(2H,d,J=8.5),7.45-7.51(3H,m),8.46-8.50(2H,m) |
Ⅰa-129 | 129-130℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.39(3H,s),4.03(3H,s),4.56(2H,d,J=6.7),5.55(1H,brt,J=6.7),7.00(2H,d,J=8.5),7.21(2H,d,J=8.5),7.46-7.51(3H,m),8.46-8.50(2H,m) |
Ⅰa-131 | 121-122℃,1H-NMR(CDCl3)δ2.39(3H,s),4.03(3H,s),5.16(2H,s),5.75(1h,s),6.76(1H,dd,J=2.2,8.3),6.90(1H,d,J=2.2),7.01(1H,d,J=8.1),7.38-7.5(8H,m),8.46-8.50(2H,m) |
Ⅰa-132 | 142-143℃,1H-NMR(CDCl3)δ2.29(3H,s),2.41(3H,s),4.02(3H,s),5.14(2H,s),7.02(1H,d,J=1.2),7.05-7.11(2H,m),7.33-7.49(8H,m),8.45-8.50(2H,m) |
Ⅰa-133 | 161.5-162.5℃,1H-NMR(CDCl3)δ2.42(3H,s),3.11(3H,s),4.03(3H,s),5.18(2H,s),7.14(1H,d,J=8.6),7.21(1H,dd,J=2.0,8.6),7.31(1H,d,J=2.0),7.37-7.50(8H,m),8.46-8.49(2H,m) |
Ⅰa-134 | 142-143℃,1H-NMR(CDCl3)δ2.39(3H,s),4.03(3H,s),5.23(2H,s),7.15(1H,d,J=8.5),7.17-7.25(2H,m),7.33-7.51(8H,m),8.45-8.50(2H,m) |
Ⅰa-135 | 132-133℃,1H-NMR(CDCl3)δ2.37(3H,s),4.03(3H,s),4.94(2H,s),6.98(1H,d,J=8.6),7.15(1H,dd,J=1.8,8.6),7.17(1H,d,J=1.8),7.33-7.60(11H,m),7.87(2H,d,J=7.3),8.45-8.59(2H,m) |
Ⅰa-136 | 127-128℃,1H-NMR(CDCl3)δ2.40(3H,s),2.42(3H,s),4.04(3H,s),5.14(2H,s),5.70(1H,s),6.79(1H,dd,J=1.8,7.9),6.90(1H,d,J=1.8),7.05(1H,d,J=7.9),7.22-7.36(3H,m),7.40(1H,d,J=6.7),7.43-7.55(3H,m),8.44-8.50(2H,m) |
Ⅰa-137 | 87-89℃,1H-NMR(CDCl3)δ2.39(3H,s),2.41(3H,s),4.03(3H,s),5.12(2H,s),5.73(1H,s),6.76(1H,dd,J=1.8,7.9),6.90(1H,d,J=1.8),7.011H,d,J=7.9),7.18-7.36(4H,m),7.43-7.53(3H,m),8.46-8.52(2H,m) |
Ⅰa-138 | 114-115℃,1H-NMR(CDCl3)δ2.39(6H,s),4.02(3H,s),5.10(2H,s),5.741H,s),6.75(1H,dd,J=2.0,8.3),6.89(1H,d,J=2.0),7.01(1H,d,J=8.3),7.24(2H,d,J=8.6),7.36(2H,d,J=8.6),7.45-7.50(3H,m),8.46-8.50(2H,m) |
Ⅰa-139 | 92-193℃,1H-NMR(CDCl3)δ2.42(3H,s),2.43(3H,s),3.06(3H,s),4.04(3H,s),5.16(2H,s),7.15-7.33(6H,m),7.41-7.50(4H,m),8.46-8.51(2H,m) |
Ⅰa-140 | 151-152℃,1H-NMR(CDCl3)δ2.39(3H,s),2.42(3H,s),3.12(3H,s),4.03(3H,s),5.14(2H,s),7.14(1H,d,J=8.5),7.18-7.31(6H,m),7.46-7.50(3H,m),8.45-8.50(2H,m) |
Ⅰa-141 | 188-189℃,1H-NMR(CDCl3)δ2.39(3H,s),2.41(3H,s),3.11(3H,s),4.03(3H,s),5.13(2H,s),7.14(1H,d,J=8.6),7.20(1H,dd,J=2.2,8.6),7.22(2H,d,J=8.0),7.30(1H,d,J=2.2),7.36(2H,d,J=8.0),7.47-7.50(3H,m),8.46-8.49(2H,m) |
表93
Ⅰa-142 | 166-167℃,1H-NMR(CDCl3)δ2.39(3H,s),3.91(3H,s),4.03(3H,s),5.15(2H,s),6.18(1H,s),6.75(1H,dd,J=1.8,7.9),6.89(1H,d,J=2.4),6.97(1H,d,J=7.9),7.03(1H,d,J=7.9),7.34-7.49(5H,m),8.46-8.50(2H,m) |
Ⅰa-143 | 166-167℃,1H-NMR(CDCl3)δ2.39(3H,s),3.84(3H,s),4.03(3H,s),5.13(2H,s),5.74(1H,s),6.75(1H,dd,J=1.8,8.5),6.89(1H,d,J=1.8),6.90-7.05(4H,m),7.34(1H,d,J=7.9),7.44-7.50(3H,m),8.45-8.50(2H,m) |
Ⅰa-144 | 125-126℃,1H-NMR(CDCl3)δ2.39(3H,s),3.85(3H,s),4.03(3H,s),5.08(2H,s),5.70(1H,s),6.76(1H,dd,J=1.8,7.9),6.89(1H,d,J=8.5),6.96(2H,d,J=8.5),7.02(1H,d,J=7.9),7.38(2H,d,J=8.5),7.44-7.50(3H,m),8.45-8.50(2H,m) |
Ⅰa-145 | 193-195℃,1H-NMR(CDCl3)δ2.42(3H,s),3.13(3H,s),3.87(3H,s),4.03(3H,s),5.21(2H,s),6.94(1H,d,J=7.9),6.98-7.04(1H,m),7.19-7.21(2H,m),7.30(1H,d,J=1.8),7.36(1H,d,J=7.9)7.45-7.50(4H,m),8.45-8.50(2H,m) |
Ⅰa-146 | 166-167℃,1H-NMR(CDCl3)δ2.41(3H,s),3.15(3H,s),3.84(3H,s),4.03(3H,s),5.16(2H,s),6.91(1H,d,J=8.5),7.02-7.06(2H,m),7.12(1H,d,J=8.5),7.20(1H,dd,J=1.8,8.5),7.30(1H,d,J=1.8),7.35(1H,d,J=7.9)7.45-7.49(3H,m),8.45-8.50(2H,m) |
Ⅰa-147 | 171-172℃1H-NMR(CDCl3)δ2.41(3H,s),3.09(3H,s),3.84(3H,s),4.03(3H,s),5.10(2H,s),6.94(2H,d,J=8.5),6.97-7.23(2H,m),7.29(1H,d,J=1.8),7.39(2H,d,J=8.5),7.45-7.49(3H,m),8.45-8.49(2H,m) |
Ⅰa-148 | 177-179℃,1H-NMR(CDCl3)δ2.39(8H,s),4.03(3H,s),5.27(2H,s),6.72(1H,dd,J=2.4,8.5),6.93(1H,d,J=1.8),7.12(1H,d,J=7.9),7.31-7.36(2H,m),7.46-7.49(3H,m),7.78(1H,dt,J=1.8,7.3),8.46-8.50(2H,m),8.68(1H,d,J=4.9),9.76(1H,s) |
Ⅰa-149 | 221-212℃,1H-NMR(CDCl3)δ2.39(3H,s),4.03(3H,s),5.19(2H,s)5.69(1H,s),6.78(1H,dd,J=1.8,7.9),6.92(1H,d,J=2.4),7.01(1H,d,J=8.5),7.35-7.40(1H,m),7.45-7.51(3H,m),7.80(1H,d,J=7.9),8.46-8.50(2H,m),8.65(1H,d,J=4.9),8.72(1H,s) |
Ⅰa-150 | 222-224℃,1H-NMR(CDCl3)δ2.39(3H,s),4.03(3H,s),5.19(2H,s),6.08(1H,s),6.75(1H,dd,J=1.8,7.9),6.92(1H,d,J=6.7),6.94(1H,s),7.35(2H,d,J=6.1),7.45-7.51(3H,m),8.25-8.50(2H,m),8.65(2H,d,J=5.5) |
Ⅰa-151 | 195-197℃,1H-NMR(CDCl3)δ2.41(3H,s),3.23(3H,s),4.03(3H,s),5.32(2H,s),7.13(1H,d,J=8.5),7.20(1H,dd,J=2.4,8.5),7.26-7.33(2H,m),7.46-7.50(3H,m),7.62(1H,d,J=7.3),7.78(1H,dt,J=1.8,7.9),8.45-8.50(2H,m),8.62(1H,d,J=4.9) |
Ⅰa-152 | 173-174℃,1H-NMR(CDCl3)δ2.42(3H,s),3.13(3H,s),4.03(3H,s),5.21(2H,s),7.15(1H,d,J=7.9),7.21(1H,d,J=1.8),7.31(1H,d,J=1.8),7.36-7.41(1H,m),7.47-7.89(3H,m),8.46-8.50(2H,m),8.73(1H,s),8.65(1H,d,J=4.9),8.73(1H,s) |
Ⅰa-153 | 186-187℃,1H-NMR(CDCl3)δ2.41(3H,s),3.20(3H,s),4.03(3H,s),5.22(2H,s),7.06(1H,d,J=8.5),7.21(1H,dd,J=1.8,8.5),7.32(1H,d,J=2.4),7.42(1H,d,J=6.1),7.47-7.50(3H,m),8.45-8.50(2H,m),8.68(2H,d,J=4.9) |
Ⅰa-154 | 112-113℃,1H-NMR(CDCl3)δ2.37(3H,s),3.16(2H,t,J=6.7),4.02(3H,s),4.32(2H,t,J=6.7),5.55(1H,s),6.74(1H,dd,J=1.8,8.5),6.85(1H,d,J=1.8),6.93(1H,d,J=8.5),7.25-7.39(5H,m),7.45-7.49(3H,m),8.45-8.49(2H,m) |
表94
Ⅰa-155 | 169-170℃,1H-NMR(CDCl3)δ2.39(3H,s),2.88(3H,s),3.18(2H,t,J=6.7),4.02(3H,s),4.35(2H,t,J=6.7),7.07(1H,d,J=8.5),7.19(1H,dd,J=1.8,7.9),7.25-7.38(6H,m),7.46-7.49(3H,m),8.44-8.49(2H,m) |
Ⅰa-156 | 117-119℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.39(3H,s),4.03(3H,s),4.62(2H,d,J=6.8),5.52(1H,brt,J=6.8),5.75(1H,s),6.75(1H,dd,J=2.2,8.3),6.87(1H,d,J=2.2),6.94(1H,d,J=8.3),7.45-7.50(3H,m),8.46-8.49(2H,m) |
Ⅰa-157 | 121-124℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.42(3H,s),3.23(3H,s),3.40(3H,s),4.63(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.07(1H,d,J=8.6),7.19(1H,dd,J=2.0,8.6),7.28(1H,d,J=2.0),7.45-7.50(3H,m),8.45-8.49(2H,m) |
Ⅰa-159 | 79-80℃,1H-NMR(CDCl3)δ1.75(3H,s),1.76(3H,s),2.38(3H,s),2.54(2H,q,J=6.7),4.03(3H,s),4.08(2H,t,J=6.7),5.23(1H,t,J=7.3),5.71(1H,s),6.74(1H,dd,J=1.8,7.9),6.87(1H,d,J=1.8),6.92(1H,d,J=7.9),7.44-7.51(3H,m),8.45-8.50(2H,m) |
Ⅰa-160 | 152-153℃,1H-NMR(CDCl3)δ1.69(3H,s),1.74(3H,s),2.41(3H,s),2.56(2H,q,J=6.7),3.21(3H,s),4.03(3H,s),4.08(2H,t,J=6.7),5.22(1H,t,J=6.7),7.06(1H,d,J=7.9),7.20(1H,dd,J=1.8,7.9),7.28(1H,d,J=1.8),7.46-7.50(3H,m),8.45-8.50(2H,m) |
Ⅰa-162 | 200.5-201.5℃,1H-NMR(CDCl3)δ2.38(3H,s),3.11(3H,s),4.01(3H,s),5.17(2H,s),5.38(1H,s),6.90(2H,d,J=8.8),7.13(1H,d,J=8.5),7.19(1H,dd,J=2.0,8.5),7.29(1H,d,J=2.0),7.37-7.49(5H,m),8.37(2H,d,J=8.8) |
Ⅰa-163 | 163-168℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.36(3H,s),4.01(3H,s),4.62(2H,d,J=6.6),5.53(1H,brt,J=6.6),5.58(1H,br),5.74(1H,brs),6.73(1H,dd,J=2.0,8.3),6.86(1H,d,J=2.0),6.89(2H,d,J=8.8),6.93(1H,d,J=8.3),8.37(2H,J=8.8) |
Ⅰa-167 | 185.5-186.5℃,1H-NMR(CDCl3)δ2.41(3H,s),3.11(3H,s),3.18(3H,s),4.02(3H,s),5.18(2H,s),7.15(1H,d,J=8.3),7.21(1H,dd,J=2.0,8.3),7.30(1H,d,J=2.0),7.36-7.49(7H,m),8.54(2H,d,J=8.8) |
Ⅰa-168 | 138-139℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.41(3H,s),3.18(3H,s),3.22(3H,s),4.02(3H,s),4.64(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.08(1H,d,J=8.5),7.19(1H,dd,J=2.0,8.5),7.28(1H,d,J=2.0),7.39(2H,d,J=9.0),8.54(2H,J=9.0) |
Ⅰa-173 | 202-204℃,1H-NMR(CDCl3)δ2.40(3H,s),2.55(3H,s),3.11(3H,s),4.02(3H,s),5.17(2H,s),7.14(1H,d,J=8.5),7.20(1H,dd,J=2.0,8.5),7.30(1H,d,J=2.0),7.33(2H,brd,J=8.6),7.37-7.50(5H,m),8.40(2H,brd,J=8.6) |
Ⅰa-175 | 205-206℃,1H-NMR(CDCl3)δ2.44(3H,s),3.10(3H,s),3.12(3H,s),4.05(3H,s),5.18(2H,s),7.16(1H,d,J=8.5),7.21(1H,dd,J=2.0,8.5),7.31(1H,d,J=2.0),7.37-7.50(5H,m),8.05(2H,brd,J=8.6),8.68(2H,brd,J=8.6) |
Ⅰa-176 | 178-179℃,1H-NMR(CDCl3)δ2.40(3H,s),3.11(3H,s),4.01(3H,s),5.17(2H,s),7.12-7.22(4H,m),7.29(1H,d,J=2.0),7.37-7.50(5h,m),8.48(2H,dd,J=5.6,9.0) |
Ⅰa-177 | 127-128℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.37(3H,s),4.01(3H,s),4.62(2H,d,J=6.8),5.53(1H,brt,J=6.8),5.74(1H,s),6.74(1H,dd,J=2.0,8.3),6.86(1H,d,J=2.0),6.94(1H,d,J=8.3),7.14(2H,d,J=8.8),8.48(2H,dd,J=5.6,8.8) |
表95
Ⅰa-178 | 143-144℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.40(3H,s),3.23(3H,s),4.02(3H,s),4.63(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.05-7.20(4H,m),7.27(1H,d,J=2.2),8.48(2H,dd,J=5.6,9.0) |
Ⅰa-179 | 118-120℃,1H-NMR(CDCl3)δ2.43(3H,s),3.12(3H,s),4.05(3H,s),5.18(2H,s),7.15(1H,d,J=8.6),7.21(1H,dd,J=2.0,8.6),7.31(1H,d,J=2.0),7.38-7.50(5H,m),7.60(1H,brt,J=7.8),7.73(1H,br d,J=7.8),8.67(1H,brd,J=7.8),8.75(1H,brs) |
Ⅰa-180 | 114-115℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.40(3H,s),4.04(3H,s),4.63(2H,d,J=6.8),5.53(1H,brt,J=6.8),5.74(1H,s),6.75(1H,dd,J=2.0,8.3),6.87(1H,d,J=2.0),6.95(1H,d,J=8.3),7.60(1H,t,J=7.8),7.72(1H,brd,J=7.8),8.67(1H,brd,J=7.8),8.75(1H,s) |
Ⅰa-181 | 102-103℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.43(3H,s),3.23(3H,s),4.05(3H,s),4.64(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.08(1H,d,J=8.6),7.20(1H,dd,J=2.2,8.6),7.28(1H,d,J=2.2),7.60(1H,t,J=7.6),7.73(1H,d,J=7.6),8.67(1H,d,J=7.6),8.75(1H,s) |
Ⅰa-182 | 155-156℃,1H-NMR(CDCl3)δ2.41(3H,s),4.06(3H,s),5.17(2H,s),5.75(1H,s),6.76(1H,dd,J=2.0,8.3),6.90(1H,d,J=2.0),7.02(1H,d,J=8.3),7.40-7.48(5H,m),7.65(1H,t,J=8.1),8.31(1H,ddd,J=1.2,2.5,8.1),8.83(1H,ddd,J=1.2,1.5,8,1),9.31(1H,dd,J=1.5,2.5) |
Ⅰa-183 | 160-167℃,1H-NMR(CDCl3)δ2.44(3H,s),3.12(3H,s),4.06(3H,s),5.19(2H,s),7.16(1H,d,J=8.5),7.22(1H,dd,J=2.2,8.5),7.31(1H,d,J=2.2),7.38-7.49(5H,m),7.65(1H,t,J=8.1),8.32(1H,ddd,J=1.2,2.4,8.3),8.83(1H,ddd,J=1.2,1.5,8,3),9.31(1H,dd,J=1.5,2.4) |
Ⅰa-184 | 153-155℃,1H-NMR(CDCl3)2.40(3H,s),3.11(3H,s),4.02(3H,s),5.17(2H,s),6.81(1H,ddd,J=1.2,2.5,7.8),7.14(1H,d,J=8.5),7.20(1H,dd,J=2.2,8.5),7.27(1H,t,J=7.8),7.30(1H,d,J=2.2),7.37-7.48(5H,m),7.81(1H,dd,J=1.5,2.5),7.88(1H,ddd,J=1.2,1.5,7.8) |
Ⅰa-185 | 143-144℃,1H-NMR(CDCl3)δ2.22(3H,s),2.40(3H,s),3.11(3H,s),4.03(3H,s),5.17(2H,s),7.14(1H,d,J=8.6),7.21(1H,dd,J=2.0,8.6),7.30(1H,d,J=2.0),7.31(1H,s),7.37-7.48(6H,m),7.91(1H,br d,J=81),8.23(1H,brd,J=8.1),8.35(1H,brs) |
Ⅰa-186 | 171-172℃,1H-NMR(CDCl3)δ2.40(3H,s),3.05(3H,s),3.12(3H,s),4.02(3H,s),5.18(2H,s),6.59(1H,brs),7.14(1H,d,J=8.6),7.20(1H,dd,J=2.0,8.6),7.30(1H,d,J=2.0),7.37-7.52(7H,m),8.24(1H,br s),8.31(1H,brd,J=6.8) |
Ⅰa-187 | 165-167℃,1H-NMR(CDCl3)1.77(3H,s),1.83(3H,s),2.39(3H,s),3.05(3H,s),4.03(3H,s),4.6(2H,d,J=6.8),5.5(1H,brt,J=6.8),5.74(1H,s),6.45(1H,brs),6.73(1H,dd,J=2.2,8.3),6.86(1H,d,J=2.2),6.941H,d,J=8.3),7.45-7.52(2H,m),8.24(1H,m),8.30-8.34(1H,m) |
Ⅰa-188 | 150-151℃,1H-NMR(CDCl3)δ1.58(3H,s),1.67(3H,s),2.41(3H,s),2.96(3H,s),3.12(3H,s),4.03(3H,s),4.36(2H,d,J=7.3),5.18(2H,s),5.291H,brt,J=7.3),7.15(1H,d,J=8.6),7.20(1H,dd,J=2.0,8.6),7.29(1H,d,J=2.0),7.37-7.48(7H,m),8.42-8.45(2H,m) |
Ⅰa-189 | 91-94℃,1H-NMR(CDCl3)1.58(3H,s),1.67(3H,s),1.77(3H,s),1.83(3H,s),2.38(3H,s),2.96(3H,s),4.02(3H,s),4.36(2H,d,J=6.8),4.62(2H,d,J=6.8),5.29(1H,brt,J=6.8),5.52(1H,brt,J=6.8),5.76(1H,s),6.73(1H,dd,J=2.2,8.3),6.86(1H,d,J=2.2),6.94(1H,d,J=8.3),7.45-7.51(2H,m),8.42-8.46(2H.m) |
表96
Ⅰa-190 | 110-111℃,1H-NMR(CDCl3)δ1.58(3H,s),1.67(3H,s),1.77(3H,s),1.82(3H,s),2.41(3H,s),2.97(3H,s),3.23(3H,s),4.02(3H,s),4.36(2H,d,J=7.1),4.64(2H,d,J=7.1),5.29(1H,brt,J=7.1),5.51(1H,brt,J=7.1),7.08(1H,d,J=8.5),7.19(1H,dd,J=2.0,8.5),7.27(1H,d,J=2.0)7.46-7.52(2H,m),8.43(2H,m) |
Ⅰa-191 | 131-132℃ |
Ⅰa-192 | 171.5-172℃,1H-NMR(CDCl3)δ2.40(3H,s),3.11(3H,s),3.89(3H,s)5.18(2H,s),7.15(1H,d,J=8.6),7.22(1H,dd,J=2.0,8.6),7.30(1H,d,J=2.0),7.38-7.50(5H,m),7.56(1H,ddd,J=1.5,7.6,7.6),7.66(1H,ddd,J=1.5,7.6,7.6),7.73(1H,dd,J=1.5,7.6),8.17(1H,dd,J=1.5,7.6) |
Ⅰa-194 | 249-251℃,1H-NMR(CDCl3)δ2.27(3H,s),2.45(3H,s),3.12(3H,s),4.05(3H,s),5.30(2H,s),7.13-7.24(3H,m),7.31(1H,d,J=2.0),7.38-7.50(6H,m),8.62(1H,dd,J=1.7,8.3),8.73(1H,brd,J=8.1),13.18(1H,brs) |
Ⅰa-195 | 180-181℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.27(3H,s),2.42(3H,s),4.04(3H,s),4.63(2H,d,J=6.8),5.53(1H,brt,J=6.8),5.77(1H,s),6.76(1H,dd,J=2.0,8.3),6.88(1H,d,J=2.0),6.96(1H,d,J=8.3),7.16(1H,ddd,J=1.2,7.0,8.1),7.46(1H,ddd,J=1.7,7.0,8.5),8.63(1H,dd,J=1.7,8.1),8.73(1H,brd,J=8.5),13.28(1H,brs) |
Ⅰa-196 | 169-170℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.27(3H,s),2.45(3H,s),3.23(3H,s),4.04(3H,s),4.65(2H,d,J=6.8),5.52(1H,brt,J=6.8),7.16(1H,ddd,J=1.2,7.3,8.1),7.22(1H,dd,J=2.2,8.6),7.29(1H,d,J=2.2),7.47(1H,ddd,J=1.5,7.3,8.1),8.62(1H,dd,J=1.5,8.1),8.73(1H,brd,J=8.1),13.21(1H,brs) |
Ⅰa-197 | 176-178℃,1H-NMR(CDCl3)δ2.45(3H,s),3.03(3H,s),3.12(3H,s),4.05(3H,s),5.18(2H,s),7.14-7.24(3H,m),7.30(1H,d,J=2.0),7.38-7.51(6H,m),7.76(1H,dd,J=1.0,8.3),8.69(1H,dd,J=1.7,8.1),13.19(1H,brs) |
Ⅰa-199 | 157-158℃,1H-NMR(CDCl3)δ1.36(3H,t,J=6.7),2.42(3H,s),3.11(3H,s),4.54(2H,q,J=6.7),5.18(2H,s),7.14(1H,d,J=7.9),7.21(1H,dd,J=1.8,8.5),7.32(1H,d,J=2.4),7.37-7.49(8H,m),8.43-8.48(2H,m) |
Ⅰa-200 | 122-123℃,1H-NMR(CDCl3)δ1.36(3H,t,J=7.3),2.39(3H,s),2.40(3H,s),4.54(2H,q,J=7.3),5.11(2H,s),5.69(1H,s),6.76(1H,dd,J=1.8,8.5),6.89(1H,d,J=1.8),7.00(1H,d,J=8.5),7.22-7.50(3H,m),8.42-8.48(2H,m) |
Ⅰa-201 | 147-148℃,1H-NMR(CDCl3)δ1.36(3H,t,J=6.7),2.39(3H,s),2.42(3H,s),3.10(3H,s),4.54(2H,q,J=6.7),5.13(2H,s),7.14(1H,d,J=8.5),7.18-7.28(3H,m),7.31(1H,d,J=1.8),7.36(2H,d,J=8.5),7.46-7.50(3H,m),8.43-8.48(2H,m) |
Ⅰa-202 | 99-100℃,1H-NMR(CDCl3)δ1.36(3H,s),1.77(3H,s),1.83(3H,s),2.39(3H,s),4.54(2H,q,J=7.3),4.62(2H,d,J=6.7),5.53(1H,brt,J=6.7),5.72(1H,s),6.75(1H,dd,J=24,8.5),6.87(1H,d,J=2.4),6.93(1H,d,J=8.5),7.42-7.52(3H,m),8.42-8.50(2H,m) |
Ⅰa-203 | 128-129℃,1H-NMR(CDC13)δ1.37(3H,t,J=6.7),1.77(3H,s),1.82(3H,s),2.42(3H,s),3.22(3H,s),5.34(2H,q,J=6.7),4.63(2H,d,J=6.7),5.51(1H,brt,J=6.7),7.06(1H,d,J=8.5),7.20(1H,dd,J=2.4,8.5),7.30(1H,d,J=1.8),7.45-7.49(3H,m),8.43-8.48(2H,m) |
Ⅰa-206 | oil,1H-NMR(CDCl3)δ1.33(6H,d,J=6.1),2.38(3H,s),5.16(2H,s),5.55(1H,sept,J=6.1),5.68(1H,s),6.75(1H,dd,J=1.8,8.5),6.89(1H,d,J=1.8),6.99(1H,d,J=8.5),7.36-7.48(8H,m),8.42-8.47(2H,m) |
表97
Ⅰa-207 | 123-124℃,1H-NMR(CDCl3)δ1.33(3H,s),1.36(3H,s),2.41(3H,s),3.11(3H,s),5.18(2H,s),5.55(1H,七峰,J=6.1),7.13(1H,d,J=8.5),7.20(1H,dd,J=1.8,8.5),7.31(1H,d,J=1.8),7.37-7.50(8H,m),8.42-8.46(2H,m) |
Ⅰa-208 | 157-158℃,1H-NMR(CDCl3)δ1.32(3H,s),1.34(3H,s),2.38(3H,s),2.40(3H,s),5.11(2H,s),5.55(1H,七峰,J=6.1),5.68(1H,s),6.75(1H,dd,J=2.4,8.5),6.88(1H,d,J=2.4),6.99(1H,d,J=8.5),7.24(1H,d,J=7.9),7.36(2H,d,J=7.9),7.45-7.52(3H,m),8.42-8.47(2H,m) |
Ⅰa-209 | 159-160℃,1H-NMR(CDCl3)δ1.33(3H,s),1.35(3H,s),2.39(3H,s),2.41(3H,s),3.10(3H,s),5.13(2H,s),5.55(1H,七峰,J=6.1),7.13(1H,d,J=7.9),7.18(1H,d,J=1.8),7.23(1H,d,J=7.3),7.30(1H,d,J=1.8),7.36(2H,d,J=7.9),7.44-7.49(3H,m),8.42-8.46(2H,m) |
Ⅰa-210 | 113-114℃,1H-NMR(CDCl3)δ1.32(3H,s),1.34(3H,s),1.77(3H,s),1.83(3H,s),2.38(3H,s),4.62(2H,d,J=7.3),5.49-5.59(2H,m),5.70(1H,s),6.73(1H,dd,J=2.4,8.5),6.86(1H,d,J=2.4),6.92(1H,d,J=8.5),7.45-7.50(3H,m),8.42-8.46(2H,m) |
Ⅰa-211 | 128-129℃,1H-NMR(CDCl3)δ1.33(3H,s),1.35(3H,s),1.77(3H,s),1.82(3H,s),2.41(3H,s),3.22(3H,s),4.64(2H,d,J=6.7),5.49-5.60(2H,m),7.05(1H,d,J=8.5),7.18(1H,dd,J=1.8,8.5),7.29(1H,d,J=2.4),7.45-7.49(3H,m),8.42-8.46(2H,m) |
Ⅰa-214 | 110-111℃,1H-NMR(CDCl3)δ1.24(3H,t,J=7.6),2.65(2H,q,J=7.6),4.02(3H,s),5.16(2H,s),5.71(1H,s),6.74(1H,dd,J=2.0,8.3),6.88(1H,d,J=2.0),7.01(1H,d,J=8.3),7.41-7.49(8H,m),8.48-8.53(2H,m) |
Ⅰa-215 | 161-162℃,1H-NMR(CDCl3)δ1.25(3H,t,J=7.6),2.66(2H,q,J=7.6),3.11(3H,s),4.02(3H,s),5.17(2H,s),7.14(1H,d,J=8.5),7.18(1H,dd,J=2.0,8.5),7.28(1H,d,J=2.0),7.37-7.49(8H,m),8.49-8.53(2H,m) |
Ⅰa-216 | 121-122℃,1H-NMR(CDCl3)δ1.24(3H,t,J=7.6),2.40(3H,s),2.65(2H,q,J=7.6),4.02(3H,s),5.11(2H,s),5.70(1H,s),6.74(1H,dd,J=2.0,8.3),6.87(1H,d,J=2.0),7.01(1H,d,J=8.3),7.24(2H,d,J=8.1),7.34(2H,d,J=8.1),7.46-7.50(3H,m),8.49-8.53(2H,m) |
Ⅰa-217 | 184-185℃,1H-NMR(CDCl3)δ1.25(3H,t,J=7.6),2.39(3H,s),2.66(2H,q,J=7.6),3.10(3H,s),4.02(3H,s),5.13(2H,s),7.14(1H,d,J=8.6),7.18(1H,dd,J=2.0,8.6),7.22(2H,d,J=7.8),7.27(1H,d,J=2.0),7.36(2H,d,J=7.8),7.47-7.51(3H,m),8.49-8.53(2H,m) |
Ⅰa-218 | 119-120℃,1H-NMR(CDCl3)δ1.24(3H,t,J=7.6),1.77(3H,s),1.83(3H,s),2.65(2H,q,J=7.6),4.02(3H,s),4.62(2H,d,J=6.8),5.51(1H,brt,J=6.8),5.73(1H,s),6.73(1H,dd,J=2.0,8.3),6.85(1H,d,J=2.0),6.94(1H,d,J=8.3),7.46-7.50(3H,m),8.49-8.53(2H,m) |
Ⅰa-219 | 141-142℃,1H-NMR(CDCl3)δ1.25(3H,t,J=7.6),1.77(3H,s),1.82(3H,s),2.66(2H,q,J=7.6),3.22(3H,s),4.02(3H,s),4.63(2H,d,J=6.6),5.51(1H,brt,J=6.6),7.07(1H,d,J=8.5),7.17(1H,dd,J=2.0,8.5),7.26(1H,d,J=2.0),7.46-7.50(3H,m),8.49-8.53(2H,m) |
Ⅰa-222 | 187-189℃,1H-NMR(CDCl3)δ5.18(2H,s),5.76(1H,s),6.93(1H,dd,J=2.2,8.3),7.04(1H,d,J=8.6),7.05(1H,d,J=2.2),7.42-7.58(8H,m),8.45-8.49(2H,m),8.97(1H,s) |
Ⅰa-223 | 163-166℃,1H-NMR(CDCl3)δ3.13(3H,s),5.21(2H,s),7.19(1H,d,J=8.5),7.36(1H,dd,J=2.0,8.5),7.38-7.54(9H,m),8.45-8.49(2H,m),8.99(2H,s) |
表98
Ⅰa-224 | 165-166℃,1H-NMR(CDCl3)δ1.78(3H,s),1.83(3H,s),4.65(2H,d,J=6.8),5.53(1H,t,J=6.8),5.77(1H,s),6.92(1H,dd,J=2.0,8.3),6.97(1H,d,J=8.3),7.02(1H,d,J=2.0),7.54-7.58(3H,m),8.45-8.48(2H,m),8.97(1H,s) |
Ⅰa-226 | 118-119℃,1H-NMR(CDCl3)δ3.87(3H,s),5.17(2H,s),5.79(1H,s),6.88(1H,dd,J=2.2,8.3),7.01(1H,d,J=8.3),7.03(1H,d,J=2.2),7.39-7.52(8H,m),8.48-8.51(2H,m),8.90(1H,s) |
Ⅰa-227 | 117-118℃,1H-NMR(CDCl3)δ3.13(3H,s),3.90(3H,s),5.19(2H,s),5.79(1H,s),7.18(1H,d,J=8.6),7.33(1H,dd,J=2.2,8.3),7.40(1H,d,J=2.2),7.41-7.53(8H,m),8.48-8.52(2H,m),8.90(1H,s) |
Ⅰa-229 | 92-94℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),3.87(3H,s),4.63(2H,d,J=6.8),5.51(1H,t,J=6.8),5.78(1H,s),6.88(1H,dd,J=2.0,8.3),6.95(1H,d,J=8.3),7.00(1H,d,J=2.0),7.49-7.51(3H,m),8.47-8.51(2H,m),8.90(1H,s) |
Ⅰa-230 | 134-135℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),3.23(3H,s),3.91(3H,s),4.65(2H,d,J=6.6),5.49(1H,t,J=6.6),7.11(1H,d,J=8.3),7.32(1H,dd,J=2.0,8.3),7.37(1H,d,J=2.0),7.49-7.54(3H,m),8.48-8.52(2H,m),8.90(1H,s) |
Ⅰa-232 | 151-152℃,1H-NMR(CDCl3)δ2.14(3H,s),3.13(3H,s),5.21(2H,s),7.19(1H,d,J=8.5),7.28(1H,dd,J=2.2,8.5),7.38-7.52(9H,m),8.46-8.49(2H,m),8.70(2H,s) |
Ⅰa-233 | 197-198℃,1H-NMR(CDCl3)δ2.32(3H,s),2.60(3H,s),3.11(3H,s),5.19(2H,s),7.18(2H,brs),7.28(1H,m),7.38-7.50(8H,s),8.49-8.53(2H,m) |
Ⅰa-235 | 184-185℃,1H-NMR(CDCl3)δ2.23(3H,s),3.04(3H,d,J=4.6),4.55(1H,brq,J=4.6),5.17(2H,s),5.82(1H,s),6.71(1H,dd,J=2.0,8.1),6.85(1H,d,J=2.0),7.04(1H,d,J=8.1),7.39-7.48(8H,m),8.44-8.48(2H,m) |
Ⅰa-236 | 204-205℃,1H-NMR(CDCl3)δ2.23(3H,s),3.05(3H,d,J=4.6),3.13(3H,s),4.51(1H,brq,J=4.6),5.19(2H,s),7.16(1H,dd,J=2.0,8.6),7.19(1H,d,J=8.6),7.25(1H,d,J=2.0),7.38-7.50(8H,m),8.44-8.48(2H,m) |
Ⅰa-238 | oil,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.35(3H,s),3.99(3H,s),4.66(2H,d,J=6.7),4.78(1H,s),5.51(1H,brt,J=6.7),5.69(1H,s),6.91(2H,d,J=8.6),8.95(1H,d,J=8.6),8.01(1H,dd,J=8.6,1.8),8.07(1H,d,J=1.8) |
Ⅰa-239 | 189-190℃1H-NMR(CDCl3)δ2.34(3H,s),3.21(3H,s),3.99(3H,s),5.20(2H,s),5.70(1H,s),7.02(1H,d,J=8.6),7.31-7.47(9H,m),8.03(1H,dd,J=8.6,1.8),8.10(1H,d,J=1.8) |
Ⅰa-240 | 190-192℃,1H-NMR(CDCl3)δ2.34(3H,s),3.12(3H,s),3.21(3H,s),4.00(3H,s),5.21(2H,s),7.14(1H,d,J=8.6),7.28-7.49(9H,m),8.41(1H,dd,J=8.6,2.5),8.44(1H,d,J=2.5) |
Ⅰa-241 | 72-74℃,1H-NMR(CDCl3)δ1.78(3H,s),1.81(3H,s),2.34(3H,s),3.21(3H,s),3.24(3H,s),4.01(3H,s),4.67(2H,d,J=6.7),5.50(1H,brt,J=6.7),7.08(1H,d,J=8.6),7.28-7.39(4H,m),8.39(1H,dd,J=8.5,1.8),8.42(1H,s) |
Ⅰa-248 | 228-230℃,1H-NMR(CDCl3)δ5.21(2H,s),7.08(1H,d,J=9.0),7.38-7.56(8H,m),7.72-7.76(2H,m),7.85和7.88(各为1H,Abq,J=9.0),8.13-8.16(2H,m) |
Ⅰa-249 | 220-221℃,1H-NMR(CDCl3)δ3.15(3H,s),5.23(2H,s),7.24(1H,d,J=8.8),7.37-7.58(8H,m),7.89和7.93(各为1H,Abq,J=9.0),8.07(1H,d,J=2.2),814-8.17(2H,m),8.21(1H,dd,J=2.2,8.8) |
表99
Ⅰa-252 | 185-186℃,1H-NMR(CDCl3)δ1.78(3H,s),1.82(3H,s),4.66(2H,d,J=6.8),5.52(1H,brt,J=6.8),5.66(1H,brs),5.78(1H,s),6.99-7.03(3H,m),7.68(2H,d,J=9.0),7.72(1H,dd,J=2.2,8.6),7.82(2H,s),8.06(2H,d,J=8.8) |
Ⅰa-253 | 198-200℃,1H-NMR(CDCl3)δ3.15(3H,s),3.21(3H,s),5.23(2H,s),7.24(1H,d,J=8.8),7.38-7.46(5H,m),7.47(2H,d,J=9.0),7.91(2H,s),8.07(1H,d,J=2.2),8.19(1H,dd,J=2.2,8.8),8.22(2H,d,J=9.0) |
Ⅰa-254 | 192-193℃,1H-NMR(CDCl3)δ1.78(3H,s),1.82(3H,s),3.21(3H,s),3.25(3H,s),4.69(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.18(1H,d,J=8.8),7.48(2H,d,J=9.0),7.90(2H,s),8.03(1H,d,J=2.2),8.22(1H,dd,J=2.2,8.8),8.23(2H,d,J=8.8) |
Ⅰa-255 | 233-235℃,1H-NMR(CDCl3)δ3.89(3H,s),5.21(2H,s),5.75(1H,s),7.05(2H,d,J=8.8),7.08(1H,d,J=9.0),7.37-7.47(5H,m),7.73-7.75(2H,m),7.81和7.83(各为1H,ABq,J=9.3),8.12(2H,d,J=8.8) |
Ⅰa-256 | 212-215℃,1H-NMR(CDCl3)δ3.15(3H,s),3.89(3H,s),5.23(2H,s),7.07(2H,d,J=9.0),7.23(1H,d,J=8.8),7.37-7.50(5H,m),7.84和7.86(各为1H,ABq,J=9.3),8.05(1H,d,J=2.0),8.12(2H,d,J=9.0),8.18(1H,dd,J=2.0,8.8) |
Ⅰa-257 | 171-174℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),3.89(3H,s),4.66(2H,d,J=6.8),5.52(1H,brt,J=6.8),5.78(1H,s),7.01(1H,d,J=8.3),7.05(2H,d,J=8.8),7.69(1H,d,J=2.2),7.73(1H,dd,J=2.2,8.3),7.81和7.82(各为1H,ABq,J=9.0),8.11(2H,d,J=8.8), |
Ⅰa-258 | 197-199℃,1H-NMR(CDCl3)δ1.78(3H,s),1.82(3H,s),3.25(3H,s),3.90(3H,s),4.68(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.06(2H,d,J=9.0),7.17(1H,d,J=8.8),7.84和7.85(各为1H,ABq,J=9.3),800(1H,d,J=2.2),8.12(2H,d,J=9.0),8.20(1H,dd,J=2.2,8.8) |
Ⅰa-269 | 198-199℃,1H-NMR(CDCl3)δ4.83(1H,brs),5.14(2H,s),5.69(1H,s),6.85(2H,d,J=8.8),6.92(1H,d,J=8.3),7.09(1H,dd,J=2.2,8.3),7.13和7.14(各为1H,ABq,J=3.9),7.23(1H,d,J=2.2),7.38-7.45(5H,m),7.49(2H,d,J=8.8) |
Ⅰa-271 | 167-168℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),4.60(2H,d,J=6.8),4.79(1H,s),5.50(1H,brt,J=6.8),5.71(1H,s),6.85(2H,d,J=8.8),6.87(1H,d,J=8.3),7.09(1H,dd,J=2.2,8.3),7.12和7.14(各为1H,ABq,J=3.7),7.20(1H,d,J=2.2),7.50(2H,d,J=8.8) |
Ⅰa-272 | 162-164℃,1H-NMR(CDCl3)δ3.12(3H,s),3.17(3H,s),5.16(2H,s),7.08(1H,d,J=8.6),7.21(1H,d,J=3.7),7.25(1H,d,J=3.7),7.31(2H,d,J=8.8),7.39-7.44(5H,m),7.48(1H,dd,J=2.2,8.6),7.57(1H,d,J=2.2),7.64(2H,d,J=8.8) |
Ⅰa-273 | 128-129℃,1H-NMR(CDCl3)δ1.76(3H,s),1.80(3H,s),3.17(3H,s),3.233H,s),4.62(2H,d,J=6.8),5.48(1H,brt,J=6.8),7.02(1H,d,J=8.5),7.20(1H,d,J=3.9),7.25(1H,d,J=3.9),7.31(2H,d,J=8.8),7.48(1H,dd,J=2.2,8.5),7.56(1H,d,J=2.2),7.64(2H,d,J=8.8) |
Ⅰa-275 | 165-166℃,1H-NMR(CDCl3)δ5.14(4H,s),5.69(2H,s),6 92(2H,d,J=8.3),7.09(2H,dd,J=2.2,8.3),7.14(2H,s),7.22(2H,d,J=2.2),7 37-7.44(10H,m) |
Ⅰa-280 | 178-179℃,1H-NMR(CDCl3)δ2.31(3H,s),3.11(3H,s),4.82(1H,s),5.16(2H,s),6.84(2H,d,J=8.8),7.01(1H,s),7.10(1H,d,J=8.6),7.34-7.48(9H,m) |
表100
Ⅰa-281 | 128-129℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),2.31(3H,s),4.61(2H,d,J=6.8),4.81(1H,s),5.51(1H,brt,J=6.8),5.72(1H,s),6.83(2H),d,J=8.8),6.90(1H,d,J=8.3),6.96(1H,dd,J=2.2,8.3),7.00(1H,s),7.08(1H,d,J=2.2),7.47(2H,d,J=8.8) |
Ⅰa-282 | 133-134℃,1H-NMR(CDCl3)δ2.33(3H,s),3.12(3H,s),3.17(3H,s),5.17(2H,s),7.11(1H,d,J=8.6),7.12(1H,s),7.30(2H,d,J=8.8),7.35-7.48(7H,m),7.61(2H,d,J=8.8) |
Ⅰa-283 | 86-87℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.33(3H,s),3.17(3H,s),3.22(3H,s),4.63(2H,d,J=6.8),5.49(1H,brt,J=6.8),7.05(1H,d,J=8.6),7.11(1H,s),7.29(2H,d,J=8.6),7.36(1H,dd,J=2.2,8.6),7.44(1H,d,J=2.2),7.61(2H,d,J=8.8) |
Ⅰa-309 | 128-129℃,1H-NMR(CDCl3)δ2.31(3H,s),3.64(3H,s),5.15(2H,s),5.70(1H,s),6.92(1H,dd,J=2.0,8.3),6.98(1H,d,J=8.3),7.07(1H,d,J=2.0),7.28(1H,brt,J=7.6),7.38-7.47(7H,m),7.71(2H,brd,J=7.6) |
Ⅰa-310 | 132-133℃,1H-NMR(CDCl3)δ2.34(3H,3),3.11(3H,s),3.65(3H,s),5.16(2H,s),7.13(1H,d,J=8.5),7.29-7.48(m,10H),7.70(2H,brd,J=7.6) |
Ⅰa-311 | 148-149℃,1H-NMR(CDCl3)δ2.30(3H,s),2.39(3H,s),3.64(3H,s),5.10(2H,s),5.69(1H,s),6.92(1H,dd,J=2.0,8.3),6.99(1H,d,J=8.3),7.06(1H,d,J=2.0),7.23(2H,d,J=8.1),7.30(1H,m),7.33(2H,d,J=8.1),7.43(2H,brt,J=8.1),7.68-7.72(2H,m) |
Ⅰa-312 | 146-147℃,1H-NMR(CDCl3)δ2.33(3H,s),2.38(3H,s),3.11(3H,s),3.653H,s),5.16(2H,s),7.13(1H,d,J=8.6),7.22(2H,d,J=8.1),7.29-7.477H,m),7.68-7.72(2H,M) |
Ⅰa-313 | 78-79℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.33(3H,s),3.22(3H,s),3.65(3H,s),4.62(2H,d,J=6.8),5.50(1H,brt,J=6.8),7.06(1H,d,J=8.6),7.29-7.47(5H,m),7.68-7.72(2H,m) |
Ⅰa-314 | 120-121℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.30(3H,s),3.64(3H,s),4.61(2H,d,J=6.8),5.52(1H,brt,J=6.8),5.72(1H,s),6.91(2H,brs),7.04(1H,brs),7.27(1H,brt,J=7.3),7.43(2H,brt,J=8.3),7.70-7.73(2H,m) |
Ⅰa-315 | 136-137℃,1H-NMR(CDCl3)δ2.31(3H,s),3.62(3H,s),3.84(3H,s),5.16(2H,s),5.71(1H,s),6.91-7.01(4H,m),7.07(1H,d,J=1.8),7.37-7.48(5H,m),7.61(2H,d,J=8.9) |
Ⅰa-316 | 120-121℃,1H-NMR(CDCl3)δ2.32(3H,s),3.11(3H,s),3.63(3H,s),3.843H,s),5.16(2H,s),6.96(2H,d,J=8.9),7.13(1H,d,J=6.8),7.32-7.49(7H,m),7.59(2H,d,J=8.9) |
Ⅰa-317 | 130-131℃,1H-NMR(CDCl3)δ2.30(3H,s),2.39(3H,s),3.62(3H,s),3.84(3H,s),5.10(2H,s),5.70(1H,s),6.89-7.00(2H,m),6.96(2H,d,J=9.2),7.06(1H,d,J=1.8),7.23(2H,d,J=7.9),7.34(2H,d,J=7.9),7.57(2H,d,J=9.2) |
Ⅰa-318 | 145-146℃,1H-NMR(CDCl3)δ2.33(3H,s),2.38(3H,s),3.10(3H,s),3.63(3H,s),3.85(3H,s),5.11(2H,s),6.97(2H,d,J=8.5),7.12(1H,d,J=8.5),7.22(2H,d,J=7.9),7.34(1H,d,J=8.5),7.35(2H,d,J=7.9),7.46(1H,d,J=1.8),7.57(2H,d,J=8.5) |
Ⅰa-319 | 113-114℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),2.30(3H,s),3.62(3H,s),3.84(3H,s),4.60(2H,d,J=6.7),5.52(1H,brt,J=6.7),6.91(2H,d,J=1.2),6.96(2H,d,J=9.2),7.04(1H,s),7.58(2H,d,J=9.2) |
表101
Ⅰa-320 | 66-67℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2 32(3H,s),3.22(3H,s),3.63(3H,s),3.85(3H,s),4.62(2H,d,J=6.1),5.50(1H,brt,J=6.1),6.97(2H,d,J=8.5),7.05(1H,d,J=8.5),7.34(1H,dd,J=1.8,8.5),7.44(1H,d,J=1.8),7.57(2H,d,J=8.5) |
Ⅰa-322 | 152-153℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),2.24(3H,s),3.44(1H,br),3.84(3H,s),4.60(2H,d,J=6.7),5.51(1H,brt,J=6.7),6.78-6.94(5H,m),7.33(2H,d,J=8.5) |
Ⅰa-323 | 油,1H-NMR(CDCl3)δ0.96(3H,t,J=7.3),2.27(3H,s),3.82(3H,s),4.06(2H,q,J=7.3),5.13(2H,s),6.18(1H,dd,J=1.8,7.9),6.91-6.97(4H,m),7.32-7.45(7H,m) |
Ⅰa-324 | 108-109℃,1H-NMR(CDCl3)δ0.97(3H,t,J=7.3),2.28(3H,s),3.12(3H,s),3.85(3H,s),4.07(2H,q,J=7.3),5.17(2H,s),6.96(1H,d,J=6.7),7.11(1H,d,J=8.5),7.24-7.49(9H,m) |
Ⅰa-325 | 油,1H-NMR(CDCl3)δ0.99(3H,t,J=7.3),1.76(3H,s),1.82(3H,s),2.28.(3H,s),3.84,(3H,s),4.07(2H,q,J=7.3),4.61(2H,brd,J=6.7),5.51(1H,brt,J=6.7),5.78(1H,d,J=1.8),6.82(1H,dd,J=1.8,8.5),6.89-6.98(4H,m),7.36(2H,d,J=8.5) |
Ⅰa-326 | 85-86℃,1H-NMR(CDCl3)δ0.99(3H,t,J=7.3),1.76(3H,s),1.81(3H,s),2.28(3H,s),3.22(3H,s),3.85(3H,s),4.07(2H,q,J=7.3),4.63(2H,d,J=6.7),5.50(1H,brt,J=6.7),6.96(2H,d,J=8.6),7.04(1H,d,J=8.6),7.24-7.29(1H,m),7.33-7.37(3H,m) |
Ⅰa-328 | 140-141℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),2.34(3H,s),3.85(3H,s),4.52(2H,d,J=3.1),4.62(2H,d,J=6.7),5.52(1H,brt,J=6.7),5.78(1H,s),6.84-7.02(5H,m),7.58(2H,d,J=8.6) |
Ⅰa-334 | 136-137℃,1H-NMR(CDCl3)δ2.13(3H,s),3.80(3H,s),5.18(2H,s),5.85(1h,s),6.83(1H,dd,J=2.0,8.3),6.96(1H,d,J=2.0),7.04(1H,d,J=8.3),7.32-7.46(8H,m),7.69-7.73(2H,m) |
Ⅰa-335 | 165-165.5℃,1H-NMR(CDCl3)δ2.15(3H,s),3.13(3H,s),3.82(3H,s),5.20(2H,s),7.19(1H,d,J=8.3),7.27(1H,dd,J=2.2,8.3),7.33(1H,m),7.35(1H,d,J=2.2),7.38-7.50(7H,m),7.67-7.71(2H,m) |
Ⅰa-336 | 143-144℃,1H-NMR(CDCl3)δ1.78(3H,s),1.83(3H,s),2.14(3H,s),3.80(3H,s),4.64(2H,d,J=6.8),5.53(1H,brt,J=6.8),5.84(1H,s),6.82(1H,dd,J=2.2,8.3),6.93(1H,d,J=2.2),6.97(1H,d,J=8.3),7.32(1H,m),7.43(2H,m),7.69-7.73(2H,m) |
Ⅰa-337 | 126.5-127.5℃,1H-NMR(CDCl3)δ1.78(3H,s),1.83(3H,s),2.15(3H,s),3.24(3H,s),3.82(3H,s),4.66(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.12(1H,d,J=8.5),7.26(1H,dd,J=2.2,8.5),7.32(1H,m),7.33(1H,d,J=2.2),7.43(2H,m),7.67-7.71(2H.m) |
Ⅰa-338 | 167-168℃1H-NMR(CDCl3)δ5.17(2H,s),5.75(1H,s),6.99(1H,d,J=8.6),7.22(1H,dd,J=2.4,8.6),7.32(2H,s),7.33-7.52(8H,m),8.06-8.11(2H,m) |
Ⅰa-339 | 149-150℃1H-NMR(CDCl3)δ3.13(3H,s),5.18(2H,s),7.14(1H,d,J=8 5),7.37-7.50(8H,m),7.60(1H,dd,J=1.8,8.5),7.68(1H,d,J=1.8),8.07-8.12(2H,m) |
Ⅰa-340 | 184-186℃,1H-NMR(CDCl3)δ2.38(3H,s),5.12(2H,s),5.77(1H,s),6.99(1H,d,J=8.6),7.19-7.34(7H,m),7.40-7.52(3H,m),8.05-8.13(2H,m) |
Ⅰa-341 | 175-176℃,1H-NMR(CDCl3)δ2.38(3H,s),3.12(3H,s),5.14(2H,s),7.14(1H,d,J=8.5),7.22(2H,d,J=7.9),7.34(2H,d,J=7.9),7.37(1H,s),7.47(2H,d,J=1.8),7.49(1H,d,J=2.4),7.60(1H,dd,J=2.4,8.5),8.06-8.12(2H,m) |
表102
Ⅰa-342 | 131-132℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),4.63(2H,d,J=6.7),5.50(1H,brt,J=6.7),5.78(1H,s),6.92(1H,d,J=8.5),7.22(1H,dd,J=2.4,8.5),7.30-7.32(2H,m),7.43-7.51(3H,m),8.07-8.11(2H,m) |
Ⅰa-343 | 126-127℃,1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),3.25(3H,s),4.64(2H,d,J=6.7),5.49(1H,brt,J=6.7),7.07(1H,d,J=8.6),7.37(1H,s),7.45-7.53(3H,m),7.60(1H,dd,J=1.8,8.6),7.66(1H,d,J=2.4),8.08-8.12(2H,m) |
Ⅰa-348 | 150-151℃,1H-NMR(CDCl3)δ3.85(3H,s),5.16(2H,s),5.71(1H,s),6.98(4H,d,J=8.9),7.31-7.46(6H,m),7.82(1H,s),8.04(2H,d,J=8.9) |
Ⅰa-349 | 112-113℃,1H-NMR(CDCl3)δ3.12(3H,s),3.88(3H,s),5.16(2H,s),6.99(2H,d,J=9.2),7.12(1H,dJ=8.8),7.33-7.48(5H,m),7.73(1H,dd J=8.3,1.8),7.74(1H,s),7.87(1H,s),8.04(2H,d,J=9.2) |
Ⅰa-350 | 137-138℃,1H-NMR(CDCl3)δ1.75(3H,s),1.81(3H,s),3.87(3H,s),4.60(2H,d,J=6.8),5.49(1H,t,J=6.8),5.70(1H,s),6.91(1H,d,J=9.2),6.98(2H,d,J=9.1),7.32-7.35(2H,m),7.82(1H,s),8.04(2H,d,J=9.1) |
Ⅰa-351 | 127-128℃,1H-NMR(CDCl3)δ1.75(3H,s),1.81(3H,s),3.23(3H,s),3.873H,s),4.63(2H,d,J=6.8),5.48(1H,t,J=6.8),6.98(2H,d,J=9.1),7.051H,d,J=9.1),7.71-7.75(2H,m),7.85(1H,s),8.04(2H,d,J=9.1) |
Ⅰa-352 | 99-100℃,1H-NMR(CDCl3)δ2.58(3H,s),3.83(3H,s),5.17(2H,s),5.71(1H,s),6.93-7.01(3H,m),7.23(1H,d,J=1.9),7.32(1H,d,J=1.9),7.34-7.44(5H,m),8.01(2H,d,J=9.1) |
Ⅰa-353 | 159-160℃,1H-NMR(CDCl3)δ2.57(3H,s),3.11(3H,s),3.86(3H,s),5.17(2H,s),6.97(2H,d,J=9.1),7.13(1H,d,J=8.5),7.35-7.47(5H,m),7.65(2H,d,J=9.1)7.99(2H,d,J=9.1) |
Ⅰa-354 | oil,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.16(3H,s),2.57(3H,s),3.86(3H,s),4.61(2H,d,J=6.7),5.50(1H,brt,J=6.7),5.71(1H,s),6.94(2H,d,J=7.3),6.97(1H,d,J=8.6),7.23(1H,dd,J=8.6,1.8),7.28(1H,d,J=1.8),8.00(2H,d,J=7.3) |
Ⅰa-355 | 130-131℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.57(3H,s),3.213H,s),3.87(3H,s),4.63(2H,d,J=6.7),5.49(1H,t,J=6.7),6.97(2H,d,J=6.7),7.07(1H,d,J=9.1)7.62-7.67(2H,m),7.99(2Hh,d,J=9.1) |
Ⅰa-356 | mp91.5-92.5℃;1H NMR(CDCl3)δ1.74(s,3H),1.76(s,3H),1.77(s,3H),1.80(s,3H),2.34(s,3H),2.54(s,3H),3.74(d,J=6.6Hz,2H),4.63(d,J=6.6Hz,2H),5.37(brt,J=6.6Hz,1H),5.54(brt,J=6.6Hz,1H),6.68(d,J=8.5Hz,2H),7.04(t,J=8.5Hz,1H),7.19(d,J=8.5Hz,2H),7.27(brd,J=8.5Hz,1H),7.33(dd,J=2.0,12.0Hz,1H)7.39(s,1H) |
Ⅰa-357 | mp136-136.5℃;1H NMR(CDCl3)δ1.73(s,3H),1.76(s,3H),1.77(s,3H),1.82(s,3H),2.37(s,3H),2.52(s,3H),3.74(d,J=6.6Hz,2H),4.64(d,J=6.8Hz,2H),5.35(brt,J=6.6Hz,1H),5.55(brt,J=6.8Hz,1H),6.68(d,J=8.8Hz,2H),7.01-7.12(m,3H),7.35(s,1H),7.43(d,J=8.8Hz,2H) |
表103
Ⅰb-3 | 157-158℃,(CDCl3)δ1.78(3H,s),1.82(3H,s),3.56(3H,s),3.80(3H,s),4.62(2H,d,J=6.8),5.52(1H,t,J=6.8),5.69(1H,s),5.84(1H,s),6.95(4H,d,J=2.4),7.05(1H,s),7.76(1H,td,J=7.8,1.8),7.94(1H,d,J=7.8),8.75(1H,dd,J=4.9,2.4) |
Ⅰb-8 | oil,1H-NMR(CDCl3)δ1.76(3H,s),1.79(3H,s),2.29(3H,s),2.37(3H,s),3.89(3H,s),4.64(2H,d,J=6.7),5.57(1H,brt,J=6.7),6.85-6.96(3H,m),7.16(1H,s),7.22-7.27(1H,m),7.33(1H,s),7.46(1H,d,J=7.9),7.75(1H,dt,J=1.8,7.9),8.71(1H,dd,J=4.9,1.8), |
Ⅰb-11 | 112-113℃,1H-NMR(CDCl3)δ1.45(3H,s),1.73(3H,s),1.76(3H,s),1.81(3H,s),2.67(3H,s),3.25(3H,s),3.68(3H,s),3.85(3H,s),4.39(2H,d,J=7.3),4.64(2H,d,J=6.3),5.27(1H,t,J=7.3),5.49(1H,t,J=6.8),7.09(1H,d,J=8.5),7.33-7.39(2H,m),7.49(1H,s),7.60(1H,dd,J=8.5,2.5),8.16(1H,d,J=8.5),8.56(1H,d,J=1.8) |
Ⅰb-12 | 139-141℃,1H-NMR(CDCl3)δ2.66(3H,s),3.12(3H,s),3.64(3H,s),3.82(3H,s),3.84(2H,brs),5.18(2H,s),7.05(1H,dd,J=8.5,3.0),7.14(1H,d,J=8.5),7.32-7.48(8H,m),7.86(1H,d,J=8.5),8.21(1H,d,J=3.0) |
Ⅰb-13 | oil,1H-NMR(CDCl3)δ1.76(3H,s),1.79(3H,s),2.28(3H,s),2.36(3H,s),3.73(2H,brs),3.88(3H,s),4.63(2H,d,J=6.8),5.57(1H,brt,J=6.8),6.84-6.95(3H,m),7.06(1H,dd,J=2.9,8.3),7.14(1H,s),7.25(1H,dd,J=0.5,8.3),8.20(1H,dd,J=0.5,2.9) |
Ⅰb-15 | 157-158℃,1H-NMR(CDCl3)δ2.30(3H,s),2.35(3H,s),2.99(6H,s),3.70(2H,brs),6.79(2H,d,J=8.9),7.05(1H,dd,J=8.5,2.4),7.13(1H,s),7.24-7.29(4H,m),8.20(1H,d,J=2.4) |
Ⅰb-16 | 164-165℃,1H-NMR(CDCl3)δ1.75(3H,s),1.78(3H,s),1.81(3H,s),3.56(3H,s),3.77(2H,d,J=6.8),3.79(3H,s),4.61(2H,d,J=7.3),5.34(1H,t,J=6.8),5.53(1H,t,J=7.3),5.68(1H,s),5.85(1H,s),6.92-6.98(4H,m),7.05(1H,s),7.77(1H,d,J=9.2),8.14(1H,d,J=3.1) |
Ⅰb-17 | oil,1H-NMR(CDCl3)δ1.75(6H,s),1.78(3H,s),1.79(3H,s),2.29(3H,s),2.37(3H,s),3.76(2H,d,J=6.6),3.88(3H,s),4.63(2H,d,J=6.8),5.35(1H,brt,J=6.6),5.57(1H,brt,J=6.8),6.84-6.98(4H,m),7.13(1H,s),7.27(1H,d,J=8.6),7.31(1H,s),8.13(1H,d,J=2.4) |
Ⅰb-20 | 116-117℃,1H-NMR(CDCl3)δ1.75(3H,s)1.78(3H,s),2.30(3H,s)2.36(3H,s),2.99(6H,s),3.75(2H,d,J=6.8),5.35(2H,t,J=6.8),6.90(2H,d,J=8.5),6.94(1H,dd,J=8.5,3.1),7.13(1H,s),7.22-7.29(4H,m),8.13(1H,d,J=2.4) |
Ⅰb-21 | 233-234℃,1H-NMR(CDCl3)δ2.65(3H,s),3.13(3H,s),3.69(3H,s),3.84(3H,s),5.19(2H,s),7.15(1H,d,J=8.5),7.33-7.48(8H,m),8.10(1H,brs),8.16(2H,d,J=1.4),8.88(1H,s) |
Ⅰb-23 | 152-153℃,1H-NMR(CDCl3)δ1.75(3H,s),1.79(3H,s),2.30(3H,s),2.37(3H,s),3.88(3H,s),4.63(2H,d,J=6.6),5.56(1H,brt,J=6.6),6.84-6.96(3H,m),7.17(1H,s),7.32(1H,s),7.53(1H,d,J=8.5),8.25(1H,dd,J=2.7,8.5),8.76(1H,d,J=2.7) |
Ⅰb-25 | 178-180℃,1H-NMR(CDCl3)δ2.32(3H,s),2.37(3H,s),3.00(6H,s),6.80(2H,d,J=9.1),7.17(1H,s),7.25(2H,d,J=8.5),7.32(1H,s),7.53(1H,d,J=8.5),8.05(1H,brs),8.24(1H,dd,J=8.5,2.5),8.74(1H,d,J=2.5) |
Ⅰb-35 | 219-221℃,1H-NMR(CDCl3)δ3.00(6H,s),3.09(3H,s),3 84(3H,s),3.863H,s),6.50(1H,br),6.80(2H,d,J=9.0),6.99(1H,s),7.51(2H,d,J=9.0),7.52(1H,s),7.71(1H,dd,J=2.7,8.7),8.02(1H,d,J=8.7),8.52(1H,d,J=2.7) |
表104
Ⅰb-37 | 187-190℃,1H-NMR(CDCl3)δ2.32(3H,s),2.36(3H,s),3.00(6H,s),3.10(3H,s),6.66(1H,brs),6.80(2H,d,J=9.2),7.16(1H,s),7.18-7.32(3H,m),7.48(1H,d,J=8.5),7.76(1H,dd,J=8.5,3.1),8.51(1H,d,J=3.1) |
Ⅰb-39 | 169-170℃,1H-NMR(CDCl3)δ2.67(3H,s),3.06(6H,s),3.13(3H,s),3.65(3H,s),3.83(3H,s),5.18(2H,s),7.04(1H,dd,J=8.5,3.0),7.13(1H,d,J=8.5),7.32-7.47(8H,m),7.93(1H,d,J=8.5),8.25(1H,d,J=3.0) |
Ⅰb-40 | 205-206℃,1H-NMR(CDCl3)δ1.73(3H,s),1.81(3H,s),3.06(6H,s),3.59(3H,s),3.80(3H,s),4.61(2H,d,J=6.8),5.51(1H,t,J=6.8),5.70(1H,brs),5.87(1H,brs),6.92(3H,s),7.04-7.10(2H,m),7.82(1H,d,J=8.5),8.24(1H,d,J=1.8) |
Ⅰb-41 | 157-158℃,1H-NMR(CDCl3)δ1.74(3H,s),1.81(3H,s),2.70(3H,s),3.05(6H,s),3.21(3H,s),3.61(3H,s),3.81(3H,s),4.61(2H,d,J=6.8),5.51(1H,t,J=6.8),7.03-7.11(2H,m),7.33(1H,dd,J=8.5,2.0),7.38(1H,d,J=2.0),7.41(1H,s),7.92(1H,d,J=8.5),8.24(1H,d,J=2.0) |
Ⅰb-44 | 117-118℃,1H-NMR(CDCl3)δ1.76(3H,s),1.80(3H,s),2.29(3H,s),2.36(3H,s),3.04(6H,s),3.89(3H,s),4.63(2H,d,J=6.8),5.57(1H,brt,J=6.8),6.86-6.95(3H,m),7.08(1H,dd,J=2.9,8.6),7.14(1H,s),7.31(1H,s),7.32(1H,d,J=8.6),8.22(1H,d,J=2.9) |
Ⅰb-46 | 216-218℃,1H-NMR(CDCl3)δ3.64(3H,s),3.82(3H,s),5.16(2H,s),5.73(1H,s),5.77(1H,s),6.94(1H,dd,J=8.5,2.4),7.07(1H,s),7.09(2H,d,J=6.7),7.36-7.47(5H,m),8.25(1H,d,J=8.5),8.54(1H,dd,J=8.5,2.4),9.54(1H,d,J=2.4) |
Ⅰb-47 | 159-160℃,1H-NMR(CDCl3)δ2.63(3H,s),3.14(3H,s),3.73(3H,s),3.86(3H,s),5.19(2H,s),7.16(2H,d,J=8.5),7.29-7.48(6H,m),7.56(1H,s),8.35(1H,d,J=9.1),8.54(1H,dd,J=9.1,2.5),9.54(1H,d,J=2.5) |
Ⅰb-49 | 194-195℃,1H-NMR(CDCl3)δ2.35(3H,s),2.41(3H,s),3.01(6H,s),6.80(2H,d,J=9.1),7.20(1H,s),7.26(2H,d,J=9.1),7.37(1H,s),7.67(1H,d,J=9.1),8.53(1H,dd,J=9.1,2.5),9.53(1H,d,J=2.4) |
Ⅰb-51 | 126-127℃,1H-NMR(CDCl3)δ2.25(3H,s),2.32(3H,s),3.01(6H,s),6.80(2H,d,J=8.5),7.09(1H,s),7.18(1H,s),7.22-7.29(2H,m),7.38(1H,d,J=8.5),7.66(1H,dd,J=8.0,2.4),8.76(1H,d,J=2.4) |
Ⅰb-54 | 162-163℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),3.48(3H,s),3.76(3H,s),4.62(2H,d,J=6.8),5.53(1H,t,J=6.8),5.72(1H,s),5.81(1H,s),6.47(1H,s),6.94-6.99(2H,m),7.04(1H,s),7.37-7.68(4H,m),7.99(1H,dd,J=6.1,1.8)8.62(1H,d,J=4.9),8.89(1H,d,J=1.8), |
Ⅰb-58 | 油,1H-NMR(CDCl3)δ1.76(3H,s),1.80(3H,s),2.28(3H.s),2.30(3H,s),3.89(3H,s),4.64(2H,d,J=6.7),5.57(1H,brt,J=6.7),6.86-6.96(3H,m),7.13(1H,s),7.19(1H,s),7.36(1H,dd,J=8.2,4.9),7.70(1H,dt,J=1.8,8.2),8.60(1H,dd,J=4.9,1.8),8.65(1H,d,J=1.8) |
Ⅰb-65 | 180-181℃,1H-NMR(CDCl3)δ2.28(3H,s),2.31(3H,s),3.00(6H,s),4.45(2H,brs),6.57(1H,d,J=9.1),6.80(2H,d,J=9.1),7.09(1H,s),7.15(1H,s),7.25(2H,dd,J=8.0,2.4),7.47(1H,dd,J=8.5,2.4),8.10(1H,d,J=2.4) |
Ⅰb-67 | 185-188℃1H-NMR(CDCl3)δ2.07(3H,s),2.21(3H,s),2.28(3H,s),3.00(6H,s),4.41(2H,brs),6.41(1H,d,J=7.8),6.80(2H,d,J=9.2),6.97(1H,s),7.12(1H,s),7.22-7.29(3H,m) |
表105
Ⅰb-69 | mp184-185.5℃;1H NMR(CDCl3)δ1.75(s,3H),1.77(s,3H),2.29(s,3H),2.30(s,3H),3.00(s,6H),3.90(brt,J=5.6Hz,2H),4.45(brs,1H),5.37(brt,J=5.6Hz,1H),6.45(dd,J=0.5,8.5Hz,1H),6.80(d,J=8.8Hz,2H,7.10(s,1H),7.15(s,1H),7.27(d,J=8.8Hz,2H),7.47(dd,J=2.4,8.5Hz,1H),8.13(dd,J=0.5,2.4Hz,1H) |
Ⅰb-71 | 118-119℃,1H-NMR(CDCl3)δ1.73(3H,s),1.76(3H,s),2.08(3H,s),2.20(3H,s),2.28(3H,s),3.00(6H,s),3.83(2H,d,J=6.8),4.81(1H,brs),5.35(1H,t,J=6.7),6.29(1H,d,J=8.5),6.79(2H,d,J=8.5),6.97(1H,s),7.12(1H,s),7.24-7.29(3H,m) |
Ⅰb-73 | 196-197℃,1H-NMR(CDCl3)δ2.25(3H,s),2.27(3H,s),2.32(3H,s),3.02(6H,s),6.86(2H,d,J=8.5),7.11(1H,s),7.17(1H,s),7.28(2H,d,J=8.5),7.75(1H,dd,J=8.0,2.4),8.19(1H,brs),8.25-8.28(2H,m) |
Ⅰb-75 | 169-171℃,1H-NMR(CDCl3)δ2.05(3H,s),2.22(3H,s),2.27(3H,s),2.29(3H,s),3.01(6H,s),6.80(2H,d,J=8.5),6.97(1H,s),7.14(1H,s),7.28(1H,d,J=8.5),7.49(1H,d,J=8.5),7.92(1H,brs),8.05(1H,d,J=8.5) |
Ⅰb-79 | 149-152℃,1H-NMR(CDCl3)δ2.07(3H,s),2.28(3H,s),2.29(3H,s),3.00(6H,s),3.19(3H,s),6.80(2H,d,J=9.1),6.94(1H,s),7.03(1H,d,J=8.5),7.15(1H,s),7.24-7.27(2H,m),7.47(1H,d,J=8.5) |
Ⅰb-81 | 164-165℃,1H-NMR(CDCl3)δ2.69(3H,s),3.12(3H,s),3.16(6H,s),3.59(3H,s),3.77(3H,s),5.18(2H,s),6.59(1H,d,J=8.5),6.84(1H,s),7.14(1H,d,J=8.5),7.32-7.48(7H,m),7.84(1H,dd,J=8.5,2.4),8.40(1H,d,J=2.4) |
Ⅰb-82 | 72-74℃,1H-NMR(CDCl3)δ1.75(3H,s),1.82(3H,s),3.16(6H,s),3.52(3H,s),3.74(3H,s),4.62(2H,d,J=6.8),5.52(1H,t,J=6.8),5.68(1H,s),5.85(1H,s),6.45(1H,s),6.61(1H,d,J=9.1),6.94(2H,d,J=1.8),7.05(1H,d,J=1.2),7.81(1H,dd,J=8.5,2.4)8.46(1H,d,J=2.4), |
Ⅰb-83 | 132-133℃,1H-NMR(CDCl3)δ1.75(3H,s),1.81(3H,s),2.71(3H,s),3.15(6H,s),3.25(3H,s),3.61(3H,s),3.77(3H,s),4.62(2H,d,J=6.8),5.52(1H,t,J=6.8),6.59(1H,d,J=8.5),6.83(1H,s),7.07(1H,d,J=8.5),7.34(1H,dd,J=8.5,1.8),7.38(1H,d,J=1.8),7.83(1H,dd,J=6.1,1.2),8.39(1H,d,J=1.2) |
Ⅰb-90 | 91-91.5℃,1H-NMR(CDCl3)δ1.79(3H,s),1.82(3H,s),2.27(3H,s),2.313H,s),3.00(6H,s),4.87(2H,d,J=7.1),5.57(1H,brt,J=7.1),6.79-6.83(3H,m),7.10(1H,s),7.16(1H,s),7.27(2H,d,J=8.8),7.59(1H,dd,J=2.4,8.3),8.17(1H,dd,J=0.7,2.4) |
Ⅰb-99 | 239-241℃,1H-NMR(CDCl3)δ2.28(3H,s),2.34(3H,s),3.02(6H,s),3.30(3H,s),6.81(2H,d,J=8.8),7.26(2H,d,J=8.8),7.95(1H,dd,J=2.2,8.0),8.15(1H,dd,J=0.7,8.0),8.75(1H,dd,J=0.7,2.2) |
Ⅰb-101 | 159-160℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),3.50(3H,s),3.76(3H,s),4.62(2H,d,J=6.8),5.53(1H,t,J=6.8),5.73(1H,s),5.84(1H,s),6.48(1H,s),6.91-6.99(2H,m),7.04(1H,d,J=1.8),7.59(2H,d,J=5.5),8.70(2H,d,J=5.5), |
Ⅰb-105 | 113-114℃,2.28(3H,s),2.29(3H,s),3.91(3H,s),5.21(2H,s),6.83(1H,dd,J=2.0,8.3),6.90(1H,d,J=2.0),6.95(1H,d,J=8.3),7.12(1H,s),7.17(1H,s),7.30(2H,d,J=6.1),7.31-7.50(5H,m),8.65(2H,d,J=6.1) |
Ⅰb-124 | 157-158℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),3.66(3H,s),3.80(3H,s),4.05(3H,s),4.62(2H,d,J=6.8),5.52(1H,t,J=6.8),5.72(1H,s),5.78(1H,s),6.89-6.98(2H,m),7.03(1H,d,J=1.8)7.09(1H,s),7.45(1H,d,J=1.2)8.89(1H,d,J=1.2) |
表106
Ⅰb-127 | 99-100℃,1H-NMR(CDCl3)δ2.32(3H,s),2.40(3H,s),3.03(6H,s),4.04(3H,s),6.79(2H,d,J=8.7),6.87(1H,s),7.16(1H,s),7.25(2H,d,J=7.3),7.34(1H,s),8.86(1H,d,J=1.2) |
Ⅰb-145 | 184-185℃,1H-NMR(CDCl3)δ2.60(3H,s),3.14(3H,s),3.71(3H,s),3.84(3H,s),5.19(2H,s),7.16(1H,d,J=7.9),7.33(7H,m),7.58(1H,d,J=8.6),7.59(1H,s),8.24(1H,d,J=9.2) |
Ⅰb-146 | 154-155℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),3.62(3H,s),3.80(3H,s),4.62(2H,d,J=6.8),5.53(1H,t,J=6.8),5.69(1H,s),5.76(1H,s),6.89-7.03(3H,m),7.12(1H,s),7.57(1H,d,J=8.5)8.14(1H.d,J=9.2) |
Ⅰb-147 | 195-196℃,1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),2.64(3H,s),3.26(3H,s),3.71(3H,s),3.84(3H,s),4.64(2H,d,J=6.8),5.49(1H,t,J=6.8),7.10(1H,d,J=8.6),7.34(1H,dd,J=8.5,1.8),7.39(1H,d,J=1.8)7.59(1H,s),7.58(1H,d,J=9.2),8.23(1H,d,J=9.2) |
Ⅰb-150 | 197-198℃,1H-NMR(CDCl3)δ2.34(3H,s),2.39(3H,s)3.01(6H,s),6.81(2H,d,J=9.1),7.21(1H,s),7.26(2H,d,J=8.5),7.34(1H,s),7.58(2H,d,J=4.2) |
Ⅰb-154 | 185-186℃,1H-NMR(CDCl3)δ2.61(3H,s),3.14(3H,s),3.25(6H,s),3.67(3H,s),3.81(3H,s),5.19(2H,s),6.85(1H,d,J=9.7),7.14(1H,d,J=8.8),7.33-7.48(7H,m),7.65(1H,s),8.02(1H,d,J=9.7) |
Ⅰb-162 | 188-189℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),3.60(3H,s),3.79(3H,s),4.21(3H,s),4.62(2H,d,J=6.8),5.52(1H,t,J=6.8),5.69(1H,s),5.72(1H,s),6.91-7.07(4H,m),7.13(1H,s),8.06(1H,d,J=9.8) |
Ⅰb-165 | 152-153℃,1H-NMR(CDCl3)δ2.33(3H,s),2.39(3H,s),3.01(6H,s),4.19(3H,s),6.80(2H,d,J=9.1),7.03(1H,d,J=9.1),7.19(1H,s),7.26(2H,d,J=7.8),7.33(1H,s),7.53(1H,d,J=9.1) |
Ⅰb-168 | oil,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),3.65(3H,s),3.81(3H,s),4.63(2H,d,J=6.7),5.53(1H,brt,J=6.7),5.74(1H,s),5.77(1H,s),6.92-6.99(3H,m),7.04(1H,d,J=1.8),8.53(1H,d,J=1.8),8.69(1H,s),9.25(1H,s) |
Ⅰb-169 | 165-166℃,1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),2.72(3H,s),3.24(3H,s),3.77(3H,s),3.84(3H,s),4.64(2H,d,J=6.8),5.49(1H,t,J=6.8),7.10(1H,d,J=8.5),7.35(1H,dd,J=8.5,2.4),7.41(1H,d,J=2.4),7.45(1H,s),8.57(1H,s),8.69(1H,s),9.32(1H,s) |
Ⅰb-188 | 165-168℃,1H-NMR(CDCl3)δ2.29(3H,s),2.42(3H,s),3.00(6H,s),4.46(2H,brs),5.31(1H,s),6.78(2H,d,J=8.5),7.11(1H,s),7.23(2H,d,J=8.5),7.38(1H,s), |
Ⅰb-198 | 103-104℃,1H-NMR(CDCl3)δ2.28(3H,s),2.43(3H,s),2.99(6H,s),3.50(2H,brs),3.74(3H,s),5.76(1H,s),6.79(2H,d,J=8.5),7.09(1H,s),7.24(2H,d,J=8.5),7.43(1H,s) |
Ⅰb-200 | oil,1H-NMR(CDCl3)δ1.73(3H,s),1.76(3H,s),2.29(3H,s),2.46(3H,s),2.99(6H,s),3.16(1H,brs),3.68(3H,s),3.70(2H,d,J=5.5),5.37(1H,brt,J=5.5),5.67(1H,s),6.79(2H,d,J=9.2),7.10(1H,s),7.24(2H,d,J=9.2),7.44(1H,s) |
Ⅰb-202 | 174-177℃1H-NMR(CDCl3)δ2.31(3H,s),2.43(3H,s),3.01(6H,s),3.12(3H,s),3.93(3H,s),6.25(1H,brs),6.37(1H,s),6.79(2H,d,J=8.5),7.10(1H,s),7.25(2H,d,J=8.5),7.42(1H,s), |
Ⅰb-203 | 234-235℃,1H-NMR(CDCl3)δ3.89(3H,s),3.95(3H,s),5.17(2H,s),5.56(1H,brs),5.74(1H,brs),6.92(1H,dd,J=8.2,2.0),7.05-7.07(2H,m),7.39-7.53(7H,m),7.58(1H,s),7.95(1H,d,J=8.0),8.11(1H,d,J=8.3), |
表107
Ⅰb-204 | 197-198℃,1H-NMR(CDCl3)δ2.68(3H,s),3.14(3H,s),3.93(3H,s),4.05(3H,s),5.20(2H,s),7.16(1H,d,J=7.3),7.37-7.53(9H,m),7.96(1H,d,J=7.3),8.06(1H,s),8.11(1H,d,J=8.0) |
Ⅰb-205 | 189-190℃,1H-NMR(CDCl3)δ1.77(3H,s),1.83(3H,s),3.89(3H,s),3.95(3H,s),4.63(2H,d,J=6.8),5.53(1H,t,J=6.8),5.55(1H,s),5.76(1H,s),6.89-7.03(3H,m),7.41(1H,td,J=7,3,1.2),7.52(1H,td,J=7.3,1.2),7.58(1H,s),7.95(1H,d,J=7.3),8.11(1H,d,J=7.3) |
Ⅰb-206 | 166-167℃,1H-NMR(CDCl3)δ1.77(3H,s),1.81(3H,s),2.72(3H,s),3.25(8H,s),3.93(3H,s),4.05(3H,s),4.65(2H,d,J=6.8),5.49(1H,t,J=6.8),7.10(1H,d,J=8.5),7.36-7.53(4H,m),7.96(1H,d,J=7.3),8.05(1H,s),8.11(1H,d,J=8.5) |
Ⅰb-207 | mp75-78℃;1H NMR(CDCl3)δ1.75(s,3H),1.76(s,3H),1.77(s,3H),1.81(s,3H),2.27(s,3H),2.36(s,3H),3.75(d,J=6.6Hz,2H),4.63(d,J=6.6Hz,2H),5.33-5.36(m,1H),5.52-5.57(m,1H),6.93-7.11(m,5H),7.24-7.30(m,2H),8.12(d,J=2.4Hz,1H)IR(KBr):3405,2970,2924,1596,1570,1521,1493,1466,1386,1363,1299,1282,1235,1196,1126,1079,964cm-1 |
Ⅰb-208 | mp100-102℃;1H NMR(CDCl3)δ1.76(s,3H),1.81(s,3H),2.27(s,3H),2.34(s,3H),3.73(brs,3H),4.63(d,J=6.6Hz,2H),5.53-5.58(m,1H),7.00-7.11(m,5H),7.23-7.29(m,2H),8.20(d,J=2.4Hz,1H)IR(KBr):3422,3326,3202,2973,2923,1618,1563,1517,1484,1383,1309,1298,1267,1256,1230,1125,1000cm-1 |
Ⅰb-209 | mp107-108℃;1H NMR(CDCl3)δ1.77(s,3H),1.81(s,3H),2.31(s,3H),2.40(s,3H),4.64(d,J=6.6Hz,2H),5.52-5.58(m,1H),7.02-7.11(m,3H),7.18(s,1H),7.37(s,1H),7.66(d,J=8.7Hz,1H),8.54(dd,J=2.4,8.4Hz,1H),9.53(d,J=2.1Hz,1H)IR(KBr):3440,2969,1592,1572,1517,1497,1460,1346,1314,1294,1264,1233,1195,1128,990cm-1 |
Ⅰb-210 | 油;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.29(s,3H),2.36(s,3H),4.56(d,J=6.6Hz,2H),5.54(t,J=6.6Hz,1H),6.97(d,J=8.1Hz,2H),7.15(s,1H),7.25(m,1H),7.28(d,J=8.1Hz,2H),7.32(s,1H),7.45(d,J=7.5Hz,1H),7.75(td,J=7.5,1.8Hz,1H),8.71(d,J=5.1Hz,1H). |
Ⅰb-211 | mp91-92℃;1H NMR(CDCl3)δ1.77(s,3H),1.81(s,3H),2.29(s,3H),2.36(s,3H),4.64(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.98-7.15(m,4H),7.25(m,1H),7.32(s,1H),7.45(m,1H)7.75(m,1H),8.71(m,1H);IR(KBr)1584,1566,1520,1498,1469,1460,1433,1422,1385,1302,1278,1267,1234,1129,998cm-1. |
Ⅰb-212 | mp120-122℃;1H NMR(CDCl3)δ1.13-1.25(m,4H),1.62-1.90(m,4H),1.77(s,3H),1.81(s,3H),2.03-2.16(m,2H),2.27(s,3H),2.36(s,3H),3.31(m,1H),4.63(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.90-7.13(m,5H),7.21-7.32(m,2H),8.10(m,1H);IR(KBr)3392,1591,1516,1482,1298,1274,1262,1231,1136,1124,994,835cm-1. |
Ⅰb-213 | 1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.16(s,6H),2.27(s,3H),3.85(s,3H),4.63(d,J=6.6Hz,2H),5.53-5.58(m,1H),6.98-7.13(m,4H),7.22-7.30(m,3H),8.31(t,J=3.0Hz,1H),;IR(neat):2960,2918,1579,1496,1294,1117,991.753cm-1 |
Ⅰb-214 | 1H NMR(CDCl3)δ1.69(s,3H),1.74(s,3H),1.77(s,3H),1.81(s,3H),2.17(s,3H),2.26(s,3H),4.56(d,J=6.6Hz,2H),4.63(d,J=6.9Hz,2H),5.34-5.39(m,1H),5.53-5.58(m,1H),7.97-7.13(m,4H),7.21-7.29(m,3H),8.30(dd,J=1.5,4.5Hz,1H),;IR(neat):2968,2914,1577,1516,1495,1267,1229,1117.995,841,782cm-1 |
表108
Ⅰb-215 | mp134-136℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.93(s,6H);1.94(s,6H);3.78(brs,2H);4.64(d,J=6.6Hz,2H);5.57(m,1H);6.73-7.13(m,5H);8.24(m,1H);IR(KBr):3465,3333,3216,2920,1633,1512,1493,1461,1296,1262,1242,1209,1115cm-1. |
Ⅰb-216 | mp124-126℃;1H NMR(CDCl3)δ1.76(s,3H);1.77(s,3H);1.79(s,3H);1.82(d,3H);1.93(s,6H);1.95(s,6H);3.74(br,1H);3.77(d,J=6.3Hz,2H);4.64(d,J=6.9Hz,2H);5.38(m,1H);5.57(m,1H);6.73-7.10(m,5H);8.14(d,J=2.7Hz,1H);IR(KBr):3272,2913,1596,1509,1466,1302,1261,1240,1209,1115cm-1. |
Ⅰb-217 | mp103-110℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.91(s,6H);1.93(s,6H);4.64(d,J=6.6Hz,2H);5.57(m,1H);6.74-7.23(m,5H);8.28(d,J=2.7Hz,1H);IR(KBr):3441,2921,1570,1514,1462,1298,1264,1241,1210,1113,1004cm-1. |
Ⅰb-218 | mp109-110℃;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),3.77(s,3H),3.78(s,3H),4.87(d,J=7.2Hz,2H),5.57(m,1H),6.45-6.55(m,2H),6.81(d,J=8.7,Hz,1H),6.83(s,1H),6.91(s,1H),7.19(t,J=8.1Hz,1H),7.83(dd,J=8.7,2.4Hz,1H),8.37(d,J=2.4Hz,1H)IR(KBr):3425,3348,3223,1634,1604,1524,1484,1463,1443,1396,1359,1279,1209,1053,1032,1003,867,832,782,661cm-1 |
Ⅰb-219 | mp99-100℃;1H NMR(CDCl3)δ1.25(d,J=6.3Hz,6H),1.78(s,3H),1.81(s,3H),3.63(m,1H),3.77(s,3H),3.79(s,3H),4.87(d,J=6.9Hz,2H),5.57(m,1H),6.33-6.47(m,2H),6.81(d,J=8.7Hz,1H),6.92(s,2H),7.20(t,J=8.4Hz,1H),7.83(dd,J=8.7,2.4Hz,1H),8.36(d,J=2.4Hz,1H).IR(KBr):3408,1627,1599,1526,1502,1477,1280,1246,1210,1182,1133,1121,1054,1030,968,869,837,783,668cm-1 |
Ⅰb-220 | mp139-145℃;1H NMR(CDCl3)δ1.25(d,J=6.6Hz,6H),1.79(s,3H),1.82(s,3H),3.79(s,3H),3.80(s,3H),4.53(m,1H),4.61(s,2H),4.88(d,J=6.9Hz,2H),5.57(m,1H),6.82(d,J=9.0,Hz,1H),6.93(s,1H),6.96(s,1H),7.14-7.24(m,2H),7.45(m,1H),7.84(dd,J=9.0,2.1Hz,1H),8.37(d,J=2.1Hz,1H).IR(KBr):3377,3273,1656,1605,1564,1520,1484,1465,1394,1339,1282,1207,1055,1033,1008,984,871,829,779,688,653,602,541cm-1 |
Ⅰb-221 | mp137-138℃;1H NMR(CDCl3)δ1.24(d,J=6.9Hz,6H),1.79(s,3H),1.82(s,3H),2.78(d,J=5.4Hz,3H),3.79(s,3H),3.81(s,3H),4.17(q,J=5.4Hz,2H),4.44(m,1H),4.88(d,J=7.2Hz,2H),5.57(m,1H),6.82(d,J=8.7Hz,1H),6.93(s,1H),6.96(s,1H),7.12-7.22(m,2H),7.44(t,J=8.1mz,1H),7.84(dd,J=8.7,2.7Hz,1H),8.38(d,J=2.7Hz,1H)IR(KBr):3294,1604,1566,1519,1484,1464,1395,1334,1281,1208,1187,1153,1103,1055,1035,1007,981,870,829,779,688cm-1 |
Ⅰb-222 | mp79-80℃;1H NMR(CDCl3)δ1.73(s,3H),1.77(s,3H),1.78(s,3H),1.81(s,3H),3.71(d,J=6.6Hz,2H),3.77(s,3H),3.79(s,3H),4.87(d,J=8.4Hz,2H),5.35(m,1H),5.57(m,1H),6.36-6.48(m,2H),6.81(d,J=8.4,Hz,1H),6.92(s,2H),7.21(t,J=8.4Hz,1H),7.83(dd,J=8.4,2.4Hz,1H),8.37(d,J=2.4Hz,1H)IR(KBr):3416,1629,1603,1570,1526,1464,1395,1278,1209,1051.1034,1006,869,830,777,666cm-1 |
表109
Ⅰb-223 | mp103-104℃;1H NMR(CDCl3)δ1.56(s,3H),1.72(s,3H),1.78(s,3H),1.82(s,3H),2.79(d,J=5.1Hz,3H),3.78(s,3H),3.79(s,3H),4.22(q,J=5.1Hz,1H),4.28(d,J=6.9Hz,2h),4.88(d,J=6.6Hz,2H),5.30(m,1H),5.57(m,1H),6.82(d,J=8.1Hz,1H),6.91(s,2H),6.95(s,1H),7.17-7.26(m,2H),7.37-7.44(m,1H),7.83(dd,J=8.1,2.4Hz,1H),8.37(d,J=2.4Hz,1H)IR(KBr):3404,3313,1604,1566,1520,1484,1465,1395,1335,1282,1209,1153,1127,1055,1034,867,828,669cm-1 |
Ⅰb-224 | mp95-96℃;1H NMR(CDCl3)δ1.70(s,3H),1.82(s,3H),2.27(s,3H),3.82(br,2H),4.87(d,J=7.2Hz,2H),5.57(m,1H),6.64-6.55(m,2H),6.81(d,J=8.4,Hz,1H),7.50(t,J=8.1Hz,1H),7.11(s,1H),7.12(s,1H),7.59(dd,J=8.4,2.4Hz,1H),8.17(d,J=2.4Hz,1H)IR(KBr);3436,3328,3218,1634,1622,1606,1566,1522,1480,1460,1444,1396,1362,1304,1285,1245,1168,1129,1008,834cm-1 |
Ⅰb-225 | mp90-91℃;1H NMR(CDCl3)δ1.26(d,J=6.3Hz,2H),1.79(s,3H),1.82(s,3H),2.22(s,3H),2.26(s,3H),3.64(m,1H),4.87(d,J=7.5Hz,2H),5.57(m,1H),6.33-6.47(m,2H),6.81(d,J=8.4,Hz,1H),7.05(t,J=8.1Hz,1H),7.10(s,1H),7.13(s,1H),7.59(dd,J=8.4,2.4Hz,1H),8.17(d,J=2.4Hz,1H)IR(KBr):3335,1628,1606,1527,1481,1283,1240,1183,1116,989,835,812,635cm-1 |
Ⅰb-226 | mp87-88℃;1H NMR(CDCl3)δ0.91-1.09(m,2H),1.13-1.36(m,4H),1.40-1.92(m,5H),1.79(s,3H),1.82(s,3H),2.22(s,3H),2.26(s,3H),2.98(d,J=6.6Hz,2H),4.87(d,J=7.2Hz,2H),5.57(m,1H),6.32-6.46(m,2H),6.80(d,J=8.4Hz,1H),7.04(t,J=8.4Hz,1H),7.10(s,1H),7.12(s,1H),7.59(dd,J=8.4,2.4Hz,1H),8.17(d,J=2.4Hz,1H)IR(KBr):3444,1628,1603,1573,1524,1481,1459,1358,1278,1242,1168,1117,1006,974,825cm-1. |
Ⅰb-227 | mp76-77℃;1H NMR(CDCl3)δ1.55(s,3H),1.71(s,3H),1.79(s,3H),1.82(s,3H),2.19(s,3H),2.28(s,3H),2.80(d,J=5.4Hz,3H),4.20(q,J=5.4Hz,1H),4.27(d,J=7.2Hz,2H),4.87(d,J=7.2Hz,2H),5.29(m,1H),5.57(m,1H),6.82(d,J=8.1Hz,1H),7.13(s,2H),7.16-7.31(m,3H),7.59(dd,J=8.1,2.4Hz,1H),8.17(d,J=2.4Hz,1H)IR(KBr):3314,1605,1562,1514,1481,1346,1328,1307,1283,1154,1125,1072,1003,854,831,703,666,cm-1 |
Ⅰb-228 | 泡沫;1H NMR(CDCl3)δ1.00-1.74(m,11H),1.79(s,3H),1.82(s,3H),2.13(s,3H),2.27(s,3H),2.98(d,J=6.6Hz,2H),4.87(d,J=6.9Hz,2H),5.54-5.60(m,1H),6.53(dd,J=2.4,8.1Hz,1H),6.68(d,J=2.7Hz,1H),6.80(d,J=7.8Hz,1H),7.01(d,J=8.4Hz,1H),7.06(s,1H),7.10(s,1H),7.60(dd,J=2.4,8.4Hz,1H),8 18(d,J=2.1Hz,1H)IR(KBr):3413,2926,2853,1607,1517,1479,1449,1376,1281,1240,1033,977cm-1. |
Ⅰb-229 | mp110-112℃;1H NMR(CDCl3)δ1.17-1.79(m,8H),1.79(s,3H),1.82(s,3H),2.07-2.14(m,2H),2.14(s,3H),2.26(s,3H),3.23-3.30(m,1H),3.73(brs,1H),4.87(d,J=6.9Hz,2H),5.54-5.60(m,1H),6.52(dd,J=2.1,8.1Hz,1H),6.68(d,J=2.7Hz,1H),6.80(d,J=8.7Hz,1H),7.01(d,J=8.4Hz,1H),7.06(s,1H);7.09(s,1H),7.60(dd,J=2.7,8.7Hz,1H),8.18(d,J=1.8Hz,1H)IR(KBr):3411,3310,2926,2852,1607,1517,1479,1376,1357,1302,1284,1241.1013,980cm-1 |
表110
Ⅰb-230 | mp油;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.79(s,3H),1.82(s,3H),2.14(s,3H),2.27(s,3H),3.71(d,J=6.6Hz,2H),4 87(d,J=6.9Hz,2H),5.33-5.37(m,1H),5.55-5.60(m,1H),6.55(dd,J=2.4,8.4Hz,1H),6.71(d,J=2.4Hz,1H),6.81(d,J=8.7Hz,1H),7.03(d,J=8.1Hz,1H),7.06(s,1H),7.09(s,1H),7.61(dd,J=2.7,8.7Hz,1H),8.18(d,J=2.4Hz,1H)IR(CDCl3):3017,2975,1607,1517,1479,1378,1358,1282,1240,1227,1220,977cm-1 |
Ⅰb-231 | mp137-139℃;1H NMR(CDCl3)δ1.05-1.80(m,8H),1.79(s,3H),1.82(s,3H),2.05-2.12(m,2H),2.22(s,3H),2.26(s,3H),3.22-3.30(m,1H),3.75(brs,1H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.34-6.44(m,2H),6.81(d,J=9.0Hz,1H),7.03(d,J=8.4Hz,1H),7.10(s,1H),7.12(s,1H),7.59(dd,J=2.4,8.4Hz,1H),8.17(d,J=2.7Hz,1H)IR(KBr):3331,2924,2852,1628,1605,1526,1481,1452,1425,1375,1334,1302,1283,1241,1176,1114,1016,986cm-1 |
Ⅰb-232 | mp108-109℃;1H NMR(CDCl3)δ1.48-1.78(m,6H),1.79(s,3H),1.82(s,3H),2.00-2.09(m,2H),2.22(s,3H),2.26(s,3H),3.75-3.83(m,1H),3.84-3.90(m,1H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.35-6.45(m,2H),6.80(d,J=8.4Hz,1H),7.04(t,J=8.4Hz,1H),7.10(s,1H),7.12(s,1H),7.59(dd,J=2.7,8.4Hz,1H),8.17(dd,J=0.6,2.4Hz,1H)IR(KBr):3328,2955,2866,1627,1605,1526,1481,1423,1394,1356,1337,1283,1240,1176,1116,1016,974cm-1 |
Ⅰb-233 | mp77-79℃;1H NMR(CDCl3)δ1.00(d,J=0.6Hz,3H),1.02(d,J=0.6Hz,3H),1.79(s,3H),1.82(s,3H),1.86-1.99(m,1H),2.22(s,3H),2.26(s,3H),2.24(d,J=13.2Hz,2H),3.90(brs,1H),4.87(d,J=6.6Hz,2H),5.54-5.60(m,1H),6.34-6.50(m,2H),6.81(d,J=8.7Hz,1H),7.05(t,J=8.4Hz,1H),7.10(s,1H),7.12(s,1H),7.59-7.61(m,1H),8.16-8.17(m,1H)IR(KBr):3340,2958,2928,2866,1627,1606,1530,1481,1395,1358,1337,1284,1241,1178,1115,1046,991cm-1 |
Ⅰb-234 | mp109-111℃;1H NMR(CDCl3)δ1.25(t,J=7.2Hz,3H),1.78(s,3H),1.82(s,3H),2.22(s,3H),2.26(s,3H),2.62-2.70(m,2H),4.19(brs,1H),4.31(s,1H),4.84(d,J=6.6Hz,2H),5.54-5,60(m,1H),6.39-6.50(m,2H),6.81(d,J=9.0Hz,1H),7.06(t,J=8.4Hz,1H),7.10(s,1H);7.12(s,1H),7.21(d,J=8.1Hz,2H),7.32(d,J=8.1Hz,2H),7.59(dd,J=2.7,8.4Hz,1H),8.17(d,J=1.8Hz,1H)IR(KBr):3286,2967,2927,2871,1628,1598,1529,1481,1469,1376,1356,1336,1274,1237,1173,1149,1121,1003,975cm-1 |
Ⅰb-235 | mp油;1H NMR(CDCl3)δ1.26(s,3H),1.27(s,3H),1.79(s,3H),1.82(s,3H),;2.22(s,3H),2.26(s,3H),2.87-2.99(m,1H),4.31(s,2H),4.87(d,J=7.5Hz,2H),5.55-5.60(m,1H),6.40-6.51(m,2H),6.81(d,J=8.7Hz,1H),7.07(t,J=8.4Hz,1H),7.10(s,1H),7.12(s,1H),7.17(d,J=8.1Hz,2H),7.33(d,J=8.1Hz,2H),7.57-7.61(m,1H),8.16-8.18(m,1H)IR(CDCl3):8010,2964,1628,1603,1523,1480,1357,1282,1241,977cm-1 |
Ⅰb-236 | mp203-204℃;1H NMR(CDCl3)δ1.73(s,3H),1.75(s,3H),2.19(s,3H),2.21(s,3H),4.39(d,J=4.5Hz,2H),4.81(d,J=6.9Hz,2H),5.47-5.52(m,1H),6.48-6.49(m,1H),6.62(d,J=8.4Hz,2H),6.85(d,J=8.4Hz,1H),7.05-7.09(m,4H),7.50(d,J=8.1Hz,2H),7.71(dd,J=2.4,8.7Hz,1H),7.92(d,J=8.1Hz,2H),8.13(d,J=2.1Hz,1H)IR(KBr):3422,3004,1686,1609,1523,1482,1423,1392,1377,1356,1283,1240,1182,1124,977cm-1 |
表111
Ⅰb-237 | mp144-147℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.26(s,3H),2.29(s,3H),3.92(s,3H),4.46(s,3H),4.46(s,2H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.65-6.70(m,2H),6.76(d,J=8.4Hz,2H),7.17-7.21(m,2H),7.47-7.50(m,2H),7.59(dd,J=2.7,8.4Hz,2H),8.01-8.05(m,2H),8.16(d,J=2.7Hz,1H)IR(KBr):3366,2951,1709,1609,1523,1478,1469,1437,1313,1282,1235,1180,1115,1105,1019,987cm-1 |
Ⅰb-238 | mp75-76℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.79(s,3H),1.82(s,3H),2.06(s,3H),2.08(s,3H),2.25(s,3H),3.72(d,J=6.9Hz,2H),4.87(d,J=6.9Hz,2H),5.35-5.60(m,2H),6.49-6.55(m,2H),6.79-7.08(m,4H),7.60(dd,J=2.7,8.4Hz,1H),8.18(dd,J=0.9,2.7Hz,1H)IR(KBr):3331,2965,2916,1610,1522,1480,1449,1393,1302,1283,1251,1240,977cm-1 |
Ⅰb-239 | mp87-89℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.27(m,3H),2.30(s,3H),3.82(d,J=5.4Hz,2H),4.87(d,J=6.9Hz,2H),5.18-5.36(m,2H),5.54-5.60(m,1H),5.93-6.06(m,1H),6.66-6.71(m,2H),6.80(d,J=8.7Hz,1H),7.10(s,1H),7.15(s,1H),7.17-7.22(m,2H),7.58(dd,J=2.4,8.4Hz,1H),8.16(dd,J=0.6,2.4Hz,1H)IR(KBr):3330,3007,2973,2855,1610,1526,1481,1470,1392,1376,1354,1299,1283,1266,1240,1129,1019,988cm-1 |
Ⅰb-240 | mp 113-114℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.25-2.27(m,4H),2.29(s,3H),3.99(d,J=2.4Hz,2H),4.87(d,J=5.1Hz,2H),5.50-5.60(m,1H),6.73-6.78(m,2H),6.81(dd,J=0.6,8.4Hz,1H),7.09(s,1H),7.15(s,1H),7.21-7.25(m,2H),7.59(dd,J=2.7,8.4Hz,1H),8.17(dd,J=0.6,2.4Hz,1H)IR(KBr):3311,3271,2974,2924,1609,1525,1481,1392,1377,1352,1320,1300,1283,1265,1239,1182,1121,987cm-1 |
Ⅰb-241 | mp125-126℃;1H NMR(CDCl3)δ0.94-1.87(m,11H),1.78(s,3H),1.82(s,3H),2.26(s,3H),2.30(s,3H),3.00(d,J=6.6Hz,2H),4 87(d,J=6.9Hz,2H),5.54-5.60(m,1H),6.60-6.67(m,2H),6.81(d,J=8.4Hz,1H),7.09(s,1H),7.15(s,1H),7.16-7.21(m,2H),7.58(dd,J=2.4,8.4Hz,1H),8.17(dd,J=0.6,2.1Hz,1H)IR(KBr):3356,2919,2851,1613,1528,1482,1470,1447,1395,1355,1325,1299,1284,1262,1241,1182,1020,985cm-1 |
Ⅰb-242 | mp173-175℃;1H NMR(CDCl3)δ1,14-1,787(m,8H),1.78(s,3H),1.81(s,3H),2,08-2,12(m,2H),2,27(s,3H),2.30(s,3H),3.26-3.34(m,1H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.62-6.67(m,2H),6.81(dd,J=0.6,8.4Hz,1H),7.09(s,1H),7.15(s,1H),7.15-7.19(m,2H),7.58(dd,J=2.4,8.7Hz,1H),8.16(dd,J=0.6,2.4Hz,1H)IR(KBr):3326,2922,2852,1611,1523,1482,1452,1393,1354,1319,1300,1282,1239, 1182,1125,983cm-1 |
Ⅰb-243 | mp141-142℃;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.26(s,3H),2.28(s,3H),4.27(brs,1H),4.43(brs,2H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.63-6.66(m,2H),6.81(d,J=8.4Hz,1H),7.09(s,1H),7.13(s,1H),7.17-7.20(m,2H),7.33-7.35(m,2H),7.57(dd,J=2.1,8.4Hz,1H),8.16(d,J=2.4Hz,1H),8.57-8.59(m,2H)IR(KBr):3279,2972,2925,1603,1522,1479,1459,1418,1375,1351,1318,1282,1272,1240,1179,1120,1001,cm-1 |
表112
Ⅰb-244 | mp123-125℃;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.26(s,3H),2.29(s,3H),4.38(s,2H),4.87(d,J=6.9Hz,2H),5.54-5.60(m,1H),6.69-6.73(m,2H),6.81(dd,J=0.6,8.4Hz,1H),7.09(s,1H),7.14(s,1H),7.17-7.22(m,2H),7.26-7.44(m,5H),7.58(dd,J=2.4,8.4Hz,1H),8.16(d,J=1.8Hz,1H)IR(KBr):3348,2966,2921,1613,1527,1482,1469,1453,1394,1356,1326,1297,1285,1264,1241,1020,987cm-1 |
Ⅰb-245 | mp137-138℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.28(s,6H),3.33(s,3H),4.55(brs,2H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.81(dd,J=0.6,8.7Hz,1H),7.12-7.14(m,2H),7.35-7.39(m,2H),7.44-7.49(m,2H),7.59(dd,J=2.4,8.4Hz,1H),8.17(dd,J=0.6,2.4Hz,1H),IR(KBr):3376,3284,2972,2922,1604,1480,1462,1342,1281,1180,1140,999cm-1 |
Ⅰb-246 | mp118-120℃;1H NMR(CDCl3)δ1.78(s,3H),1.87(s,3H),2.26(s,3H),2.30(s,3H),4.39(s,2H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.70-6.73(m,2H),6.80(d,J=8.4Hz,1H),7.10-7.14(m,3H),7.15-7.24(m,3H),7.34(dd,J=3.0,5.1Hz,1H),7.59(dd,J=2.4,8.4Hz,1H),8.17(d,J=1.8Hz,1H)IR(KBr):3397,2973,2920,2851,1610,1522,1480,1470,1376,1350,1298,1280,1260,1235,1182,1122,980cm-1 |
Ⅰb-247 | mp112-115℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.27(s,3H),2.30(s,3H),4.22(s,2H),4.87(d,J=6.9Hz,2H),5.55-5.60(m,1H),6.44-6.45(m,1H),6.70-6.74(m,2H),6.81(dd,,J=0.9,8.4Hz,1H),7.09(s,1H),7.15(s,1H),7.18-7.23(m,1H),7.41-7.45(m,1H),7.59(dd,J=2.4,8.7Hz,1H),8.17(dd,J=0.6,2.4Hz,1H),IR(KBr):3338,2924,1613,1526,1501,1482,1471,1394,1355,1317,1298,1285,1241,1156,1020,977cm-1 |
Ⅰb-248 | mp123-125℃;1H NMR(CDCl3)δ1.78(s,3H),1.81(s,3H),2.27(s,3H),2.29(s,3H),2.60(brs,3H),4.87(d,J=7.2Hz,2H),5.54-5.60(m,1H),6.73-6.77(m,2H),6.8(d,J=8.4Hz,1H),7.09(s,1H),7.14(s,1H),7.14-7.18(m,2H),7.59(dd,J=2.4,8.4Hz,1H),8.17(d,J=2.4Hz,1H),IR(KBr):3449,3341,2972,2925,1623,1604,1521,1481,1394,1359,1281,1241,1128,984cm-1 |
Ⅰb-249 | mp70-72℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.27(s,3H),2.30(s,3H),2.89(s,3H),4.87(d,J=7.2Hz,2H),5.55-5.60(m,1H),6.66-6.71(m,2H),6.81(dd,J=0.9,8.4Hz,1H),7.09(s,1H),7.15(s,1H),7.19-7.23(m,2H),7.59(dd,J=2.7,8.4Hz,1H),8.17(dd,J=0.6,2.4Hz,1H),IR(KBr):3356,2923,2883,1614,1603,1529,1482,1393,1357,1320,1298,1282,1264,1241,1182,981cm-1 |
Ⅰb-250 | mp87-88℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.79(s,3H),1.80(s,3H),2.22(s,3H),2.26(s,3H),3.71(d,J=6.9Hz,2H),4.87(d,J=7,2Hz,2H),5.32-5.37(m,1H),5.55-5.60(m,1H),6.35-6.47(m,2H),6.81(dd,J=0.6,8.4Hz,1H),7.02-7.13(m,3H),7.59(dd,J=2.4,8.4Hz,1H),8.16(dd,J=0.9,5.7Hz,1H),HR(Nujol):3330,2923,2853,1627,1606,1564,1527,1481,1471,1395,1376,1357,1337,1284,1240,1178,1116,990cm-1 |
表113
Ⅰb-251 | mp102-103℃;1H NMR(CDCl3)δ1.75(s,3H),1.79(s,6H),1.82(s,3H),2.19(s,3H),2.27(s,3H),2.31(s,3H),3.49(brs,1H),3.78(d,J=6.9Hz,2H),4.87(d,J=6.9Hz,2H),5.42(t,J=6.9Hz,1H),5.57(t,J=7.2Hz,1H),6.68(d,J=8.1Hz,1H),6.80(d,J=8.4Hz,1H),7.09(s,2H),7.13-7.17(m,2H),7.59(dd,J=2.7,8.4Hz,1H),8.17(d,J=2.4Hz,1H);IR(KBr):3363,2969,2918,2884,2854,1609,1601,1517,1482,1468,1442,1378,1283,1250,981,891cm-1. |
Ⅰb-252 | mp109-110℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.23(s,3H),2.27(s,3H),2.30(s,3H),3.85(brs,1H),4.42(s,2H),4.87(d,J=7.2Hz,2H),5.57(t,J=6.6Hz,1H),6.69(d,J=8.1Hz,1H),7.09-7.15(m,4H),7.31-7.44(m,5H),7.59(dd,J=2.4,8.7Hz,1H),8.17(d,J=1.5Hz,1H);IR(KBr):3431,3351,2970,2919,2854,1602,1517,1483,1466,1451,1377,1285,1250,1132,975,836cm-1. |
Ⅰb-253 | mp72-73℃;1H NMR(CDCl3)δ1.75(s,3H),1.79(s,6H),1.82(s,3H),2.27(s,3H),2.30(s,3H),3.77(d,J=6.9Hz,2H),3.92(brs,1H),4.87(d,J=7.2Hz,2H),5.38(t,J=6.9Hz,1H),5.57(t,J=6.9Hz,1H),6.74(dd,J=8.1,8.7Hz,1H),6.81(dd,J=0.9,6.3Hz,1H),6.99-7.00(m,1H),7.00(s,1H),7.03(s,1H),7.14(s,1H),7.58(dd,J=2.7,8.7Hz,1H),8.16(d,J=2.7Hz,1H);IR(KBr):3431,2971,2915,1624,1599,1528,1479,1465,1335,1241,1122,987,833cm-1. |
Ⅰb-254 | mp106-107℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.26(s,3H),2.29(s,3H),4.42(s,2H),3.85(brs,1H),4.87(d,J=7.2Hz,2H),5.57(t,J=7.2Hz,1H),6.73(dd,J=8.7,8.7Hz,1H),6.81(d,J=8.4Hz,1H),6.96-6.99(m,1H),7.03(d,J=12.9Hz,1H),7.10(d,J=9.9Hz,2H),7.26-7.43(m,5H),7.58(dd,J=2.4,8.4Hz,1H),8.16(d,J=1.8Hz,1H);IR(KBr):3428,2922,2857,1623,1601,1566,1500,1427,1391,1376,1308,1298,1149,1134,1074,1038,1018,927,895cm-1. |
Ⅰb-255 | mp83-84℃;1H NMR(CDCl3)δ1.75(s,3H),1.79(s,6H),1.82(s,3H),2.27(s,3H),2.30(s,3H),3.79(d,J=6.3Hz,2H),4.29(brs,1H),4.87(d,J=7.2Hz,2H),5.39(t,J=6.6Hz,1H),5.57(t,J=7.2Hz,1H),6.71(d,J=8.7Hz,1H),6.81(d,J=8.1Hz,1H),7.10(s,1H),7.13(s,1H),7.16(dd,J=2.1,8.4Hz,1H),7.27(dd,J=2.1,7.5Hz,1H),7.58(dd,J=2.7,8.7Hz,1H),8.16(d,J=1.8Hz,1H);IR(KBr):3420,3356,2968,2924,1603,1520,1482,1468,1284,1248,1078,981,838cm-1. |
Ⅰb-256 | mp89-90℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.26(s,3H),2.29(s,3H),4.46(s,2H),4.79(brs,1H),4.87(d,J=6.9Hz,2H),5.57(t,J=7.2Hz,1H),6.69(d,J=8.1Hz,1H),6.81(d,J=8.7Hz,1H),7.09-7.13(m,3H),7.31-7.43(m,6H),7.58(dd,J=2.7,8.7Hz,1H),8.16(d,J=2.4Hz,1H);IR(KBr):3422,3340,2975,2923,1604,1520,1482,1455,1286,1248,975,887cm-1. |
Ⅰb-257 | mp62-63℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.79(s,3H),1.82(s,3H),2.28(s,3H),2.32(s,3H),3.76(d,J=6.6Hz,2H),3.86(s,3H),4.27(brs,1H),4.87(d,J=6.9Hz,2H),5.41(t,J=6.6Hz,1H),5.58(t,J=6.9Hz,1H),6.67(d,J=8.1Hz,1H),6.78-6.79(m,2H),6.88(dd,J=1.8,8.1Hz,1H),7.11(s,1H),7.18(s,1H),7.59(dd,J=2.4,8.4Hz,1H),8.17(d,J=1.8Hz,1H);IR(KBr):3437,2880,2856,1560,1416,1378,1306,1176,1075,1017,948,898,883cm-1. |
表114
Ⅰb-258 | mp86-87℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.27(s,3H),3.31(s,3H),3.87(s,3H),4.40(s,2H),4.67(brs,1H),4.87(d,J=6.9Hz,2H),5.57(t,J=7.2Hz,1H),6.65(d,J=7.8Hz,1H),6.79-6.86(m,3H),7.10(s,1H),7.17(s,1H),7.31-7.44(m,5H),7.59(dd,J=2.4,8.7Hz,1H),8.17(d,J=2.4Hz,1H);IR(KBr):3426,2948,2914,2857,1600,1561,1525,1415,1304,1177,1018,948,900,883cm-1. |
Ⅰb-259 | mp108-109℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.79(s,3H),1.82(s,3H),2.27(s,3H),2.31(s,3H),3.66(brs,1H),3.74(d,J=6.8Hz,2H),4.87(d,J=7.1Hz,2H),5.38(brt,J=6.8Hz,1H),5.58(brt,J=7.1Hz,1H),6.67(d,J=8.5Hz,2H),6.81(dd,J=0.7,8.6Hz,1H),7.10(s,1H),7.15(s,1H),7.20(d,J=8.5Hz,2H),7.59(dd,J=2.4,8.6Hz,1H)8.17(dd,J=0.7,2.4Hz,1H) |
Ⅰb-260 | mp74-75℃;1H NMR(CDCl3)δ1.72(s,3H),177(s,3H),1.81(s,6H),2.29(s,3H),2.31(s,3H),3.76(d,2H,J=6.9Hz),5.07(d,J=7.2Hz,2H),5.39(m,1H),5.58(m,1H),6.77(d,J=7.8Hz,2H),7.11-7.23(m,5H),8.26(d,J=2.1Hz,1H),8.40(d,J=2.1Hz,2H);IR(CHCl3):3426,2975,2918,2862,1612,1556,1528,1498,1471,1379,1854,1299,1241,12256,1185,1091,970,947cm-1 |
Ⅰb-261 | 1H NMR(DMSO)δ1.73(s,3H),1.76(s,3H),2.22(s,3H),2.23(s,3H),4.82(d,J=6.9Hz,2H),5.50(t,J=6.9Hz,1H),6.86(d,J=8.4Hz,1H),6.96-7.05(m,2H),7.11-7.17(m,3H),7.72(dd,J=2.7,8.7Hz,1H),8.15(d,J=2.7Hz,1H),9.94(brs,1H);IR(neat);3350,2964,1601,1520,1480,1377,1355,1283,1241,1113,979,755cm-1 |
Ⅰb-262 | mp96℃1H NMR(DMSO)δ1.74(s,6H),1.76(s,3H),1.77(s,3H),2.22(s,3H),2.34(s,3H),4.65(d,J=6.9Hz,2H),4.82(d,J=6.6Hz,2H),5.44-5.54(m,2H),7.10-7.18(m,3H),7.21-7.27(m,2H),7.73(dd,J=2.4,8.4Hz,1H),8.15(d,J=2.4Hz,1H),;IR(nujol):1600,1517,1280,1269,1127,995,836cm-1 |
Ⅰb-263 | mp78-79℃1H NMR(CD3OD)δ1.79(s,3H),1.80(s,3H),2.42(s,6H),3.92(s,3H),4.83(d,J=7.0Hz,2H),5.50-5.56(m,1H),6.84(dd,J=0.6,8.7Hz,1H),7.05-7.18(m,5H),7.67(dd,J=2.7,8.7Hz,1H),8.07(dd,J=2.7,0.6Hz,1H),;IR(nujol):1600,1577,1280,1270,1127,983,838cm-1 |
Ⅰb-264 | mp80-81℃1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.72(s,6H),4.88(d,J=7.2Hz,2H),5.13(s,2H),5.55-5.60(m,1H),6.40(dd,J=1.5,3.6Hz,1H),6.48(d,J=3.6Hz,1H),6.82(d,J=8.4Hz,1H),7.02-7.06(m,1H),7.08-7.16(m,4H),7.47-7.48(m,1H),7.58(dd,J=2.7,8.4Hz,1H)8.16(d,J=2.7Hz,1H);IR(nujol):1601,1518,1281,1125,984,834cm-1 |
Ⅰb-265 | mp105℃1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.27(s,6H),4.88(d,J=7.2Hz,2H),5.20(s,2H),5.50-5.60(m,1H),6.81(d,J=8.4Hz,1H),7.00-7.15(m,5H),7.32-7.50(m,5H),7.58(dd,J=2.4,8.4Hz,1H)8.16(d,J=2.4Hz,1H);IR(nujol):1602,1299,1276,1128,974,749cm-1 |
Ⅰb-266 | mp188-190℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.27(s,3H),2.29(s,3H),4.88(d,J=7.1Hz,2H),4.89(s,2H),5.58(t,J=7.1Hz,2H),6.83(dd,J=8.4,0.6Hz,1H),7.13(s,1H),7,15(s,1H),7.50-7.55(m,2H),7.59(dd,J=8.4,2.4Hz,1H),7.97-8.02(m,2H),8.16(dd,J=2.4,0.6Hz,1H);IR(KBr):3367,3321,3271,1602,1479,1333,1281,1163,1153,995,980,785,607,553cm-1 |
表115
Ⅰb-267 | mp176-178℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.19(s,3H),2.28(s,3H),4.88(d,J=6.9Hz,2H),4.96(s,2H),5.57(t,J=7.1Hz,2H),6.82(dd,J=8.4,0.6Hz,1H),7.11(s,1H),7,15(s,1H),7.47(t,J=8.1Hz,1H),7.59(dd,J=8.4,2.6Hz,1H),7.74(dd,J=9.0,1.8Hz,1H),7.80(dd,J=8.1,1.8Hz,1H),8.16(dd,J=2.6,0.6Hz,1H);IR(KBr):3352,3261,1603,1479,1317,1152,993,831,777,600cm-1 |
Ⅰb-268 | 油;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.80(s,3H),1.81(s,3H),2.05(s,3H),2.19(s,3H),2.26(s,3H),3.72(d,J=6.6Hz,2H),3.77(brs,1H),4.85(m,2H),5.35(m,1H),5.56(m,1H),6.34(dd,J=2.1,9.3Hz,1H),6.45(dd,J=2.1,8.4Hz,1H),6.61(d,J=8.4Hz,1H),6.97(s,1H),7.07(t,J=8.4Hz,1H),7.34(d,J=8.4Hz,1H) |
Ⅰb-269 | 油;1H NMR(CDCl3)δ1.74(s,3H),1.8(s,6H),1.82(s,3H),2.21(s,3H),2.25(s,3H),2.27(s,3H),3.71(d,J=6.6Hz,2H),4.89(d,J=6.6Hz,2H),5.35(brt,J=6.6Hz,1H),5.57(brt,J=6.6Hz,1H),6.39(dd,J=2.1,12.6Hz,1H),6.45(dd,J=2.1,8.4Hz,1H),7.06(t,J=8.4Hz,1H),7.10(s,1H),7.12(s,1H),7.41(d,J=2.4Hz,1H),8.01(d,J=2.4Hz,1H) |
Ⅰb-270 | 油;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,6H),1.82(s,3H),2.05(s,3H),2.07(s,3H),2.20(s,3H),3.72(d,J=6.6Hz,2H),3.85(br,1H),4.85(d,J=7.8Hz,2H),5.36(m,1H),5.56(m,1H),6.39(dd,J=2.4,12.3Hz,1H),6.45(dd,J=2.4,8.1Hz,1H),6.68(s,1H),6.97(s,1H),7.07(t,J=8.4Hz,1H),7.10(s,1H),7.93(s,1H) |
Ⅰb-271 | 油;1H NMR(CDCl3)δ1.78(s,3H),1.81(s,3H),2.20(s,3H),2.25(s,3H),2.27(s,3H),4.90(d,J=6.6Hz,2H),5.58(brt,J=6.9Hz,1H),6.47(dd,J=2.1,11.4Hz,1H),6.53(dd,J=2.1,8.1Hz,1H),7.05(t,J=8.1Hz,1H),7.10(s,1H),7.11(s,1H),7.41(d,J=2.1Hz,1H),8.01(d,J=2.1Hz,1H) |
Ⅰb-272 | 油;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.05(s,3H),2.07(s,3H),2.19(s,3H),3.85(brs,2H),4.85(d,J=6.9Hz,2H),5.56(m,1H),6.48(dd,J=2.1,11.7Hz,1H),6.53(dd,J=2.1,8.4Hz,1H),6.68(s,1H),6.98(s,1H),7.07(t,J=8.4Hz,1H),7.10(s,1H),7.92(s,1H) |
Ⅰb-273 | 油;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.805(s,3H),1.810(s,3H),2.06(s,3H),2.26(s,3H),2.28(s,3H),3.74(d,J=6.6Hz,2H),4.83-4.87(m,2H),5.38(m,1H),5.56(m,1H),6.61(d,J=8.4Hz,1H),6.68(d,J=9.0Hz,2H),6.96(s,1H),7.21(d,J=9.0Hz,2H),7.34(d,J=8.4Hz,1H) |
Ⅰb-274 | 油;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.78(s,3H),1.81(s,3H),2.25(s,3H),2.27(s,3H),2.30(s,3H),3.74(d,J=6.6Hz,2H),4.89(d,J=6.9Hz,2H),5.38(m,1H),5.58(m,1H),6.68(d,J=8.7Hz,2H),7.09(s,1H),7.15(s,1H),7.20(d,J=8.7Hz,2H),7.41(m,1H),8.01(m,1H) |
Ⅰb-275 | 油;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,6H),1.81(s,3H),2.05(s,3H),2.07(s,3H),2.28(s,3H),3.74(d,J=6.9Hz,2H),4.85(d,J=7.5Hz,2H),5.38(m,1H),5.56(m,1H),6.67-6.71(m,3H),6.96(s,1H),7.12(s,1H),7.21(d,J=8.7Hz,1H),7.92(s,1H) |
Ⅰb-276 | 油;1H NMR(CDCl3)δ1.75(s,3H),1.81(s,3H),2.05(s,3H),2.06(s,3H),2.26(s,3H),3.75(br,2H),4.84-4.87(m,2H),5.57(m,1H),6.62(d,J=8.1Hz,1H),6.74-6.77(m,3H),6.96(s,1H),7.11(s,1H),7.17-7.20(m,2H),7.34(d,J=8.1Hz,1H) |
表116
Ⅰb-277 | 油;1H NMR(CDCl3)δ1.78(s,3H),1.81(s,3H),2.25(s,3H),2.27(s,3H),2.28(s,3H),4.90(d,J=6.8Hz,2H),5.58(m,1H),6.73-6.78(m,2H),7.08-7.41(m,5H),8.00(d,J=2.2Hz,1H) |
Ⅰb-278 | 油;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.05(s,3H),2.08(s,3H),2.27(s,3H),4.85(d,J=8.1Hz,2H),5.57(m,1H),6.68(s,1H),6.75-6.78(m,2H),6.97(s,1H),7.12(s,1H),7.17-7.21(m,2H),7.92(s,1H) |
Ⅰb-279 | mp102-103℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),2.26(s,3H),2.31(s,3H),3.74(d,J=6.9Hz,2H),4.56-4.60(m,1H),4.66-4.73(m,2H),4.86-4.89(m,1H),5.35-5.40(m,1H),6.65-6.70(m,2H),6.86(d,J=8.4Hz,1H),7.09(s,1H),7.16(s,1H),7.18-7.22(m,2H),7.62(dd,J=2.4,8.7Hz,1H),8.13-8.14(m,1H)IR(KBr):3356,2983,2925,1611,1526,1482,1452,1391,1348,1307,1289,1263,1242,1073,1020cm-1 |
Ⅰb-280 | mp81-82℃;1H NMR(CDCl3)δ2.27(s,3H),2.30(s,3H),3.82-3.84(m,2H),4.88-4.91(m,2H),5.18-5.47(m,4H),5.93-6.21(m,2H),6.67-6.71(m,2H),6.83(d,J=8.4Hz,1H),7.09(s,1H),7.15(s,1H),7.17-7.22(m,2H),7.61(dd,J=2.4,7.2Hz,1H),8.16(dd,J=0.9,2.4Hz,1H)IR(KBr):3342,3007,2921,1609,1524,1482,1391,1314,1279,1182,1020,996cm-1 |
Ⅰb-281 | mp142-144℃;1H NMR(CDCl3)δ2.20-2.27(m,4H),2.29(s,3H),2.50(s,1H),3.99(d,J=2.4Hz,1H),5.04(d,J=2.7Hz,1H),6.73-6.78(m,2H),6.87(dd,J=2.4,8.7Hz,1H),7.10(s,1H),7.16(s,1H),7.21-7.26(m,2H),7.63(dd,J=2.4,8.7Hz,1H),8.18(dd,J=0.9,2.4Hz,1H)IR(KBr):3360,3292,3266,3005,1608,1523,1479,1438,1391,1299,1280,1265,1233,1022,1010cm-1 |
Ⅰb-282 | mp65-68℃;1H NMR(CDCl3)δ1.58(s,3H),1.70(s,3H),1.73(s,3H),1.78(s,3H),2.23(s,3H),2.26(s,3H),2.43-2.50(m,2H),2.87(t,J=7.5Hz,2H),3.71(d,J=6.9Hz,2H),3.79(brs,1H),5.20-5.36(m,2H),6.36-6.47(m,2H),7.06(t,J=8.4Hz,1H),7.12(s,1H),7.14(s,1H),7.19(d,J=7.8Hz,1H),7.60(dd,J=2.1,7.8Hz,1H),8.55(d,J=1.8Hz,1H)IR(KBr):3427,3274,2965,2913,2854,1629,1536,1480,1443,1421,1375,1343,1305,1276,1245,1173,1115,1023cm-1 |
Ⅰb-283 | mp112-113℃;1H NMR(CDCl3)δ1.69(s,3H),1.70(s,3H),1.73(s,3H),1.77(s,3H),2.22(s,3H),2.23(s,3H),3.83-3.88(m,2H),4.64(d,J=7.2Hz,2H),5.28-5.33(m,1H),5.46-5.51(m,1H),6.50-6.61(m,2H),7.07-7.11(m,3H),7.19-7.26(m,2H),7.40(dd,J=2.7,8.7Hz,1H),7.97(d,J=2.4Hz,1H),IR(KBr):3222,2971,2922,2858,1605,1536,1493,1468,1428,1396,1318,1297,1272,1262,1229,1194,1125,1090,996cm-1 |
Ⅰb-284 | mp141-143℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,6H),1.82(s,3H),2.28(s,3H),2.29(s,3H),3.85-3.95(m,2H),4.56(d,J=6.6Hz,2H),5.36(m,1H),5.54(tm,J=6.6Hz,1H),6.45(m,1H),6.97(d,J=8.7Hz,2H),7.11(s,1H),7.14(s,1H),7.28(d,J=8.7Hz,2H),7.47(m,1H),8.13(m,1H);IR(KBr)3433,3220,1610,1536,1492,1233,1176.998,844cm-1. |
Ⅰb-285 | mp113-114℃;1H NMR(DMSO-d6)δ1.73(s,3H),1.77(s,3H),2.22(s,6H),4.64(d,J=6.9Hz,2H),5.46-5.50(m,1H),5.98(s,2H),6.51(d,J=8.4Hz,1H),7.07-7.11(m,3H),7.19-7.26(m,2H),7.41(dd,J=2.7,8.4Hz,1H),7.90(d,J=2.7Hz,1H),IR(KBr):3456,3292,3173,2917,1631,1617,1521,1485,1442,1395,1378,1298,1268,1232,1193,1126,1004cm-1 |
表117
Ⅰb-286 | mp134-136℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.28(s,6H),4.56(d,J=6.6Hz,2H),5.54(tm,J=6.6Hz,1H),6.58(m,1H),6.98(d,J=90Hz,2H),7.10(s,1H),7.14(s,1H),7.28(d,J=9.0Hz,2H),7.48(m,1H),8.10(m,1H);IR(KBr)3458,3300,3176,1630,1614,1519,1485,1238,1003,837cm-1. |
Ⅰb-287 | mp187-189℃;1H NMR(CDCl3)δ1.15-1.54(m,4H),1.58-1.86(m,4H),1.77(s,3H),1.82(s,3H),2.02-2.15(m,2H),2.28(s,3H),2.29(s,3H),3.58(m,1H),4.56(d,J=6.9Hz,2H),5.54(tm,J=6.9Hz,1H),5.54(m,1H),6.44(m,1H),6.97(d,J=8.7Hz,2H),7.10(s,1H),7.13(s,1H),7.28(d,J=8.7Hz,2H),7.45(m,1H),8.10(m,1H);IR(KBr)3334,1612,1519,1488,1231,1006,833cm-1. |
Ⅰb-288 | mp89-90℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),2.22(s,3H),2.26(s,3H),3.71(d,J=6.9Hz,2H),5.32-5.36(m,1H),5.38(s,2H),6.36-6.49(m,4H),6.84(dd,J=0.6,8.4Hz,1H),7.06(t,J=8.1Hz,1H),7.11(s,1H),7.13(s,1H),7.46-7.48(m,1H),7.61(dd,J=2.4,8.4Hz,1H),8.18(dd,J=0.9,2.4Hz,1H)IR(KBr):3423,2963,2926,2860,1627,1604,1523,1480,1448,1393,1378,1343,1282,1269,1240,1169,1150,1117,1014,1000cm-1 |
Ⅰb-289 | mp油℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.90(t,J=2.1Hz,3H),2.22(s,3H),2.26(s,3H),3.71(d,J=6.9Hz,2H),4.99-5.01(m,2H),5.33-5.37(m,1H),6.37-6.47(m,2H),6.86(d,J=8.4Hz,1H),7.03-7.13(m,3H),7.61(dd,J=2.4,8.4Hz,1H),8.17(d,J=2.1Hz,1H) |
Ⅰb-290 | mp104-105℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),2.24(s,3H),2.29(s,3H),3.72(d,J=6.9Hz,2H),5.33-5.36(m,1H),6.37-6.78(m,4H),7.06(t,J=8.4Hz,1H),7.14(s,1H),7.16(s,1H),7.38(d,J=8.4Hz,1H),7.56(t,J=2.4Hz,1H),7.77(dd,J=2.1,8.1Hz,1H),8.45(dd,J=0.6,2.4Hz,1h)IR(KBr):3396,2976,2929,2855,1626,1596,1573,1523,1482,1378,1367,1335,1130,1065cm-1 |
Ⅰb-291 | mp119-120℃;1H NMR(CDCl3)δ1.73(s,3H),1.77(s,3H),2.01-2.06(m,4H),2.21(s,3H),2.29(s,3H),3.49-3.54(m,4H),3.71(d,J=6.6Hz,2H),5.33-5.36(m,1H),6.35-6.46(m,3H),7.06(t,J=8.4Hz,1H),7.10(s,2H),7.48(dd,J=2.7,9.0Hz,1H),8.20(d,J=2.1Hz,1H)IR(KBr):3438,2957,2914,2855,1628,1602,1540,1525,1490,1457,1416,1341,1306,1235,1168,1115cm-1. |
Ⅰb-292 | 油;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.27(s,3H),2.30(s,3H),4.56(d,J=6.9Hz,2H),5.55(tm,J=6.9Hz,1H),6.99(d,J=8.7Hz,2H),7.13(s,1H),7.17(s,1H),7.29(d,J=8.7Hz,2H),7.37(m,1H),7.45(m,H),8.56-8.70(m,2H);IR(CHCl3)1672,1607,1514,1494,1471,1450,1383,1234,1230,1174,998,978cm-1. |
Ⅰb-293 | mp114-115℃;1H NMR(CDCl3)δ1.73(s,3H),1.77(s,3H),2.26(s,3H),2.31(s,3H),3.74(d,J=6.9Hz,2H),3.99(s,3H),5.35-5.44(m,1H),6.65-6.70(m,2H),6.81(d,J=8.4Hz,1H),7.10(s,1H),7.16(s,1H),7.17-7.22(m,2H),7.60(dd,J=2.4,8.4Hz,1H),8.18(d,J=2.1Hz,1H)IR(KBr):3333,3006,2968,1612,1524,1483,1387,1367,1319,1300,1288,1240,1024cm-1 |
Ⅰb-294 | mp75-76℃;1H NMR(CDCl3)δ1.73(s,3H),1.77(s,3H),2.28(s,3H),2.31(s,3H),3.76(d,J=6.9Hz,2H),4.17(s,2H),5.39(m,1H),6.75(d,J=8.4Hz,2H),7.10-7.22(m,4H),8.29(d,J=2.4Hz,1H),8.42(d,J=2.4Hz,1H);IR(CHCl3):3426,2923,2868,1613,1557,1530,1499,1478,1427,1381,1353,1301,1245,1093,1007,956,929,894cm-1 |
表118
Ⅰb-295 | mp88-89℃1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.28(s,6H),4.64(d,J=6.9Hz,2H),5.44(s,2H),5.53-5.58(m,1H),6.89(dd,J=0.6,8.7Hz,1H),7.00-7.14(m,5H),7.32-7.44(m,3H),7.49-7.53(m,2H),7,62(dd,J=2.7,8.7Hz,1H)8.19(dd,J=0.6,2.7Hz,1H);IR(nujol):1602,1285,1129,988,836cm-1. |
Ⅰb-296 | mp110℃1H NMR(CDCl3)δ1.77(s,3H),1.81(s,3H),2.27(s,6H),2.28(s,3H),4.01(s,3H),4.64(d,J=6.9Hz,2H),5.53-5.58(m,1H),6.82(d,J=8.4Hz,1H),7.00-7.26(m,5H),7.60(dd,J=2.4,8.4Hz,1H),8.18(d,J=2.4Hz,1H),;IR(nujol):1598,1283,1273,1124,992,838cm-1 |
Ⅰb-297 | mp201-204℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),1.97(s,6H),1.98(s,6H),4.88(d,J=6.9Hz,2H),5.56-5.61(m,1H),6.75-6.80(m,2H),6.83(d,J=8.1Hz,1H),6.92-6.98(m,2H),7.41(dd,J=2.4,8.7Hz,1H),7.98(d,J=2.4Hz,1H)IR(KBr);3452,3368,2927,1619,1599,1517,1487,1465,1378,1350,1275,1240,1125,980cm-1 |
Ⅰb-298 | mp158-160℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.79(s,3H),1.83(s,3H),1.97(s,6H),2.00(s,6H),3.74(d,J=6,9Hz,2H),4.88(d,J=6.9Hz,2H),5.37-5.42(m,1H),5.56-5.62(m,1H),6.67-6.72(m,2H),6.84(d,J=8.4Hz,1H),6.94-7.00(m,2H),7.41(dd,J=2.4,8.7Hz,1H),7.99(dd,J=0.6,2.4Hz,1H)IR(KBr):3388,2928,2854,1613,1600,1518,1486,1465,1376,1349,1312,1291,1275,1240,1125,983cm-1 |
Ⅰb-299 | mp124-125℃;1H NMR(CDCl3)δ1.25(s,3H),1.27(s,3H),1.80(s,3H),1.83(s,3H),1.97(s,6H),2.00(s,6H),3.62-3.75(m,1H),4.88(d,J=6.9Hz,2H),5.56-5.62(m,1H),6.64-6.68(m,2H),6.83(d,J=8.4Hz,1H),6.93-6.98(m,2H),7.41(dd,J=2.4,8.4Hz,2H),7.99(d,J=1.8Hz,1H)IR(KBr):3391,2965,2930,1613,1600,1519,1412,1376,1362,1349,1316,1277,1242,1181,1125,977cm-1 |
Ⅰb-300 | mp116-119℃;1H NMR(CDCl3)δ1.78(s,3H);1.82(s,3H);1.97(s,12H);4.01(s,3H);4.64(d,J=6.6Hz,2H);5.58(m,1H);6.82-6.87(m,2H);6.91(ddd,J=1.8,4.8,11.7Hz,1H);7.05(dt,J=1.5,8.7Hz,1H);7.41(ddd,J=1.5,2.4,8.7Hz,1H)7.99(d,J=2.4Hz,1H);IR(KBr):3432,2944,1603,1514,1496,1462,1297,1281,1263,1245,1210,1113cm-1. |
Ⅰb-301 | mp150-153℃;1H NMR(CDCl3)δ1.75(s,3H);1.780(s,3H);1.784(s,3H);1.82(s,3H);1.96(s,6H);2.01(s,6H);3.91(t,J=6.0Hz,2H);4.50(brt,J=4.5Hz,1H);4.64(d,J=6.9Hz,2H);5.38(m,1H);5.57(m,1H);6.49(m,1H);6.84(m,1H);6.91(ddd,J=2.1,3.3,12Hz,1H);7.04(dt,J=2.1,8.4Hz,1H);7.27(m,1H);7.91(m,1H);IR(KBr):3235,2917,1608,1540,1513,1381,1294,1261cm-1. |
Ⅰb-302 | mp155-157℃;1H NMR(CDCl3)δ1.30(d,J=6.3Hz,6H);1.78(s,3H);1.83(s,3H);1.96(s,6H);2.01(s,6H);3.92(sept,J=6.3Hz,1H);4.54(br,1H);4.64(d,J=6.6Hz,2H);5.58(m,1H);6.48(d,J=7.5Hz,1H);6.83-7.07(m,3H);7.27(m,1H);7.89(m,1H);IR(KBr):3419,3249,2969,1610,1537,1513,1463,1389,1293,1263,1241,1209,1180,1113cm-1. |
Ⅰb-303 | mp134-137℃;1H NMR(CDCl3)δ0.99-1.92(m,11H);1.77(s,3H);1.82(s,3H);1.96(s,6H);2.01(s,6H);3.16(t,J=6.0Hz,2H);4.64(d,J=6.6Hz,2H);4.73(brs,1H);5.57(m,1H);6.49(m,1H);6.82-6.94(m,2H);7.04(dt,J=1.5,7.8Hz,1H);7.27(m,1H);7.88(m,1H);IR(KBr):3425,3250,2925,2852,1607,1533,1512,1448,1294,1261,1240,1211,1115cm-1. |
表119
Ⅰb-304 | mp154-156℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.98(s,6H);2.00(s,6H);4.63(d,J=5.7Hz,2H);5.00(br,1H);5.57(m,1H);6.52(dd,J=2.4,8.4Hz,1H);6.85-7.01(m,2H);7.04(dt,J=1.8,8.4Hz,1H);7.26-7.33(m,2H);7.77(m,1H);7.994(m,1H);8.56(m,1H);8.69(brs,1H);IR(KBr):3256,2917,1603,1514,1463,1427,1381,1296,1263,1239,1210,1112,1004cm-1. |
Ⅰb-305 | mp127-129℃;1H NMR(CDCl3)δ0.99(d,J=6.6Hz,6H);1.50-1.80(m,3H);1.77(s,3H);1.82(s,3H);1.96(s,6H);2.01(s,6H);3.29-3.36(m,2H);4.53(brt,1H);4.64(d,J=6.6Hz,2H);5.57(m,1H);6.49(d,J=8.4Hz,1H);6.81-6.94(m,2H);7.04(dt,J=1.5,8.4Hz,1H);7.28(m,2H);7.90(m,1H);IR(KBr):3442,3259,2956,1609,1542,1512,1457,1383,1293,1260,1238,1205,1114cm-1. |
Ⅰb-306 | mp86-89℃;1H NMR(CDCl3)δ1.04(d,J=6.6Hz,5H);1.77(s,3H);1.82(s,3H);1.8-1.95(m,1H);1.96(s,6H);2.01(s,6H);3.14(t,J=6.3Hz,2H);4.64(d,J=6.9Hz,2H);4.67(brt,1H).57(m,1H);6.49(m,1H);6.82-7.07(m,3H);7.28(dt,J=1.8,8.4Hz,1H);7.89(m,1H);IR(KBr):3343,2957,1610,1513,1465,1382,1294,1263,1240,1114cm-1. |
Ⅰb-307 | mp157-159℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.96(s,6H);2.00(s,6H);4.64(d,J=6.6Hz,2H);4.77(d,J=5.4Hz,2H);4.94(br,1H);5.57(m,1H);6.56(m,1H);6.81-7.09(m,5H);7.24-7.30(m,2H);7.96(d,J=2.4Hz,1H);IR(KBr):3393,2925,1610,1512,1295,1263,1240cm-1. |
Ⅰb-308 | mp175-177℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.96(s,6H);2.00(s,6H);4.58(d,J=6.0Hz,2H);4.64(d,J=6.9Hz,2H);4.98(brs,1H);5.57(m,1H);6.54(m,1H);6.81-6.94(m,2H);7.04(dt,J=1.8,8.4Hz,1H);7.14(dd,J=1.8,5.1Hz,1H);7.27(m,1H);7.35(dd,J=3.0,4.8Hz,1H);7.94(m,1H);IR(KBr):3233,2912,1546,1512,1453,1420,1384,1317,1294,1259,1238,1204,1116cm-1. |
Ⅰb-309 | mp134-137℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.98(s,6H);2.00(s,6H);4.58(d,J=5.4Hz,2H);4.64(d,J=6.6Hz,2H);4.88(brt,1H);5.57(m,1H);6.30(dd,J=0.9,3.0Hz,1H),6.36(dd,J=4.2,6.3Hz,1H);6.57(m,1H);6.86(m,1H);6.91(ddd,J=2.1,3.6,11.7Hz,1H);7.03(dt,J=1.8,8.4Hz,1H);7.28(m,1H);7.40(m,1H);7.94(m,1H);IR(KBr):3379,2928,1513,1294,1263,1240cm-1. |
Ⅰb-310 | mp124-126℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.97(s,6H);2.00(s,6H);4.41(d,J=5.4Hz,2H);4.64(d,J=6.3Hz,2H);4.73(brt,1H);5.57(m,1H);6.47(m,1H),6.54(m,1H),6.82-7.08(m,3H),7.27(m,1H),7.43(t,J=1.8Hz,1H),7.46(m,1H);7.94(d,J=2.4Hz,1H);IR(KBr):3456,3236,2254,1605,1512,1468,1382,1293,1261,1240,1209,1114cm-1. |
Ⅰb-311 | mp143-145℃;1H NMR(CDCl3)δ1.78(s,3H);1.82(s,3H);1.97(s,6H);2.00(s,6H);4.64(d,J=7.0Hz,2H);4.74(d,J=5.2Hz,2H);5.58(m,1H);5.76(m,1H),6.61(d,J=8.4Hz,1H);6.82-7.29(m,4H);7.40(d,J=8.0Hz,1H);7.70(m,1H);7.95(d,J=2.0Hz,1H);8.61(d,J=4.8Hz,1H);IR(KBr):3251,2929,1608,1514,1440,1380,1295,1264,1252,1240,1207cm-1. |
Ⅰb-312 | mp166-167℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.96(s,6H);1.99(s,6H);4.51(brs,2H);4.64(d,J=6.6Hz,2H);5.57(m,1H);6.62(m,1H);6.84(m,1H);6.90(m,1H);7.04(m,1H);7.27(m,1H);7.90(m,1H);IR(KBr):3467,3304,3168,2917,1638,1619,1516,1388,1297,1265,1240,1209cm-1. |
表120
Ⅰb-313 | 无定形;1H NMR(CDCl3)δ1.75(s,3H),1.78(s,3H),1.98(s,6H),2.01(s,6H),3.69(brs,1H),3.91(t,J=5.6Hz,2H),4.64(brs,1H),5.38(t,J=6.9Hz,1H),6.50(d,J=8.7Hz,1H),6.75-6.79(m,2H),6.92-6.97(m,2H),7.30(dd,J=8.7,2.1Hz,1H),7.91(d,J=2.1Hz,1H),7.56(dd,J=9.3,2.4Hz,1H);IR(KBr):3447,3414,3364,1605,1518,1464,1377,1278,819cm-1 |
Ⅰb-314 | mp172-173℃;1H NMR(CDCl3)δ1.75(s,6H),1.78(s,3H),1.78(s,3H),2.00(s,6H),2.01(s,6H),3.4(brs,1H),3.74(d,J=6.6Hz,2H),3.91(t,J=6.0Hz,2H),4.53(brs,1H),5.35-5.42(m,2H),6.49(dd,J=8.4,0.9Hz,1H),6.67-6.71(m,2H),6.94-7.00(m,2H),7.29(dd,J=8.4,2.4Hz,1H),7.93(dd,J=2.4,0.9Hz,1H);IR(KBr):3415,3229,1606,1521,1465,1379,1315,1141,985,815cm-1 |
Ⅰb-315 | mp207-209℃;1H NMR(CDCl3)δ1.76(s,3H),1.76(s,3H),1.96(s,6H),1.98(s,6H),3.4(brs,1H),3.88(d,J=7.8Hz,2H),5.42(t,J=7.8Hz,1H),6.76-6.82(m,2H),6.92-6.98(m,2H),7.26(d,J=7.8Hz,1H),7.34(dd,J=7.8,2.1Hz,1H),8.29(d,J=2.1Hz,1H);IR(KBr):3452,3367,1619,1517,1457,1353,1280,1176,1107,820,540cm-1 |
Ⅰb-316 | mp156-158℃;1H NMR(CDCl3)δ1.75(s,3H),1.76(s,3H),1.76(s,3H),1.78(s,3H),1.97(s,6H),2.00(s,6H),3.75(d,J=6.6Hz,2H),3.88(d,J=7.7Hz,2H),5.40(t,J=6.6Hz,2H),5.42(t,J=7.7Hz,1H),6.68-6.73(m,2H),6.93-7.00(m,2H),7.26(dd,J=8.1,1.1Hz,1H),7.34(dd,J=8.1,2.1Hz,1H),8.29(dd,J=2.1,1.1Hz,1H);IR(KBr):3391,1612,1518,1462,1180,1108,820,807,546cm-1. |
Ⅰb-317 | mp161-164℃;1H NMR(CDCl3)δ1.77(s,3H),1.77(s,3H),1.99(s,6H),1.99(s,6H),2.11(s,6H),3.89(d,J=7.8Hz,2H),5.43(t,J=7.8Hz,1H),5.94(s,2H),7.21-7.39(m,6H),8.31(dd,J=2.3,0.8Hz,1H);IR(KBr):3439,1586,1520,1449,1406,1110.999,824,750,565cm-1 |
Ⅰb-318 | mp137-138℃,1H NMR(CDCl3)δ1.75(s,3H),1.78(s,6H),1.81(s,3H),1.82(s,3H),1.89(s,6H),1.98(s,6H),2.15(s,3H),3.75(d,J=6.9Hz,2H),4.86(d,J=7.2Hz,2H),5.40(m,1H),5.59(m,1H),6.64-6.71(m,3H),6.94-6.99(m,2H),7.26(d,J=8.4Hz,1H).IR(KBr):3412,2914,1611,1592,1460,1311,1297,1282,1237cm-1 |
Ⅰb-319 | mp129-130℃,1H NMR(CDCl3)δ1.74(s,3H),1.79(s,6H),1.82(s,3H),1.98(s,6H),1.99(s,6H),2.25(s,3H),3.75(d,J=6.9Hz,2H),4.90(d,J=6.6Hz,2H),5.40(brt,J=6.9Hz,1H),5.59(brt,J=6.9Hz,1H),6.70(m,2H),6.97(m,2H),7.23(d,J=2.1Hz,1H),7.82(d,J=2.1Hz,1H) |
Ⅰb-320 | mp153-154℃,1H NMR(CDCl3)δ1.75(s,3H),1.79(s,6H),1.83(s,3H),1.89(s,6H),1.96(s,3H),1.99(s,6H),2.15(s,3H),3.75(d,J=6.9Hz,2H),4.86(d,J=6.9Hz,2H),5.40(m,1H),5.58(m,1H),6.69-6.73(m,3H),6.94-7.01(m,2H),7.84(s,1H).IR(KBr):3386,2928,1608,1518,1464,1377,1315,1180,1122,1028cm-1 |
Ⅰb-321 | mp115-117℃;1H NMR(CDCl3)δ1.60(s,3H),1.73(s,3H),1.75(s,3H),1.78(s,3H),1.95(s,6H),2.01(s,6H),3.60(d,J=7.7Hz,2H),3.91(t,J=6.0Hz,2H),4.52(m,1H),5.32-5.42(m,2H),6.49(d,J=8.4Hz,1H),7.05-7.11(m,2H),7.28(dd,J=8.4,2.3Hz,1H),7.39-7.44(m,2H),7.91(d,J=2.3Hz,1H);IR(KBr):3425,1609,1541,1391,1378,814,550cm-1 |
表121
Ⅰb-322 | mp119-122℃;1H NMR(CDCl3)δ1.75(s,3H),1.77(s,3H),1.78(s,3H),1.82(s,3H),2.01(s,6H),2.03(s,3H),3.34(s,3H),3.91(dd,J=5.9,5.9Hz,2H),4.51(t,J=5.2Hz,1H),4.64(d,J=6.7Hz,2H),5.38(m,1H),5.57(m,1H),6.47(d,J=8.5Hz,1H),6.97-7.08(m,3H),7.23-7.28(m,1H),7.72(d,J=1.8Hz,1H);IR(nujor):3325,1926,2853,1608,1538,1514,1457,1389,1296,1262,1214,1110,1006cm-1 |
Ⅰb-323 | 1H NMR(300MHz,CDCl3)δ1.80(d,J=0.9Hz,3H),1.83(d,J=0.9Hz,3H),1.98(s,6H),2.06(s,3H),3.32(s,3H),4.88(d,J=6.9Hz,2H),5.55-5.62(m,1H),6.80(d,J=7.8Hz,2H),6.85(dd,J=8.6,0.8Hz,1H),7.11(d,J=7.8Hz,2H),7.40(dd,J=8.6,2.6Hz,1H),7.98(dd,J=2.6,0.8Hz,1H) |
Ⅰb-324 | 1H NMR(300MHz,CDCl3)δ1.74(s,3H),1.78(s,3H),1.80(s,3H),1.83(s,3H),1.98(s,3H),2.07(s,3H),3.33(s,3H),3.75(d,J=6.6Hz,2H),4.88(d,J=6.9Hz,2H),5.36-5.43(m,1H),5.55-5.62(m,1H),6.71(d,J=8.0Hz,2H),6.84(dd,J=2.4,0.8Hz,1H),7.30(d,J=8.0Hz,2H),7.40(dd,J=8.6,2.4Hz,1H),7.98(dd,J=2.4,0.8Hz,1H) |
Ⅰb-325 | 1H NMR(300MHz,CDCl3)δ1.80(s,3H),1.83(s,3H),1.97(s,6H),2.06(s,3H),3.32(s,3H),3.92(s,3H),4.46(s,2H),4.88(d,J=6.9Hz,2H),5.55-5.62(m,1H),6.71(d,J=8.0Hz,2H),6.84(d,J=8.4Hz,1H),7.12(d,J=8.0Hz,2H),7.40H,dd,J=8.4,2.2Hz,1H),7.50(d,J=8.1Hz,2H),7.98(d,J=2.2Hz,1H),8.04(d,J=8.1Hz,2H) |
Ⅰb-326 | 1H NMR(300MHz,CDCl3)δ1.80(s,3H),1.83(s,3H),1.97(s,6H),2.06(s,3H),3.32(s,3H),4.48(s,2H),4.88(d,J=6.9Hz,2H),5.55-5.61(m,1H),6.70(d,J=7.8Hz,2H),6.85(d,J=8.4Hz,1H),7.12(d,J=7.8Hz,2H),7.40(dd,J=8.4,0.7Hz,1H),7.53(d,J=8.1Hz,2H),7.99(d,J=0.7Hz,1H),8.11(d,J=8.1Hz,2H) |
Ⅰb-327 | 1H NMR(300MHz,CDCl3)δ1.80(s,3H),1.83(s,3H),1.98(s,3H),2.07(s,3H),3.32(s,3H),3.86(s,3H),3.87(s,6H),4.33(s,2H),4.88(s,J=6.6Hz,2H),5.55-5.60(m,1H),6.67(s,2H),6.76(d,J=7.1Hz,2H),6.85(dd,J=8.4,0.6Hz,1H),7.15(d,J=7.1Hz,2H),7.40(dd,J=8.4,2.4Hz,1H),7.98(dd,J=2.4,0.6Hz,1H) |
Ⅰb-328 | 1H NMR(300MHz,CDCl3)δ1.80(s,3H),1.83(s,3H),1.97(s,6h),2.06(s,3H),3.31(s,3H),4.38(s,2H),4.88(d,J=7.2Hz,2H),5.55-5.62(m,1H),6.29(d,J=3.0Hz,1H),6.35(dd,J=3.0,1.8Hz,1H),6.77(d,d=8.1Hz,2H),6.84(dd,J=8.2,0.6Hz,1H),7.14(d,J=8.1Hz,2H),7.399(dd,J=1.8,0.8Hz,1H),7.40(dd,J=8.2,2.4Hz,1H),7.98(dd,J=2.4,0.6Hz,1H) |
Ⅰb-329 | mp110-111℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),1.98(s,6H),2.06(s,3H),3.33(s,3H),4.88(d,J=6.9Hz,2H),5.59(m,1H),6.79(d,J=8.7Hz.2H),6.84(dd,J=8.4和J=0.9Hz,1H),6.95(d,J=7.2Hz,2H),7.56(dd.J=8.4和2.7Hz,1H),8.11(dd,J=2.4和0.6Hz,1H);IR(CHCl3):3462,3016,2934,1620,1604,1279,1241,1087,982,cm-1. |
Ⅰb-330 | mp115-116℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.80(s,3H),1.83(s,3H),2.00(s,6H),2.06(s,3H)3.33(s,3H),3.75(d,J=6.6Hz,2H),4.88(d,J=6.9Hz,2H),5.39(m,1H),5.59(m,1H),6.71(d,J=7.8Hz,2H),6.84(dd,J=8.4和0.6Hz,1H),6.97(d,J=7.5Hz,2H),7.56(dd,J=8.4和2.4Hz,1H),8.11(dd,J=2.4和0.9Hz,1H);IR(CHCl3);3424,3004,2975,2934,2860,1612,1491,1402,1377,1280,1241,cm-1. |
表122
Ⅰb-331 | mp111-112℃;1H NMR(CDCl3)δ1.26(s,3H),1.28(s,3H),1.79(s,3H),1.83(s,3H),2.00(s,6H),2.06(s,3H),3.33(s,3H),3.68(m,1H),4.88(d,J=6.9Hz,2H),5.59(m,1H),6.67(d,J=8.4Hz,2H),6.84(dd,J=8.4和6.0Hz,1H),6.95(d,J=7.2Hz,2H),7.56(dd,J=8.4和2.4Hz,1H),8.12(dd,J=2.4和0.6Hz,1H);IR(CHCl3):3423,3018,2975,2934,2872,1612,1354,1317,1377,1280,1242,cm-1. |
Ⅰb-332 | mp139-140℃;1H NMR(CDCl3)δ1.14-1.46(m 5H),1.65-1.80(m 3H),1.82(s,3H),1.83(s,3H),2.00(s,6H),2.06(s,3H),3.33(s,3H),2.10-2.15(m,2H),3.30(m,1H),4.88(d,J=7.2Hz,2H),5.59(m,1H),6.87(d,J=8.7Hz,2H),6.84(dd,J=8.7和0.9Hz,1H),6.94(d,J=7.2Hz,2H),7.56(dd,J=8.7和2.7Hz,1H),8.11(dd,J=2.7和0.9Hz,1H);IR(CHCl3):3422,3002,2933,2856,1612,1354,1318,1280,1242,1130,1087,cm-1. |
Ⅰb-333 | mp155-156℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),1.99(s,6H),2.06(s,3H),3.33(s,3H),4.38(s,2H),4.89(d,J=6.9Hz,2H),5.59(m,1H),6.30(m,1H),6.35-6.37(m,1H),6.77(d,J=8.4Hz,2H),6.83(dd,J=8.4和0.9Hz,1H),6.98(d,J=7.5Hz,2H),7.40(dd,J=2.1和0.9Hz,1H)7.57(dd,J=8.7和2.7Hz,1H)8.12(dd,J=2.4和0.6Hz,1H);IR(CHCl3):3424,2934,2861,1613,1280,1241,1217,cm-1. |
Ⅰb-334 | mp142-145℃;1H NMR(CDCl3)δ1.99(s,3H),2.06(s,3H),3.33(s,3H),3.79(brs,2H),5.40(s,2H),6.40(dd,J=2.0,3.2Hz,1H),6.49(d,J=3.3Hz,1H),6.78(d,J=8.4Hz,2H),6.87(dd,J=0.8,8.3Hz,1H),6.95(brd,J=7.2Hz,2H),7.47(dd,J=0.9,1.5Hz,1H),7.58(dd,J=2.6,8.6Hz,1H),8.13(dd,J=0.8,2.6Hz,1H);IR(nujor):3342,2924,2854,1611,1523,1493,1458,1283,1011,824cm-1 |
Ⅰb-335 | mp158-159℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),2.00(s,6H),2.06(s,3H),3.33(s,3H),4.38(s,2H),4.89(d,J=7.0Hz,2H),5.59(m,1H),6.74(d,J=8.6Hz,2H),6.84(dd,J=0.7,8.4Hz,1H),6.98(brd,J=6.9Hz,2H),7.28-7.46(m,5H),7.56(dd,J=2.5,8.5Hz,1H),8.12(dd,J=0.7,2.3Hz,1H),IR(nujor):3357,2926,2854,1613,1526,1491,1452,1279,1090,997,823,732cm-1 |
Ⅰb-336 | mp116-117℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),2.00(s,6H),2.06(s,3H),2.30(s,3H),3.33(s,3H),4.31(s,2H),4.88(d,J=6.9Hz,2H),5.59(m,1H),5.93(m,1H),6.17(d,J=3.1Hz,1H),6.76(d,J=8.6Hz,2H),6.84(d,J=8.5Hz,1H),6.98(brd,J=6.7Hz,2H),7.56(dd,J=2.3,8.5Hz,1H),8.12(d,J=2.3Hz,1H),IR(nujor):3349,2925,2854,1611,1525,1490,1455,1280,1240,979,822,782cm-1 |
Ⅰb-337 | mp94-97℃;1H NMR(CDCl3)δ1.66(brd,J=6.7Hz,3H),1.73(s,3H),1.80(s,3H),1.83(s,3H),1.99(s,6H),2.06(s,3H),3.33(s,3H),3.69(brs,2H),4.88(d,J=6.9Hz,2H),5.52-5.62(m,2H),6.70(d,J=8.6Hz,2H),6.83(dd,J=0.7,8.4Hz,1H),6.95(brd,J=7.4Hz,2H),7.56(dd,J=2.5,8.5Hz,1H),8.11(dd,J=0.7,2.3Hz,1H),IR(KBr):3409,3325,2927,2857,1612,1523,1457,1279,1085,1002,986,820cm-1 |
Ⅰb-338 | mp161-163℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),2.00(s,6H),2.06(s,3H),3.33(s,3H),3.86(s,3H),3.87(s,6H),4.42(s,2H),4.88(d,J=7.0Hz,2H),5.59(m,1H),6.66(s,2H),6.75(d,J=8.6Hz,2H),6.84(dd,J=0.6,8.5Hz,1H),6.99(brd,J=6.7Hz,2H),7.56(dd,J=2.4,8.4Hz,1H),8.12(dd,J=0.6,2.3Hz,1H),IR(KBr):3373,2934,2831,1604,1592,1522,1457,1280,1240,1124,981,822cm-1 |
表123
Ⅰb-339 | mp113-115℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.80(d,J=0.9Hz,3H),2.00(s,6H),2.06(s,3H),3.33(s,3H),3.76(d,J=6.7Hz,2H),4.83(dd,J=5.3Hz,2H),5.39(m,1H),5.78-5.96(m,2H),6.70(d,J=8.6Hz,2H),6.84(dd,J=0.7,8.5Hz,1H),6.97(brd,J=7.3Hz,2H),7.57(dd,J=2.4,8.4Hz,1H),8.11(dd,J=0.7,2.5Hz,1H);IR(nujor):3367,2924,2853,1611,1520,1457,1278,1241,992,820cm-1 |
Ⅰb-340 | mp90-92℃;1H NMR(CDCl3)δ1.75(s,3H),1.78(s,3H),2.00(s,6H),2.06(s,3H),2.59(dt,J=6.7,6.7Hz),3.33(s,3H),3.75(d,J=6.9Hz,2H),4.42(t,J=6.8Hz,2H),5.12(brd,J=10.2Hz,1H),5.20(ddt,J=1.6,1.6,17.2Hz,1H),5.39(m,1H),5.96(ddt,J=6.7,10.3,17.1Hz,1H),6.70(d,J=8.6Hz,2H),6.83(dd,J=0.7,8.4Hz,1H),6.96(brd,J=6.9Hz,2H),7.57(dd,J=2.3,8.5Hz,1H),8.11(dd,J=0.7,2.4Hz,1H);IR(nujor):3362,2952,2925,2854,1611,1604,1519,1466,1280,819cm-1 |
Ⅰb-341 | mp97-98;1H NMR(CDCl3)δ1.04(t,J=7.5Hz,3H),1.75(s,3H),1.78(s,3H),2.00(s,6H),2.06(s,3H),2.22(dq,J=7.0,7.1Hz,2H),3.33(s,3H),3.75(d,J=6.9Hz,2H),4.95(d,J=5.3Hz,2H),5.39(m,1H),5.71(dt,J=6.1,11.0Hz,1H),5.75(dt,J=6.1,10.8Hz,1H),6.70(d,J=8.8Hz,2H),6.84(dd,J=0.7,8.5Hz,1H),6.97(brd,J=6.9Hz,2H),7.57(dd,J=2.4,8.4Hz,1H),8.12(dd,J=0.7,2.5Hz,1H),IR(KBr):3341,2965,2930,1612,1523,1491,1456,1281,1243,1089,991,822cm-1 |
Ⅰb-342 | mp129-180℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1,92(t,J=2.1Hz 3H),2.00(s,6H),2.05(s,3H),3.32(s,3H),3.75(d,J=6.6Hz,2H),5.02(m,2H),5.40(m,1H),6.72(d,J=8.4Hz,2H),6.89(dd,J=8.4和0.6Hz,1H),6.97(d,J=7.2Hz,2H),7.59(dd,J=8.4和2.4Hz,1H),8.12(dd,J=2.4和0.6Hz,1H);IR(CHCl3):3424,3004,2933,2858,1612,1346,1279,1241,cm-1. |
Ⅰb-343 | mp137-138℃;1H NMR(CDCl3)δ1.75(s,3H),1.78(s,3H),2.00(s,6H),2.06(s,3H),3.33(s,3H),3.75(d,J=6.9Hz,2H),5.40(m,3H),6.40(dd,J=3.3和1.8Hz,1H),6.49(d,J=3.3Hz,1H),6.70(d,J=8.7Hz,2H),6.87(dd,J=9.0和0.6Hz,1H),6.97(d,J=7.5Hz,2H),7.47(dd,J=1.8和0.9Hz,1H),7.59(dd,J=8.4和2.4Hz,1H),8.13(dd,J=2.4和0.6Hz,1H);IR(CHCl3):3424,3004,2933,2860,1612,1402,1453,1346,1280,cm-1. |
Ⅰb-344 | mp144-146℃;1H NMR(CDCl3)δ1.80(s,3H),1.84(s,3H),1.85(t,J=2.4Hz,3H),2.00(s,6H),2.07(s,3H),3.34(s,3H),3.94(q,J=2.4Hz,2H),4.89(d,J=6.9Hz,2H),5.60(m,1H),6.76(d,J=8.4Hz,2H),6.85(d,J=8.4Hz,1H),7.00(brd,J=7.5Hz,2H),7.57(dd,J=2.4,8.4Hz,1H),8.13(d,J=2.4Hz,1H);IR(CHCl3):3451,3395,3024,3015,2934,1621,1604,1518,1491,1280,993,825cm-1 |
Ⅰb-345 | mp113-115℃;1H NMR(CDCl3)δ1.75(s,3H),1.77(s,3H),2.00(s,6H),2.05(s,3H),3.32(s,3H),3.75(d,J=6.7Hz,2H),4.64(dd,J=3.9,29.2Hz,1H),4.66(dd,J=2.9,29.2Hz,1H),4.81(dd,J=3.0,47.5Hz,1H),4.82(dd,J=3.9,47.4Hz,1H),5.40(m,1H),6.70(d,J=8.6Hz,2H),6.90(dd,J=0.7,8.4Hz,1H),6.96(brd,J=7.5Hz,2H),7.59(dd,J=2.4,8.4Hz,1H),8.09(dd,J=0.7,2.5Hz,1H);IR(nujor):3399,2925,2854,1612,1519,1491,1450,1283,1087,929cm-1 |
表124
Ⅰb-346 | mp111-112℃;1H NMR(CDCl3)δ1.75(s,3H),1.78(s,3H),2.00(s,6H),2.05(s,3H),3.32(s,3H),3.75(d,J=6.9Hz,2H),4.82(dq,J=1.4,8.6Hz,2H),5.39(m,1H),6.70(d,J=8.7Hz,2H),6.93-6.97(m,3H),7.64(dd,J=2.4,8.4Hz,1H),8.10(dd,J=0.3,2.1Hz,1H),IR(KBr):3407,2931,2860,1613,1521,1292,1274,1259,1240,1164,1070,823cm-1 |
Ⅰb-347 | mp154-156℃;1H NMR(CDCl3)δ1.85(t,J=2.6Hz,3H),1.99(s,6H),2.06(s,3H),3.33(s,3H),3.93(q,J=2.4Hz,2H),5.40(s,2H),6.40(dd,J=1.7,3.2Hz,1H),6.49(dd,J=0.9,3.0Hz,1H),6.76(d,J=8.7Hz,2H),6.87(dd,J=0.9,8.7Hz,1H),6.99(brd,J=7.5Hz,2H),7.48(dd,J=0.9,1.8Hz,1H),7.58(dd,J=2.6,8.6Hz,1H),8.14(dd,J=0.6,2.4Hz,1H),IR(KBr):3410,2989,2934,2860,1610,1520,1278,1242,992,822,742cm-1 |
Ⅰb-348 | mp165-168℃;1H NMR(CDCl3)δ1.85(t,J=2.4Hz,3H),1.91(t,J=2.4Hz,3H),1.99(s,6H),2.05(s,3H),3.32(s,3H),3.93(q,J=2.4Hz,2H),5.01(q,J=2.4Hz,2H),6.76(d,J=8.7Hz,2H),6.89(dd,J=0.8,8.6Hz,1H),6.99(brd,J=7.2Hz,2H),7.58(dd,J=2.4,8.4Hz,1H),8.12(dd,J=0.6,2.4Hz,1H),IR(KBr):3393,3338,2923,2862,2237,1612,1604,1521,1279,1243,996,824cm-1 |
Ⅰb-349 | mp172-173℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),2.05(s,3H),2.30(s,6H),2.63(s,3H),3.32(s,3H),2.30(s,6H),3.74(d,J=6.6Hz,2H),5.39(m,1H),6.70(d,J=8.7Hz,2H),6.96(d,J=6.6Hz,2H),7.27(dd,J=8.4和0.6Hz,1H),7.51(dd,J=8.1 and 2.1Hz,1H),7.42(dd,J=2.1和0.9Hz,1H),;IR(CHCl3):3423,3003,2931,28598,1613,1589,1315,14021,1289,cm-1. |
Ⅰb-350 | mp183-184℃;1H NMR(CDCl3)δ1.75(s,3H),1.79(s,3H),2.01(s,6H),2.03(s,3H),3.32(s,3H),3.33(s,3H),3.75(d,J=69Hz,2H),5.40(m,1H),6.72(d,J=8.7Hz,2H),6.75(d,J=8.1Hz,2H),7.98(dd,J=8.1和2.1Hz,1H),8.17(dd,J=8.1和0.9Hz,1H),8.70(dd,J=2.7和0.6Hz,1H),;IR(CHCl3):3424,3016,2934,2860,1613,1315,1292,1231,cm-1. |
Ⅰb-351 | mp148-149℃;1H NMR(CDCl3)δ1.79(s,3H),1.83(s,3H),2.05(s,3H),2.06(s,3H),3.33(s,3H),3.34(s,3H),4.88(d,J=6.9Hz,2H),5.58(m,1H),6.78(d,J=8.7Hz,2H),6.84(d,J=8.4Hz,1H),7.11(d,J=8.7Hz,2H),7.56(dd,J=8.4,2.4Hz,1H),8.12(d,J=2.4Hz,1H)IR(KBr):3393,1603,1520,1492,1459,1399,1373,1357,1282,1247,1128,1038,1020,982,824cm-1 |
Ⅰb-352 | mp106-107℃;1H NMR(CDCl3)δ1.75(s,3H),1.78(s,3H),1.80(s,3H),1.83(s,3H),2.07(s,3H),2.08(s,3H),3.33(s,3H),3.34(s,3H),3.75(d,J=6.6Hz,2H),4.88(d,J=7.2Hz,2H),5.38(m,1H),5.58(m,1H),6.70(d,J=8.4Hz,2H),6.84(d,J=8.4Hz,1H),7.12(d,J=8.4Hz,2H),7.56(dd,J=8.4,2.4Hz,1H),8.12(d,J=2.4Hz,1H)IR(KBr):3401,1614,1603,1561,1522,1491,1463,1281,1242,1182,1128,1037,985,821cm-1 |
Ⅰb-353 | mp126-127℃;1H NMR(CDCl3)δ1.49(s,3H),1.67(s,3H),1.80(s,3H),1.83(s,3H),2.02(s,3H),2.07(s,3H),2.81(d,J=5.4Hz,3H),3.30(s,3H),3.34(s,3H),4.17(q,J=5.4Hz,2H),4.27(d,J=7.2Hz,2H),4.89(d,J=7.2Hz,2H),5.29(m,1H),5.58(m,1H),6.85(d,J=8.4Hz,1H),7.32(d,J=4.2Hz,2H),7.44(d,J=4.2Hz,2H),7.59(dd,J=8.4,2.4Hz,1H),8.11(d,J=2.4Hz,1H)IR(KBr):3304,1603,1564,1512,1491,1455,1355,1329,1279,1149,1131,1043,1019,986,879,823,583cm-1 |
表125
Ⅰb-354 | mp117-118℃;1H NMR(300MHz,CDCl3)δ1.12-1.30(m,2H),1.30-1.48(m,2H),1.62-1.75(m,2H),1.80(s,3H),1.83(s,3H),1.75-1.84(m,2H),2.06(s,3H),2.07(s,3H),2.06-2.18(m,2H),3.33(s,3H),3.34(s,3H),3.30-3.37(m,1H),4.88(d,J=6.9Hz,2H),5.56-5.61(m,1H),6.65-6.72(m,2H),6.84(dd,J=8.7,0.9Hz,1H),7.06-7.13(m,2H),7.56(dd,J=8.7,2.4Hz,1H),8.11(dd.J=2.4,0.9Hz,1H). |
Ⅰb-355 | mp108-110℃,1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.81(s,3H),1.82(s,3),1.94(s,3H),2.06(s,3H),2.26(s,3H),3.32(s,3H),3.33(s,3H),3.75(d,J=6.9Hz,2H),4.87(d,J=7.2Hz,2H),5.40(m,1H),5.57(m,1H),6.65(d,J=8.4Hz,2H),6.72(d,J=8.4Hz,2H),7.14(d,J=8.4Hz,2H),7.37(d,J=8.4Hz,1H).IR(KBr):3417,2930,1613,1595,1520,1449,1391,1297,1281,1246,1133,1101,1038cm-1 |
Ⅰb-356 | mp119-121℃,1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.79(s,3H),1.82(s,3H),2.06(s,3H),2.07(s,3H),2.25(s,3H),3.33(s,3H),3.35(s,3H),3.75(d,J=6.6Hz,2H),4.91(d,J=6.6Hz,2H),5.39(brt,J=6.6Hz,1H),5.59(brt,J=6.6Hz,1H),6.71(d,J=8.4Hz,2H),7.13(d,J=8.4Hz,2H),7.37(d,J=2.1Hz,1H),7.94(d,J=2.1Hz,1H) |
Ⅰb-357 | mp130-132℃,1H NMR(CDCl3)δ1.74(s,3H),1.79(s,6H),1.82(s,3H),1.94(s,3H),2.06(s,6H),3.33(s,3H),3.37(s,3H),3.76(d,J=6.9Hz,2H),4.86(d,J=6.9Hz,2H),5.40(m,1H),5.57(m,1H),6.71-6.74(m,3H),7.14(d,J=8.7Hz,2H),7.94(s,1H).IR(KBr):3392,2927,1611,1521,1448,1390,1349,1322,1286,1270,1236,1179,1115,1026cm-1 |
Ⅰb-358 | mp120-121℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),2.06(s,3H),2.07(s,3H),2.63(s,3H),3.33(s,6H),3.75(d,J=9.6Hz,2H),5.39(m,1H),6.70(d,J=8.4Hz,2H),7.12(d,J=8.4Hz,2H),7.27(d,J=8.1Hz,1H),7.51(dd,J=8.1,2.4Hz,1H),8.42(d,J=2.4Hz,1H)IR(KBr):3379,1614,1587,1523,1459,1395,1351,1319,1286,1136,1109,1038,1016,985,818cm-1 |
Ⅰb-359 | mp163-164℃;1H NMR(300MHz,CDCl3)δ1.75(s,3H),1.78(s,3H),2.07(s,3H),2.09(s,3H),3.33(s,3H),3.36(s,3H),3.75(d,J=6.6Hz,2H),3.91(t,J=5.9Hz,2H),4.58(brs,1H),5.35-5.42(m,2H),6.49(d,J=8.3Hz,1H),6.65-6.72(m,2H),7.08-7.15(m,2H),7.44(dd,J=8.3,2.0Hz,1H),8.06(d,J=2.0Hz,1H). |
Ⅰb-360 | mp145-146℃;1H NMR(300MHz,CDCl3)δ1.79(s,3H),2.06(s,3H).2.08(s,3H),3.35(s,3H),3.78(t,J=5.6Hz,2H),3.88(brs,1H),4.53(brs),5.36-5.44(m,1H),6.61(dd,J=8.4,0.75Hz,1H),6.73-6.79(m,1H),6.92-6.98(m,2H),7.45(dd,J=8.4,2.1Hz,1H),8.04(d,J=2.1Hz,1H). |
Ⅰb-361 | mp143-144℃;1H NMR(300MHz,CDCl3)δ1.75(s,3H),1.79(s,3H),2.06(s,3H),2.09(s,3H),3.35(s,3H),3.36(s,3H),3.78(t,J=6.0Hz,2H),3.83-3.94(m,3H),4.53(brs,1H),5.34-5.44(m,2H),6.48(dd,J=8.4,0.9Hz,1H),6.73-6.79(m,1H),6.92-6.98(m,2H),7.43(dd,J=8.4,2.4Hz,1H),8.05(dd,J=2,4,0.6Hz,1H). |
Ⅰb-362 | 1H NMR(300MHz,CDCl3)δ1.20-1.35(m,3H),1.35-1.48(m,2H),1.77(s,3H),1.82(s,3H),1.60-1.96(m,3H),2.04(s,3H),2.09(s,3H),2.04-2.15(m,2H),3.34(s,3H),3.36(s,3H),3.53-3.64(m,1H),4.64(d,J=6.9Hz,2H),4.60-4.65(m,1H),5.54-5.60(m,1H),6.47(d,J=8.4Hz,1H),6.96-7.09(m,3H),7.41(dd,J=8.4,2.2Hz,1H),8.02(d,J=2.2Hz,1H). |
表126
Ⅰb-363 | mp96-97℃;1HNMR(CDCl3)δ1.74(s,3H),1.79(s,6H),1.82(s,3H),2.05(s,6H),2.18(s,3H),3.74(d,J=6.6Hz,2H),4.87(d,J=7.2Hz,2H),5.39(t,J=6.9Hz,1H),5.58(t,J=7.2Hz,1H),6.70(d,J=8.4Hz,2H),6.81(d,J=8.4Hz,1H),6.96-6.99(m,3H),7.57(dd,J=0.9,8.7Hz,1H),8.16(d,J=2.1Hz,1H);IR(KBr):3345,2972,2913,1613,1560,1522,1490,1466,1281,1240,982,827cm-1 |
Ⅰb-364 | mp133-134℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.05(s,6H),2.18(s,3H),4.17(brs,1H),4.38(s,2H),4.87(d,J=7.2Hz,2H),5.58(t,J=7.2Hz,1H),6.74(d,J=8.4Hz,2H),6.81(dd,J=0.6,8.4Hz,1H),6.97-6.99(m,3H),7.31-7.46(m,5H),7.57(dd,J=2.7,8.7Hz,1H),8.15(dd,J=0.6,2.4Hz,1H);IR(KBr):3357,2962,2922,1614,1526,1491,1465,1359,1280,1241,999,828cm-1 |
Ⅰb-365 | mp89-91℃;1H NMR(CDCl3)δ1.71(s,3H),1.75(s,3H),1.79(s,3H),1.82(s,3H),2.25(s,3H),3.75(d,J=6.9Hz,2H),3.88(s,3H),4.87(d,J=6.9Hz,2H),5.37(m,1H),5.58(m,1H),6.74-6.84(m,4H),7.21(s,1H),7.41-7.45(m,2H),7.76(dd,J=2.4,8.4Hz,1H),8.19(d,J=2.4Hz,1H);IR(CHCl3):3426,2935,2859,1611,1524,1504,1482,1379,1357,1316,1281,1241,1187,1165,1128,1039,979,895cm-1 |
Ⅰb-366 | mp93-94℃;1H NMR(CDCl3)δ1.25(d,J=6.3Hz,6H),1.79(s,3H),1.82(s,3H),2.24(s,3H),3.67(m,1H),3.79(s,3H),4.87(d,J=7.2Hz,2H),5.57(m,1H),6.69(d,J=7.5Hz,2H),6.79(s,1H),6.82(d,J=8.4Hz,1H),7.21(s,1H),7.42(d,J=8.4Hz,2H),7.60(dd,J=2.4,8.7Hz,1H),8.19(d,J=2.4Hz,1H);IR(CHCl3):3424,2974,2934,2871,1673,1611,1566,1524,1504,1482,1385,1357,1318,1281,1242,1129,1039,979cm-1 |
Ⅰb-367 | mp105-108℃;1H NMR(CDCl3)δ1.79(s,3H),1.82(s,3H),2.24(s,3H),3.78(s,3H),4.38(s,2H),4.87(d,J=7.2Hz,2H),5.57(m,1H),6.73(d,J=8.4Hz,2H),6.79(s,1H),6.82(d,J=8.4Hz,1H),7.20(s,1H),7.28-7.43(m,7H),7.60(dd,J=2.4,8.4Hz,1H),8.18(d,J=2.4Hz,1H);IR(CHCl3):3448,3421,2936,2859,1612,1566,1524,1482,1391,1358,1316,1281,1242,1187,1165,1128,1039,979cm-1 |
Ⅰb-368 | mp112-113℃;1H NMR(CDCl3)δ1.55-1.72(m,6H),1.79(s,3H),1.82(s,3H),2.07-2.12(m,2H),2.24(s,3H),3.41(m,1),3.79(s,3H),3.96(s,4H),4.87(d,J=6.6Hz,2H),5.57(m,1H),6.70-6.83(m,4H),7.20(s,1H),7.42(d,J=8.4Hz,2H),7.42(d,J=8.4Hz,2H),7.60(dd,J=1.8,8.4Hz,1H),8.18(d,J=1.8Hz,1H);IR(CHCl3):3425,2952,2887,1611,1524,1504,1482,1445,1376,1357,1310,1281,1188,1152,1105,1036,977,925cm-1 |
Ⅰb-369 | mp141-142℃;1H NMR(CDCl3)δ1.56(m,2H),1.79(s,3H),1.82(s,3H),2.05-2.10(m,2H),2.25(s,3H),3.48-3.59(m,3H),3.79(s,3H),4.00-4.05(m,2H),4.87(d,J=6.9Hz,2H),5.57(m,1H),6.73-6.84(m,4H),7.20(s,1H),7.42(d,J=8.4Hz,2H),7.60(dd,J=2.4,8.4Hz,1H),8.18(d,J=2.4Hz,1H);IR(CHCl3):3424,2966,2939,2850,1611,1566,1523,1482,1386,1357,1316,1188,1136,1087,1039,982,870cm-1 |
Ⅰb-370 | mp83-86℃;1H NMR(CDCl3)δ1.71(s,3H),1.75(s,3H),2.24(s,3H),3.74-3.81(m,5H),5.35-5.40(m,3H),6.40(m,1H),6.48(m,1H),6.74(d,J=8.7Hz,2H),6.80(s,1H),6.85(d,J=8.7Hz,1H),7.21(s,1H),7.42-7.48(m,3H),7.62(dd,J=2.4,8.4Hz,1H),8.20(d,J=2.4Hz,1H);IR(CHCl3):3427,2935,2858,1611,1567,1524,1503,1480,1390,1346,1316,1282,1187,1165,1150,1127,1039,1015,992,920cm-1 |
表127
Ⅰb-371 | mp100-101℃;1H NMR(CDCl3)δ1.26(d,J=6.3Hz,6H),2.24(s,3H),3.67(m,1H),3.79(s,3H),5.39(s,2H),6.40(m,1H),6.49(m,1H),6.70-6.73(m,2H),6.79(s,1H),6.84(d,J=8.4Hz,1H),7.21(s,1H),7.43(d,J=8.4Hz,2H),7.48(m,1H),7.62(dd,J=2.4,8.4Hz,1H),8.20(d,J=2.4Hz,1H);IR(CHCl3):3424,2967,2934,1611,1567,1524,1479,1384,1346,1318,1282,1243,1187,1151,1127,1039,1015,992,920cm-1 |
Ⅰb-372 | mp138-139℃;1H NMR(CDCl3)δ1.56-1.84(m,6H),2.09-2.12(m,2H),2.24(s,3H),3.42(m,1H),3.79(s,3H),3.97(s,4H),5.39(s,2H),6.40(m,1H),6.49(d,J=3.3Hz,1H),6.72(m,2H),6.79(s,1H),6.85(d,J=8.7Hz,1H),7.20(s,1H),7.42(d,J=8.7Hz,2H),7.47(d,J=1.8Hz,1H),7.62(dd,J=2.7,8.7Hz,1H),8.20(d,J=2.7Hz,1H);IR(CHCl3):3425,2952,2886,1611,1568,1524,1504,1480,1446,1375,1346,1311,1282,1188,1151,1105,1037,993,924cm-1 |
Ⅰb-373 | mp128-130℃;1H NMR(CDCl3)δ1.73(s,3H),1.78(s,3H),1.79(s,3H),1.82(s,3H),2.04(s,3H),2.08(s,3H),3.34(s,3H),3.54(s,3H),3.75(d,J=6.3Hz,2H),4.86(d,J=6.9Hz,2H),5.39(m,H),5.56(m,1H),6.72(d,J=8.4Hz,2H),6.79(dd,J=8.7,0.6Hz,1H),7.11(d,J=8.4Hz,2H),7.48(dd,J=8.7,2.4Hz,1H),8.04(dd,J=2.4,0.6Hz,1H);IR(KBr)3420,1730,1612,1603,1561,1521,1490,1461,1277,1223,1120,1002,983,823cm-1 |
Ⅰb-374 | mp172-173℃;1H NMR(CDCl3)δ1.73(s,3H),1.77(s,3H),2.04(s,3H),2.08(s,3H),3.35(s,3H),3.53(s,3H),3.75(d,J=6.9Hz,2H),5.38(s,2H),5.39(m,1H),6.39(dd,J=3.3,1.8Hz,1H),6.48(d,J=3.3Hz,1H),6.73(d,J=8.4Hz,2H),6.82(dd,J=8.4,0.9Hz,1H),7.11(d,J=8.4Hz,2H),7.47(dd,J=1.8,0.9Hz,1H)7.50(dd,J=8.4,2.4Hz,1H),8.06(dd,J=2.4,0.9Hz,1H);IR(KBr)3415,1730,1610,1562,1520,1490,1452,1346,1278,1224,1121,989,825,736cm-1 |
Ⅰb-375 | mp146-147℃;1H NMR(CDCl3)δ1.75(s,3H),1.78(s,3H),1.79(s,3H),1.83(s,3H),1.99(s,6H),2.02(s,3H),2.12(s,3H),3.75(d,J=6.9Hz,2H),3.80(brs,1H),4.89(d,J=6.9Hz,2H),5.39(t,J=6.9Hz,1H),5.59(t,J=7.2Hz,1H),6.70(d,J=8.7Hz,2H),6.85(d,J=8.4Hz,1H),6.91-6.99(m,2H),7.45(dd,J=2.4,8.4Hz,1H),8.01(dd,J=0.9,2.1Hz,1H);IR(KBr):3395,2970,2911,2855,1613,1603,1519,1376,1277,1185,1126,977,804cm-1 |
Ⅰb-376 | mp187-188℃;1H NMR(CDCl3)δ1.79(s,3H),1.83(s,3H),1.99(s,3H),2.02(s,3H),2.12(s,3H),4.13(brs,1H),4.38(s,2H),4.89(d,J=6.9Hz,2H),5.59(t,J=7.2Hz,1H),6.74(d,J=8.4Hz,2H),6.85(d,J=8.4Hz,1H),6.93-6.96(m,2H),7.31-7.46(m,6H),8.01(d,J=1.8Hz,1H);IR(KBr):3358,2964,2929,1613,1526,1490,1451,1280,1244,1184,1125,997,975,804,732cm-1 |
Ⅰb-377 | mp75-76℃;1H NMR(CDCl3)δ1.73(s,3H),1.77(s,3H),1.80(s,3H),1.83(s,3H),2.01(s,3H),2.07(s,3H),2.11(s,3H),3.37(s,3H),3.73(d,J=6.6Hz,2H),4.09(brs,1H),4.88(d,J=6.9Hz,2H),5.38(t,J=6.6Hz,1H),5.59(t,J=7.2Hz,1H),6.52-6.56(m,2H),6.84(d,J=7.5Hz,1H),6.85(s,1H),6.96(d,J=7.8Hz,1H),7.59(dd,J=2.4,8.4Hz,1H),8.14(d,J=1.8Hz,1H);IR(KBr):3424,3339,2969,2927,1611,1509,1460,1353,1282,1252,1103,984,813cm-1 |
表128
Ⅰb-378 | mp150-151℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),2.01(s,3H),2.06(s,3H),2.11(s,3H),3.37(s,3H),4.36(s,2H),4.88(d,J=6.9Hz,2H),5.59(t,J=7.2Hz,1H),6.54-6.60(m,2H),6.84(d,J=8.4Hz,1H),6.84(s,1H),6.96(d,J=8.1Hz,1H),7.30-7.44(m,5H),7.58(dd,J=2.4,8.4Hz,1H),8.14(dd,J=0.9,2.4Hz,1H);IR(KBr):3412,3272,3018,2927,2858,1611,1517,1459,1375,1355,1317,1283,1243,1106,1050,985cm-1 |
Ⅰb-379 | mp69-70℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.80(s,3H),1.83(s,3H),2.13(s,3H),2.15(s,3H),3.38(s,3H),3.72(d,J=6.9Hz,2H),4.88(d,J=6.9Hz,2H),5.36(t,J=6.9Hz,1H),5.58(t,J=7.2Hz,1H),6.38-6.49(m,2H),6.84(d,J=8.4Hz,1H),6.95(s,1H),7.06(dd,J=8.1,8.4Hz,1H),7.57(dd,J=2.4,8.4Hz,1H),8.13(d,J=1.8Hz,1H);IR(KBr):3416,2972,2930,1627,1522,1462,1376,1269,1240,1171,1098,963,832cm-1 |
Ⅰb-380 | mp156-157℃;1H NMR(CDCl3)δ1.80(s,3H),1.83(s,3H),2.13(s,3H),2.14(s,3H),3.38(s,3H),4.36(s,2H),4.89(d,J=7.2Hz,2H),5.58(t,J=7.2Hz,1H),6.40-6.51(m,2H),6.84(d,J=8.4Hz,1H),6.94(s,1H),7.09(dd,J=8.1,8.4Hz,1H),7.32-7.40(m,5H),7.58(dd,J=2.4,8.4Hz,1H),8.13(dd,J=0.6,1.8Hz,1H);IR(KBr):3262,3019,2930,1626,1528,1464,1353,1317,1284,1244,1170,1105,986,821cm-1 |
Ⅰb-381 | mp121-123℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.80(s,6H),1.83(s,3H),1.97(s,3H),2.00(s,3H),2.07(s,3H),3.51(s,3H),3.72(d,J=6.9Hz,2H),4.88(d,J=6.9Hz,2H),5.37(m,1H),5.58(m,1H),6.64(d,J=8.7Hz,2H),6.85(d,J=8.4Hz,1H),7.01-7.08(m,2H),7.38(dd,J=8.4,2.4Hz,1H),7.96(d,J=2.4Hz,1H);IR(KBr)3391,1713,1613,1602,1524,1487,1437,1298,1276,1243,1222,1122,979cm-1 |
Ⅰb-382 | mp126-128℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.97(s,3H),2.00(s,3H),2.07(s,3H),3.51(s,3H),3.72(d,J=6.6Hz,2H),5.37(m,1H),5.39(s,2H),6.41(dd,J=3.0,1.8Hz,1H),6.50(brd,J=3.0Hz,1H),6.64(d,J=8.7Hz,2H),6.89(dd,J=8.4,0.6Hz,1H),7.01-7.09(m,2H),7.40(dd,J=8.4,2.4Hz,1H),7.48(dd,J=1.8,0.6Hz,1H),7.98(dd,J=2.4,0.6Hz,1H);IR(KBr)8384,1714,1612,1523,1490,1343,1322,1301,1281,1246,1224,1124,990cm-1 |
Ⅰb-383 | mp161-163℃;1H NMR(CDCl3)δ1.73(s,3H),1.77(s,3H),1.91(t,J=2.4Hz,3H),1.96(s,3H),1.99(s,3H),2.07(s,3H),3.51(s,3H),3.72(d,J=6.6Hz,2H),5.01(q,J=2.4Hz,2H),5.37(m,1H),6.65(d,J=9.0Hz,2H),6.90(dd,J=8.7,0.9Hz,1H),7.01-7.08(m,2H),7.40(dd,J=8.7,2.4Hz,1H),7.97(dd,J=2.4,0.9Hz,1H);IR(KBr)3385,1725,1613,1603,1525,1488,1344,1329,1303,1281,1246,1221,999cm-1 |
Ⅰb-384 | Oil 1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.30(s,3H),2.44(s,3H),4.64(d,J=6.6Hz,2H),5.55(m,1H),6.99-7.12(m,3H),7.17(s,1H),7.37(s,1H),7.53(d,J=1.2Hz,1H),9.07(d,J=1.2Hz,1H) |
Ⅰb-385 | mp93-94℃;1H NMR(CDCl3)δ1.77(s,3H),1.81(s,3H),2.28(s,3H),2.40(s,3H),4.05(s,3H),4.64(d,J=6.9Hz,2H),5.55(m,1H),6.86(d,J=1.2Hz,1H),6.98-7.12(m,3H),7.26(s,1H),7.34(s,1H),8.87(d,J=1.2Hz,1H);IR(KBr)1589,1533,1518,1496,1394,1364,1299,1263,1232,1123,1040,997,986,872cm-1 |
表129
Ⅰb-386 | mp95-96℃;1HNMR(CDCl3)δ1.77(s,3H),1.81(s,3H),2.28(s,3H),2.38(s,3H),3.17(s,6H),4.64(d,J=6.9Hz,2H),5.55(m,1H),6.53(d,J=1.2Hz,1H),6.98-7.14(m,4H),7.29(s,1H),8.69(d,J=1.2Hz,1H);IR(KBr)1591,1512,1417,1405,1299,1278,1261,1228,1123,1000,836,827cm-1 |
Ⅰb-387 | mp88-90℃;1H NMR(CDCl3)δ1.78(s,3H),1.83(s,3H),2.29(s,3H),2.30(s,3H),4.57(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.99(d,J=8.4Hz,2H),7.12(s,1H),7.20(s,1H),7.28(d,J=8.4Hz,2H),8.79(s,2H),9.22(s,1H);IR(KBr)1611,1519,1497,1415,1384,1240,1007,820,731cm-1. |
Ⅰb-388 | mp97-98℃;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.29(s,3H),2.30(s,3H),4.64(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),7.00-7.14(m,4H),7.18(s,1H),8.78(s,2H),9.22(s 1H);IR(KBr)1523,1502,1415,1386,1313,1285,1274,1263,1233,1200,1131,995,858cm-1. |
Ⅰb-389 | mp163-166℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.29(s,3H),4.56(d,J=6.6Hz,2H),5.11(tm,J=6.6Hz,1H),6.98(d,J=8.7Hz,2H),7.08(s,1H),7.16(s,1H),7.27(d,J=8.7Hz,2H),8.35(s,2H);IR(KBr)3393,3315,3196,1639,1605,1595,1518,1480,1236,1002,838,802cm-1. |
Ⅰb-390 | mp158-160℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.28(s,3H),2.29(s,3H),4.64(d,J=6.6Hz,2H),5.17(s,2H),5.56(t,J=6.6Hz,1H),6.98-7.16(m,5H),8.35(s,2H);IR(KBr)3334,3187,1655,1598,1522,1486,1296,1269,1230,1125,998cm-1. |
Ⅰb-391 | mp156-158℃;1H NMR(CDCl3)δ1.75(s,3H),1.77(s,6H),1.82(s,3H),2.28(s,3H),2.30(s,3H),4.05(t,J=6.0Hz,2H),4.56(d,J=66Hz,2H),5.11(t,J=5.4Hz,1H),5.36(tm,J=6.6Hz,1H),5.54(t,J=6.6Hz,1H),6.97(d,J=9.0Hz,2H),7.08(s,1H),7.15(s,1H),7.27(d,J=9.0Hz,2H),8.34(s,2H);IR(KBr)3236,1608,1598,1522,1495,1436,1264,1244,1181,998,833,803cm-1. |
Ⅰb-392 | mp105-106℃;1H NMR(CDCl3)δ1.75(s,3H),1.77(s,6H),1.82(s,3H),2.28(s,3H),2.30(s,3H),4.00-4.09(m,2H),4.63(d,J=6.6Hz,2H),5.14(m,1H),5.37(m,1H),5.55(t,J=6.6Hz,1H),6.98-7.17(m 5H),8.34(s,2H);IR(KBr)3254,1607,1524,1495,1440,1300,1271,1235,1129,995cm-1. |
Ⅰb-393 | mp182-184℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),2.29(s,6H),4.05(dd,J=6.6,5.7Hz,2H),5.17(brs,1H),5.37(tm,J=6.6Hz,1H),6.75(d,J=8.7Hz,2H),7.07(s,1H),7.14(s,1H),7.15(d,J=8.7Hz,2H),8.34(s,2H);IR(KBr)3443,3327,3245,3110,1631,1602,1525,1493,1440,1301,828,802cm-1 |
Ⅰb-394 | mp160-162℃;1H NMR(CDCl3)δ1.74(s,6H),1.77(s,6H),2.29(s,3H),2.30(s,3H),3.74(d,J=6.9Hz,2H),4.05(dd,J=6.6,6.0Hz,2H),5.15(brs,1H),5.37(m,2H),6.67(d,J=8.4Hz,2H),7.07(s,1H),7.16(s,1H),7.18(d,J=8.4Hz,2H),8.34(s,2H);IR(KBr)3423,3240,3104,1612,1598,1525,1496,1436,1321,1262,1187,1087,824,802cm-1 |
Ⅰb-395 | mp106-108℃;1H NMR(CDCl3)δ1.72(s,6H),1.74(s,9H),1.77(s,3H),2.29(s,3H),2.32(s,3H),3.91(d,J=5.7Hz,4H),4.04(dd,J=6.3,5.7Hz,2H),5.08(m,1H),5.27(m,2H),5.37(m,1H),6.72(brd,J=8.7Hz,2H),7.07(s,1H),7.17(s,1H),7.21(d,J=8.7Hz,2H),8.34(s,2H);IR(KBr)3433,3254,3110,1599,1523,1494,1434,1378,1232,1196,1092,817,801cm-1 |
表130
Ⅰb-396 | mp84-86℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.79(s,3H),2.23(s,3H),2.28(s,3H),3.71(d,J=6.9Hz,2H),4.93(d,J=6.9Hz,2H),5.32-5.61(m,2H),6.36-6.48(m,2H),7.05(t,J=8.4Hz,1H),7.09(s,1H),7.15(s,1H),8.53(s,2H)IR(KBr):3224,3315,2970,2923,1628,1592,1534,1474,1438,1377,1341,1317,1249,1173,1110,993cm-1 |
Ⅰb-397 | mp150-152℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.80(s,3H),1.81(s,3H),1.99(s,6H),2.00(s,6H),3.74(d,J=6.9Hz,2H),4.95(d,J=7.2Hz,2H),5.37-5.42(m,1H),5.58-5.64(m,1H),6.68-6.71(m,2H),6.93-6.97(m,2H),8.36(s,2H)IR(KBr):3360,2973,2928,2857,1610,1587,1519,1436,1406,1379,1310,1245,1181,983cm-1 |
Ⅰb-398 | mp156-158℃;1H NMR(CDCl3)δ1.60(s,3H),1.75(s,3H),1.77(s,3H),1.82(s,3H),1.97(s,6H),2.03(s,6H),4.04-4.08(m,2H),4.64(d,J=6.6Hz,2H),5.05-5.08(m,1H),5.30-5.41(m,1H),5.54-5.60(m,1H),6.81-6.84(m,1H),6.89(dd,J=1.8,12.0Hz,1H),7.05(t,J=8.7Hz,1H),8.15(s,1H),IR(KBr):3320,2971,2931,2850,1627,1604,1525,1483,1395,1373,1338,1309,1288,1263,1240,1175,1115,1038cm-1. |
Ⅰb-399 | mp161-163℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),1.97(s,6H),2.02(s,6H),4.64(d,J=6.6Hz,2H),5.13(brs,2H),5.54-5.60(m,1H),6.80-6.84(m,1H),6.88(dd,J=1.8,11.7Hz,1H),7.05(t,J=8.7Hz,1H),8.16(s,1H)IR(KBr):3344,3210,2987,2917,2859,1654,1618,1597,1541,1513,1479,1427,1382,1295,1263,1240,1212,1114,993cm-1. |
Ⅰb-400 | 1H NMR(300MHz,CDCl3)δ1.75(s,3H),1.77(s,6H),1.82(s,3H),2.05(s,3H),2.12(s,3H),3.34(s,3H),3.39(s,3H),4.06(t,J=6.0Hz,2H),4.65(d,J=6.9Hz,2H),5.18(t,J=5.3Hz,1H),5.35-5.42(m,1H),5.53-5.60(m,1H),7.08-6.95(m,3H),8.30(s,2H). |
Ⅰb-401 | 油;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.31(s,3H),2.54(s,3H),4.56(d,J=6.6Hz,2H),5.54(t,J=6.6Hz,1H),6.98(d,J=8.4Hz,2H),7.16(s,1H),7,21(t,J=5.1Hz,1H),7.28(d,J=8.4Hz,2H),7.73(s,1H),8.85(d,J=5.1Hz,2H). |
Ⅰb-402 | mp93-94℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.31(s,3H),2.54(s,3H),4.64(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.98-7.25(m,5H),7.73(s,1H),8.85(s,1H),8.86(s 1H);IR(KBr)1573,1560,1521,1414,1299,1277,1260,1238,1130,997cm-1. |
Ⅰb-403 | mp107-108℃;1H NMR(CDCl3)δ1.74(s,3H),1.77(s,3H),1.81(s,3H),1.83(s,3H),2.32(s,3H),2.39(s,3H),3.67(brs,1H),3.74(d,J=6.8Hz,2H),5.10(d,J=7.1Hz,2H),5.37(brt,J=6.8Hz,1H),5.62(brt,J=7.1Hz,1H),6.67(d,J=8.5Hz,2H),7.02(d,J=9.0Hz,1H),7.17(s,1H),7.20(d,J=8.5Hz,2H),7.33(s,1H),7.52(d,J=9.0Hz,1H) |
Ⅰb-404 | mp149-151℃;1H NMR(CDCl3)δ1.78(s,6H),1.82(s,3H),2.31(s,3H),2.38(s,3H),4.57(d,J=6.6Hz,2H),5.54(t,J=6.6Hz,1H),6.99(d,J=9.0Hz,2H),7.20(s,1H),7.27(d,J=9.0Hz,2H),7.34(s,1H),7.58(d,J=9.0Hz,1H),7.60(d,J=9.0Hz,1H);IR(KBr)1610,1572,1517,1496,1421,1411,1249,1179,1142,1012,1004,857,841cm-1. |
表131
Ⅰb-405 | mp94-94.5℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.30(s,3H),2.39(s,3H),4.20(s,3H),4.57(d,J=6.6Hz,2H),5.54(tm,J=6.6Hz,1H),6.98(d,J=8.7Hz,2H),7.04(d,J=9.0Hz,1H),7.18(s,1H),7.28(d,J=8.7Hz,2H),7.34(s,1H),7.53(d,J=9.0Hz,1H);IR(KBr)1610,1592,1518,1464,1415,1295,1235,1175,1107,1016,867,830cm-1. |
Ⅰb-406 | mp165-167℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.29(s,3H),2.41(s,3H),3.24(s,6H),4.56(d,J=6.6Hz,2H),5.54(tm,J=6.6Hz,1H),6.87(d,J=9.3Hz,1H),6.97(d,J=9.0Hz,2H),7.15(s,1H),7.28(d,J=9.0Hz,2H),7.36(s,1H)7.38(d,J=9.3Hz,1H);IR(KBr)1606,1593,1493,1427,1387,1237,1178,1003,847,826cm-1. |
Ⅰb-407 | mp138-140℃;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.30(s,3H),2.38(s,3H),4.64(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),7.00-7.13(m,3H),7.19(s,1H),7.34(s,1H),7.56(m,1H)7.62(m,1H);IR(KBr)1518,1496,1414,1385,1299,1266,1233,1127,994,851cm-1. |
Ⅰb-408 | mp91-92℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.29(s,3H),2.39(s,3H),4.20(s,3H),4.64(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.90-7.14(m,4H),7.16(s,1H),7.34(s,1H),7.53(d,J=9.0Hz,1H);IR(KBr)1593,1519,1496,1469,1417,1294,1274,1263,1231,1126,1010,995,845cm-1. |
Ⅰb-409 | mp132-134℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.29(s,3H),2.41(s,3H),3.24(s,6H),4.64(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.87(d,J=9.6Hz,1H),6.97-7.15(m,4H),7.36(s,1H),7.37(d,J=9.6Hz,1H);IR(KBr)1597,1547,1519,1495,1422,1404,1297,1272,1233,1197,1133,993,849cm-1. |
Ⅰb-410 | mp197-200℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.29(s,3H),2.36(s,3H),4.56(d,J=6.9Hz,2H),4.82(s,2H),5.54(tm,J=6.9Hz,1H),6.83(d,J=9.0Hz,1H),6.97(d,J=9.0Hz,2H),7.16(s,1H),7.27(d,J=9.0Hz,2H),7.3l(s,1H),7.39(d,J=9.0Hz,1H);IR(KBr)3486,3370,3308,3164,1649,1625,1606,1516,1495,146l,1234,1216,1173,1011,999,982,846,835cm-1. |
Ⅰb-411 | mp183-185℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.28(s,3H),2.36(s,3H),4.64(d,J=6.6Hz,2H),4.89(brs,2H),5.55(tm,J=6.6Hz,1H),6.85(d,J=9.0Hz,1H),6.98-7.12(m,3H),7.14(s,1H),7.32(s,1H),7.38(d,J=9.0Hz,1H);IR(KBr)3486,3368,3308,3161,1649,1624,1519,1497,1461,1261,1123,982,844cm-1. |
Ⅰb-412 | mp138-140℃;1H NMR(CDCl3)δ1.76(s,6H),1.77(s,3H),1.82(s,3H),2.29(s,3H),2.39(s,3H),4.03(t,J=6.3Hz,2H),4.56(d,J=6.9Hz,2H),4.77(m,1H),5.38(tm,J=6.9Hz,1H),5.54(tm,J=6.9Hz,1H),6.70(d,J=9.0Hz,1H),6.97(d,J=9.0Hz,2H),7.15(s,1H),7.28(d,J=9.0Hz,2H),7.33(s,1H),7.35(d,J=9.0Hz,1H);IR(KBr)3213,1605,1530,1492,1234,1180,994,841cm-1. |
Ⅰb-413 | mp113-115℃;1H NMR(CDCl3)δ1.76(s,3H),1.77(s,3H),1.78(s,3H),1.81(s,3H),2.28(s,3H),2.39(s,3H),3.98-4.15(m,2H),4.64(d,J=6.9Hz,2H),4.76(m,1H),5.38(m,1H),5.55(tm,J=6.9Hz,1H),6.70(d,J=9.3Hz,1H),6.98-7.15(m,4H),7.33(s,1H),7.35(d,J=9.3Hz,1H);IR(KBr)3424,3214,1601,1534,1492,1416,1296,1261,1232,1126,983,829cm-1. |
表132
Ⅰb-414 | mp159-161℃;1H NMR(CDCl3)δ1.76(s,3H),1.78(s,3H),2.29(s,3H),2.38(s,3H),4.03(dd,J=6.6,5.7Hz,2H),4.91(m,1H),5.38(tm,J=6.6Hz,1H),6.71(d,J=9.0Hz,2H),6.75(d,J=8.7Hz,2H),7.15(s,1H),7.17(d,J=8.7Hz,2H),7.32(s,1H),7.37(d,J=9.0Hz,1H);IR(KBr)3440,3363,3220,1621,1599,1531,1491,1458,1410,1279,1181,1140,1045,1026,835cm-1 |
Ⅰb-415 | mp131-133℃;1H NMR(CDCl3)δ1.74(s,3H),1.76(s,3H),1.77(s,6H),2.31(s,3H),2.38(s,3H),3.74(d,J=6.9Hz,2H),4.03(dd,J=6.0,6.0Hz,2H),4.87(brs,1H),5.38(m,2H),6.67(d,J=8.4Hz,2H),6.71(d,J=9.3Hz,1H),7.15(s,1H),7.19(d,J=8.4Hz,2H),7.32(s,1H),7.36(d,J=9.3Hz,1H);IR(KBr)3385,3207,1609,1529,1493,1457,1186,1045,834cm-1 |
Ⅰb-416 | mp174-175℃;1H NMR(CDCl3)δ1.72(s,6H),1.74(s,3H),1.75(s,3H),1.76(s,3H),1.78(s,3H),2.33(s,3),2.38(s,3H),3.91(d,J=6.0Hz,4H),4.03(dd,J=6.0,6.0Hz,2H),4.88(m,1H),5.26(m,2H),5.38(m,1H),6.71(d,J=9.0Hz,1H),6.75(d,J=9.0Hz,2H),7.17(s,1H),7.22(d,J=9.0Hz,2H),7.32(s,1H),7.37(d,J=9.0Hz,1H);IR(KBr)3432,3252,3133,1615,1578,1524,1473,1449,1350,1316,1305,1234,1195,1162,1057,854,819cm-1. |
Ⅰb-417 | mp224-227℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.95(s,6H);1.96(s,6H);4.64(d,J=6.6Hz,2H);4.91(br s,2H);5.57(m,1H);6.75-7.07(m,4H);7.20(dd,J=1.8,9.0Hz,1H);IR(KBr):3341,3163,1637,1513,1460,1297,1263,1243,1114,1001cm-1. |
Ⅰb-418 | mp215-216℃;1H NMR(CDCl3)δ1.77(s,6H);1.79(s,3H);1.82(s,3H);1.95(s,6H);1.97(s,6H);4.02(t,J=6.3Hz,2H);4.64(d,J=7.2Hz,2H);4.84(br,1H);5.39(m,1H);5.57(m,1H);6.74(dd,J=1.2,9.0Hz,1H);6.76-6.93(m,2H);7.04(t,J=8.4Hz,1H);7.15(dd,J=1.8,9.0Hz,1H);IR(KBr):3258,2917,1609,1513,1486,1466,1426,1297,1264,1241,1118cm-1. |
Ⅰb-419 | mp178-180℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),1.82(s,3H),1.85(s,3H),1.95(s,6H),1.98(s,6H),3.4(brs,1H),3.75(d,J=6.9Hz,2H),5.11(d,J=6.9Hz,2H),5.40(t,J=6.9Hz,1H),5.63(d,J=6.9Hz,1H),6.70-6.74(m,2H),6.92-6.99(m,2H),7.04(d,J=9.2Hz,1H),7.32(d,J=9.2Hz,1H);IR(KBr):3368,2979,2932,2915,1612,1520,1438,1303,1285,966,821,529cm-1. |
Ⅰb-420 | 1H NMR(300MHz,CDCl3)δ1.77(s,6H),1.79(d,J=1.2Hz,3H),1.82(d,J=0.9Hz,3H),2.04(s,3H),2.12(s,3H),3.35(s,3H),3.42(s,3H),4.02(t,J=6.2Hz,2H),4.65(d,J=6.9Hz,2H),4.81(t,J=5.0Hz,1H),5.35-5.42(m,1H),5.53-5.60(m,1H),6.72(d,J=9.2Hz,1H),6.95-7.08(m,3H),7.29(d,J=9.2Hz,1H). |
Ⅰb-421 | mp88-89℃;1H NMR(CDCl3)δ1.78(s,3H),1.82(s,3H),2.31(s,3H),2.40(s,3H),4.57(d,J=6.6Hz,2H),5.54(t,J=6.6Hz,1H),6.98(d,J=9.0Hz,2H),7.19(s,1H),7.28(d,J=9.0Hz,2H),7.35(s,1H),8.53(d,J=2.7Hz,1H),8.68(dd,J=2.7,1.2Hz,1H),8.78(d,J=1.2Hz,1H);IR(KBr)1606,1574,1516,1496,1469,1386,1241,1178,1145,1011,1002,982,840,833cm-1. |
Ⅰb-422 | mp87-88℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.31(s,3H),2.40(s,3H),4.64(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.99-7.14(m 3H),7.17(s,1H),7.35(s,1H),8.54(m,1H),8.68(m,1H),8.77(m,1H);IR(KBr)1517,1501,1476,1447,1397,1387,1315,1297,1265,1234,1198,1127,996,849cm-1. |
表133
Ⅰb-423 | mp74-77℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.29(s,3H),2.37(s,3H),4.56(d,J=6.9Hz,2H),4.60(s,2H),5.54(tm,J=6.9Hz,1H),6.97(d,J=8.7Hz,2H),7.14(s,1H),7.27(d,J=8.7Hz,2H),7.29(s,1H),8.10(s,1H),8.18(s 1H);IR(KBr)3464,3319,3165,1606,1477,1381,1241,1178,1023,1002,839,832cm-1. |
Ⅰb-424 | mp127-128℃;1H NMR(CDCl3)δ1.77(s,3H),1.81(s,3H),2.28(s,3H),2.37(s,3H),4.62(s,2H),4.63(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.98-7.12(m,3H),7.13(s,1H),7.29(s 1H),8.09(d,J=1.5Hz,1H),8.17(d,J=1.5Hz,1H);IR(KBr)3426,3306,3189,1641,1580,1536,1517,1498,1482,1393,1292,1281,1265,1231,1121,982cm-1. |
Ⅰb-425 | mp136-138℃;1H NMR(CDCl3)δ1.77(s,3H),1.82(s,3H),2.28(s,3H),2.38(s,3H),3.74(m,1H),4.56(d,J=6.9Hz,2H),5.54(tm,J=6.9Hz,1H),6.97(d,J=8.7Hz,2H),7.13(s,1H),7.27(d,J=8.7Hz,2H),7.29(s,1H),7.96(d,J=1.2Hz,2H),8.16(d,J=1.2Hz,1H);IR(KBr)3282,1597,1527,1492,1241,1174,1018,885,826cm-1. |
Ⅰb-426 | mp119-121℃;1H NMR(CDCl3)δ1.77(s,3H),1.81(s,3H),2.28(s,3H),2.38(s,3H),3.74(m,1H),4.57(d,J=8.1Hz,1H),4.63(d,J=6.6Hz,2H),5.55(t,J=6.6Hz,1H),6.98-7.12(m,3H),7.11(s,1H),7.29(s,1H),7.96(d,J=1.5Hz,1H),8.15(d,J=1.5Hz,1H);IR(KBr)3424,3275,1598,1528,1495,1280,1265,1173,1018,1007cm-1. |
Ⅰb-427 | mp134-136℃;1H NMR(CDCl3)δ1.77(s,3H),1.78(s,6H),1.82(s,3H),2.29(s,3H),2.38(s,3H),3.98(t,J=5.4Hz,2H),4.56(d,J=6.9Hz,2H),5.36(tm,J=6.9Hz,1H),5.54(tm,J=6.9Hz,1H),6.97(d,J=8.7Hz,2H),7.14(s,1H),7.27(d,J=8.7Hz,2H),7.29(s,1H),7.98(d,J=1.5Hz,1H),8.19(d,J=1.5Hz,1H);IR(KBr)3215,1608,1578,1561,1492,1380,1362,1243,1179,1166,1017,1003,830cm-1. |
Ⅰb-428 | mp99-100℃;1H NMR(CDCl3)δ1.76(s,6H),1.78(s,3H),1.81(s,3H),2.28(s,3H),2.38(s,3H),3.98(dd,J=6.6,5.4Hz,2H),4.59(brs,1H),4.63(d,J=6.6Hz,2H),5.36(t,J=6.6Hz,1H),5.55(t,J=6.6Hz,1H),6.98-7.12(m,3H),7.12(s,1H),7.30(s,1H),7.98(d,J=1.5Hz,1H),8.18(d,J=1.5Hz,1H);IR(KBr)3239,1578,1565,1492,1390,1362,1303,1277,1261,1122,995,873,827cm-1 |
Ⅰb-429 | mp133-134℃;1H NMR(CDCl3)δ1.74(s,3H),1.76(s,3H),1.77(s,3H),1.78(s,3H),2.31(s,3H),2.38(s,3H),3.73(d,J=6.6Hz,2H),3.97(dd,J=6.0,6.0Hz,2H),4.57(m,1H),5.37(m,2H),6.67(d,J=8.4Hz,2H),7.14(s,1H),7.19(d,J=8.4Hz,2H),7.28(s,1H),7.97(d,J=1.5Hz,1H),8.19(d,J=1.5Hz,1H);1R(KBr)3413,3222,1612,1580,1561,1523,1493,1457,1379,1362,1319,1186,1165,1094,1056,1017,822cm-1 |
Ⅰb-430 | Oil 1H NMR(CDCl3)δ1.72(s,6H),1.74(s,6H),1.76(s,3H),1.78(s,3H),2.33(s,3H),2.37(s,3H),3.90(d,J=6.3Hz,4H),3.97(dd,J=6.0,5.1Hz,2H),4.54(m,1H),5.26(m,2H),5.36(m,1H),6.74(d,J=8.7Hz,2H),7.15(s,1H),7.21(d,J=8.7Hz,2H),7.15(s,1H),7.21(d,J=8.7Hz,2H),7.28(s,1H),7.98(d,J=1.5Hz,1H)8.19(d,J=1.5Hz,1H) |
表134
Ⅰb-431 | mp167-168℃;1H NMR(CDCl3)δ1.75(s,3H),1.78(s,3H),1.81(s,3H),1.84(s,3H),1.95(s,6H),1.98(s,6H),3.63(brs,1H),3.74(d,J=6.6Hz,2H),4.90(d,J=7.1Hz,2H),5.39(t,J=6.6Hz,1H),5.58(d,J=7.1Hz,1H),6.67-6.71(m,2H),6.87-7.00(m,2H),8.07(d,J=1.5Hz,1H),8.35(d,J=1.5Hz,1H);IR(KBr):3355,2964,2926,2874,1614,1521,1458,1345,1312,1270,1029,977,820cm-1. |
Ⅰb-432 | mp161-162℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.94(s,6H);1.97(s,6H);4.64(d,J=6.3Hz,2H);4.64(brs,2H);5.57(m,1H);6.74-7.07(m,3H);7.98(s,1H);8.15(s,1H);IR(KBr):3450,3340,2921,1624,1527,1514,1461,1374,1295,1261,1245,1192,1116cm-1. |
Ⅰb-433 | mp130-132℃;1H NMR(CDCl3)δ1.77(s,6H);1.80(s,3H);1.82(s,3H);1.94(s,6H);1.98(s,6H);3.98(brt,J=5.4Hz,2H);4.56(br,1H);4.64(d,J=6.6Hz,2H);5.39(m,1H);5.57(m,1H);6.74-7.08(m,3H);7.99(s,1H);8.02(s,1H);IR(KBr):3244,2918,1584,1560,1514,1468,1380,1295,1264,1241,1114cm-1. |
Ⅰb-434 | 无定形;1H NMR(CDCl3)δ1.77(s,3H),1.80(s,3H),1.96(s,6H),1.98(s,6H),3.5(brs,2H),3.98(m,2H),4.64(m,1H),5.39(m,1H),6.74-6.79(m,2H),6.84-6.99(m,2H),7.99(d,J=1.4Hz,1H),8.04(d,J=1.4Hz,1H);IR(KBr):3334,1620,1588,1519,1462,1276,1161,1024,824,525cm-1 |
Ⅰb-435 | mp180-182℃;1H NMR(CDCl3)δ1.74(s,3H),1.74(s,3H),1.78(s,3H),1.79(s,3H),1.97(s,6H),1.98(s,6H),3.4(brs,1H),3.74(d,J=6.9Hz,2H),3.98(t,J=6.0Hz,2H),4.50(t,J=5.1Hz,1H),5.36-5.41(m,2H),6.66-6.72(m,2H),6.86-7.02(m,2H),8.00(d,J=1.4Hz,1H),8.02(d,J=1.4Hz,1H);IR(CHCl3):3439,1613,1585,1519,1468cm-1 |
Ⅰb-436 | 1H NMR(300MHz,CDCl3)δ1.77(s,6H),1.79(d,J=0.9Hz,3H),1.81(s,3H),2.04(s,3H),2.08(s,3H),3.34(s,3H),3.41(s,3H),3.99(t,J=5.3Hz,2H),4.64(d,J=6.9Hz,2H),4.58-4.67(m,1H),5.34-5.42(m,1H),5.53-5.60(m,1H),6.93-7.07(m,3H),8.02(d,J=1.5Hz,1H),8.11(d,J=1.5Hz,1H). |
Ⅰb-437 | 泡沫;1H NMR(CDCl3)δ2.21(s,3H),2.28(s,3H),6.34-6.49(m,2H),6.80(d,J=2.1Hz,1H),7.03-7.12(m,3H),7.40(d,J=2.4Hz,1H),7.61(m,1H)IR(KBr):3414,2862,2589,1652,1601,1541,1492,1430,1330,1186,1222,1186,1147,1123,1040,998cm-1 |
Ⅰb-438 | 泡沫;1H NMR(CDCl3)δ2.12(s,3H),2.78(s,3H),6.61-6.81(m,3H),6.99-7.06(m,3H),7.41(d,J=2.1Hz,1H),7.58(dd,J=2.4,8.7Hz,1H)IR(KBR):3423,2857,2604,1654,1602,1539,1447,1413,1215,1133,1074cm-1 |
Ⅰb-439 | 泡沫;1H NMR(CDCl3)δ1.73(s,3H),1.79(s,3H),2.14(s,3H),2.28(s,3H),3.71(d,J=6.6Hz,2H),5.33-5.39(m,1H),6.65-6.83(m,3H),6.99-7.09(m,3H),7.36(d,J=2.7Hz,1H),7.55-7.60(m,1H)IR(KBr):3431,2923,2550,1654,1604,1480,1455,1376,1357,1284,971cm-1 |
Ⅰb-440 | mp193-195℃;1H NMR(CDCl3)δ1.74(s,3H),1.78(s,3H),2.21(s,3H),2.28(s,3H),3.72(d,J=6.9Hz,2H),5.35(t,J=6.9Hz,1H),6.40(dd,J=12.3,2.1Hz,1H),6.46(dd,J=8.4,2.4Hz,1H),6.67(dd,J=9.3,0.6Hz,1H),7.04(t,J=8.4Hz,1H),7.07(s,1H),7.11(s,1H),7.39(dd,J=2.4,0.6Hz,1H),7.56(dd,J=9.3,2.4Hz,1H);IR(KBr):3413,3302,1660,1620,1497,1466,1421,1337,1232,1174,835cm-1 |
表135
Ⅰb-441 | mp247-249℃;1H NMR(CDCl3)δ1.78(s,3H);1.82(s,3H);1.96(s,6H);2.04(s,6H);4.64(d,J=6.9(d,2H);5.58(m,1H);6.72(d,J=9.3Hz,1H);6.80-6.92(m,2H);7.05(dt,J=1.2,8.4Hz,1H);7.22(d,J=1.8Hz,1H);7.35(ddd,J=1.8,2.4,9.3Hz,1H);IR(KBr):3444,2917,1661,1619,1512,1294,1262cm-1. |
Ⅰb-442 | mp172-176℃;1H NMR(CDCl3)δ1.78(s,3H);1.82(s,3H);1.95(s,6H);2.05(s,6H);4.64(d,J=6.9Hz,2H);5.57(m,1H);6.75-7.25(m,5H);10.81(brs,1H);IR(KBr):2925,1689,1677,1592,1514,1295,1264,1243,1113,1008cm-1. |
Ⅰb-443 | mp240-242℃;1H NMR(CDCl3)δ1.77(s,3H);1.82(s,3H);1.96(s,6H);2.06(s,6H);4.64(d,J=6.3Hz,2H);5.57(m,1H);6.74-7.09(m,3H);7.22(d,J=1.2Hz,1H);8.42(d,J=1.2Hz,1H);IR(KBr):2916,1655,1616,1512,1261cm-1. |
Ⅰb-539 | 1HMR(CDCl3):δ1.59(3H,s),1.74(3H,s),1.79(3H,s),1.83(3H,s),2.20(3H,s),2.28(3H,s),4.32(2H,d,J 7.2Hz),4.89(2H,d,J 6.9Hz),5.32(1H,bt,J7.2Hz),5.58(2H,bt,J 6.9Hz),5.81(2H,bs),6.83(1H,d,J 8.4Hz),7.14(2H,bs),7.03-7.30(3H),7.60(1H,dd,J 8.4Hz,2.4Hz),8.18(1H,d,J 2.4Hz). |
Ⅰb-540 | 1HNMR(CDCl3):δ1.58(3H,s),1.73(3H,s),1.80(3H,s),1.82(3H,s),2.20(3H,s),2.28(3H,s),2.33(1H,bs),4.25(2H,bs),4.30(2H,d,J 6.9Hz),4.88(2H,d,J 6.9Hz),5.30(1H,bt,J 6.9Hz),5.58(2H,bt,J 6.9Hz),5.90(2H,bs),6.83(1H,d,J 8.4Hz),6.95-7.30(3H),7.13(2H,bs),7.60(1H,dd,J 8.4Hz,2.4Hz),8.18(1H,d,J 2.4Hz). |
Ⅰb-541 | 1HMR(CDCl3):δH 1.58(3H,s),1.73(3H,s),1.79(3H,s),1.82(3H,s),2.20(3H,s),2.28(3H,s),2.71(4H,s),4.29(2H,d,J 7.2Hz),4.88(2H,d,J6.9Hz),5.30(1H,bt,J 6.9Hz),5.57(2H,bt,J 7.2Hz),5.80(2H,bs,),6.82(1H,d,J 8.1Hz),6.97-7.27(3H),7.13(1H,d,J 2.4Hz),7.60(1H,dd,J 8.1Hz,2.4Hz),8.18(1H,bs). |
Ⅰc-1 | 119-120℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),2.17(3H,s),2.24(3H,s),4.61(2H,d,J=6.8),4.63(1H,s),5.52(1H,brt,J=6.8),5.71(1H,s),6.66(1H,s),6.76(1H,dd,J=2.2,8.3),6.80(2H,d,J=8.3),6.86-6.91(4H,m),7.071H,s) |
Ⅰc-2 | oil,1H-NMR(CDCl3)δ1.75(3H,s),1.78(3H,s),2.17(3H,s),2.25(3H,s),3.87(3H,s),4.62(2H,d,J=6.6),4.67(1H,s),5.56(1H,brt,J=6.6),6.68(1H,s),3.79-6.93(7H,m),7.09(1H,s) |
Ⅰc-3 | oil,1H-NMR(CDCl3)δ2.18(3H,s),2.22(3H,s),3.14(3H,s),5.16(2H,s),5.71(1H,s),6.77(1H,dd,J=2.0,8.3),6.81(1H,s),6,93-6.99(4H,m),7.10(1H,s),7.22(2H,d,J=9.0),7.39-7.47(5H,m) |
Ⅰc-4 | oil,1H-NMR(CDCl3)δ2.19(3H,s),2.21(3H,s),3.11(3H,s),3.15(3H,s),5.15(2H,s),6.82(1H,s),6.95(2H,d,J=9.3),7.10(1H,s),7.11(1H,d,J=8.3),7.21(1H,dd,J=2.2,8.3),7.23(2H,d,J=9.3),7.31(1H,d,J=2.2),7.37-7.49(5H,m) |
Ⅰc-5 | oil,1H-NMR(CDCl3)δ2.19(3H,s),2.20(3H,s),3.14(3H,s),3.91(3H,s),5.20(2H,s),6.79(1H,dd,J=2.0,8.1),6.81(1H,s),6.86(1H,d,J=2.0),6.93(1H,d,J=8.1),6.95(2H,d,J=9.0),7.11(1H,s),7.22(2H,d,J=9.0),7.32-7.49(5H,m) |
Ⅰc-6 | oil,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.19(3H,s),2.21(3H,s),3.14(3H,s),3.22(3H,s),4.63(2H,d,J=6.8),5.51(1H,brt,J=6.8),6.82(1H,s),6.95(2H,d,J=9.0),7.04(1H,d,J=8.3),7.11(1H,s),7.21(1H,dd,J=2.2,8.3).7.23(2H.d.J=9.0),7.29(1H,d,J=2.2) |
表136
Ⅰc-7 | 油,1H-NMR(CDCl3)δ1.76(3H,s),1.80(3H,s),2.20(3H,s),2.22(3H,s),3.15(3H,s),3.89(3H,s),4.63(2H,d,J=6.8),5.57(1H,brt,J=6.8),6.81-6.85(3H,m),6.93(1H,d,J=8.8),6.96(2H,d,J=8.8),7.13(1H,s),7.22(2H,d,J=8.8) |
Ⅰc-8 | 162-163℃,1H-NMR(CDCl3)δ2.14(3H,s),2.26(3H,s),3.55(2H,brs),3.89(3H,s),5.19(2H,s),6.64(1H,s),6.68(2H,d,J=8.8),6.77(1H,dd,J=2.0,8.7),6.84(2H,d,J=8.8),6.85(1H,d,J=2.0),6.91(1H,d,J=8.7),7.06(1H,s),7.31-7.49(5H,m) |
Ⅰc-9 | 111-112℃,1H-NMR(CDCl3)δ1.75(3H,s),1.79(3H,s),2.16(3H,s),2.27(3H,s),3.56(2H,brs),3.87(3H,s),4.62(2H,d,J=6.8),5.56(1H,brt,J=6.8),6.65(1H,s),6.68(2H,d,J=9.0),6.79-6.92(5H,m),7.08(1H,s) |
Ⅰc-12 | 油,1H-NMR(CDCl3)δ2.14(3H,s),2.28(3H,s),2.93(6H,s),3.89(3H,s),5.19(2H,s),6.64(1H,s),6.74(2H,d,J=9.0),6.78(1H,dd,J=2.0,8.3),6.85(1H,d,J=2.0),6.91(1H,d,J=8.3),6.93(2H,d,J=9.0).7.31-7.49(5H,m) |
Ⅰc-14 | 油,1H-NMR(CDCl3)δ1.75(3H,s),1.79(3H,s),2.16(3H,s),2.28(3H,s),2.93(6H,s),3.87(3H,s),4.62(2H,d,J=6.8),5.56(1H,brt,J=6.8),6.65(1H,s),6.75(2H,d,J=9.0),6.80-6.83(2H,m),6.90(1H,d,J=8.6),6.93(2H,d,J=9.0),7.08(1H,s) |
Ⅰc-16 | 119-120℃,1H-NMR(CDCl3)δ2.13(3H,s),2.27(3H,s),3.01(6H,s),6.78(1H,d,J=9.3).6.80(2H,d,J=8.8),6.89(1H,s),7.16(1H,s),7.22(2H,d,J=8.8),8.04(1H,dd,J=2.7,9.3),8.39(1H,d,J=2.7) |
Ⅰc-17 | 80-82℃,1H-NMR(CDCl3)δ2.17(3H,s),2.30(3H,s),2.98(6H,s),3.61(2H,brs),6.50(1H,s),6.55(1H,dd,J=2.7,8.6),6.77(2H,d,J=9.0),6.81(1H,d,J=2.7),6.82(1H,d,J=8.6),7.07(1H,s),7.20(2H,d,J=9.0), |
Ⅰc-18 | 141-142℃,1H-NMR(CDCl3)δ2.21(3H,s),2.22(3H,s),3.00(6H,s),3.03(3H,s),6.41(1H,brs),6.71(1H,s),6.78(2H,d,J=8.8),6.82(1H,d,J=8.8),7.06(1H,dd,J=2.7,8.8),7.11(1H,s),7.21(2H,d,J=8.8),7.39(1H,d,J=2.7) |
Ⅰc-19 | 138-139℃,1H-NMR(CDCl3)δ2.20(3H,s),2.22(3H,s),3.00(6H,s),6.72(1H,s),6.78(2H,d,J=8.8),6.85(1H,d,J=8.8),7.12(1H,s),7.21(2H,d,J=8.8),7.35(1H,dd,J=2.7,8.8),7.77(1H,d,J=2.7),7.82(1H,brs), |
Ⅰc-20 | 油,1H-NMR(CDCl3)δ1.73(3H,s),1.77(3H,s),2.16(3H,s),2.31(3H,s),2.98(6H,s),3.67(2H,d,J=6.6),5 33(1H,brt,J=6.6),6.48(1H,dd,J=2.7,8.8),6.49(1H,s),6.71(1H,d,J=2.7),6.77(2H,d,J=8.8),6.85(1H,d,J=8.8),7.07(1H,s),7.20(2H,d,J=8.8) |
Ⅰc-23 | 126-128℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),2.26(3H,s),2.353H,s),4.58(1H,brs),4.61(2H,d,J=6.8),4.96(2H,s),5.52(1H,brt,J=6.8),5.72(1H,s),6.75-6.81(3H,m),6.89-6.92(4H,m),7.08(1H,s),7.27(1H,s) |
Ⅰc-24 | 油,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.26(3H,s),2.35(3H,s),3.21(3H,s),4.53(1H,s),4.62(2H,d,J=6.8),4.96(2H,s)5.50(1H,brt,J=6.8),6.78(2H,d,J=9.0),6.90(2H,d,J=9.0),7.03(1H,d,J=8.5),7.071H,s),7.20(1H,dd,J=2.2,8.5),7.28(1H,s),7.29(1H,d,J=2.2) |
Ⅰc-25 | 146-147℃,1H-NMR(CDC13)δ1.75(3H,s),1.79(3H,s),2.25(3H,s),2.26(3H,s),3.86(3H,s),4.62(2H,d,J=6.8),4.78(1H,s),5.02(2H,s),5.56(1H,brt,J=6.8),6.79-6.82(3H,m),6.86(2H,d,J=8.5),6.90(1H,d,J=8.8),7.04(1H,s),7.35(2H,d,J=8.5) |
Ⅰc-32 | 123-124℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.26(6H,s9,3.17(3H,s),3.21(3H,s),4.61(2H,d,J=6.8),5.10(2H,s),5.50(1H,brt,J=6.8),6.76(1H,s),7.02(1H,d,J=8.3),7.04(1H,s),7.18(1H,dd,J=2.2,8.3),7.27(1h,d,J=2.2),7.33(2H,d,J=8.8),7.53(2H,d,J=8.8) |
表137
Ⅰc-33 | 125-127℃,1H-NMR(CDCl3)δ1.75(3H,s),1.79(3H,s),2.24(3H,s),2.35(3H,s),3.87(3H,s),4.21(2H,s9,4.61(2H,d,J=6.6),5.56(1H,brt,J=6.6),6.59(2H,d,J=8.8),6.73(2H,d,J=8.8),6.81-6.85(2H,m),6.92(1H,d,J=8.8),7.08(1H,s),7.23(1H,s) |
Ⅰc-35 | 141-142℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.30(3H,s),2.40(3H,s),4.61(2H,d,J=6.8),4.79(1H,s),5.53(1H,brt,J=6.8),5.70(1H,s),6.79(1H,dd,J=2.2,8.3),6.84(2H,d,J=8.8),6.91(1H,d,J=8.3),6.93(1H,d,J=2.2),6.97(1H,d,J=16.1)7.04(1H,s),7.18(1H,d,J=16.1),7.43(2H,d,J=8.8),7.46(1H,s), |
Ⅰc-38 | 140-142℃,1H-NMR(CDCl3)δ1.77(3H,s),1.82(3H,s),2.30(3H,s),2.41(3H,s),3.16(3H,s),3.22(3H,s),4.63(2H,d,J=6.8),5.51(1H,brt,J=6.8),7.02(1H,d,J=15.4),7.04(1H,d,J=8.3),7.05(1H,s),7.22(1H,dd,J=2.2,8.3),7.29(2H,d,J=8.8),7.30(1H,d,J=2.2),7.31(1H,d,J=15.4),7.48(1H,s),7.57(2H,d,J=8.8) |
Ⅰc-43 | 146-147℃,1H-NMR(CDCl3)δ1.75(3H,s),1.79(3H,s),2.25(3H,s),2.48(3H,s),3.88(3H,s),4.62(2H,d,J=6.8),5.04(1H,s),5.56(1H,brt,J=6.8),6.81-6.85(4H,m),6.92(1H,d,J=8.8),7.10(1H,s),7.38(1H,s),7.44(2H,d,J=8.6) |
Ⅰc-44 | 121-122℃,1H-NMR(CDCl3)δ1.76(3H,s),1.79(3H,s),2.26(3H,s),2.49(3H,s),3.17(3H,s),3.88(3H,s),4.63(2H,d,J=6.8),5.56(1H,brt,J=6.8),6 81-6.85(2H,m),6.93(1H,d,J=8.8),7.12(1H,s),7.29(2H,d,J=8.8),7.40(1H,s),7.59(2H,d,J=8.8) |
Ⅰc-47 | 油,1H-NMR(CDCl3)δ1.76(3H,s),1.79(3H,s9,2.26(3H,s),2.29(3H,s),3.89(3H,s),4.64(2H,d,J=6.6),5.57(1H,brt,J=6.6),5.82(1H,s),6.85-6.88(2H,m),6.90(2H,d,J=8.8),6.95(1H,d,J=8.5),7.14(1H,s),7.18(1H,s),7.81(2H,d,J=8.8) |
Ⅰc-49 | 油,1H-NMR(CDCl3)δ1.75(3H,s),1.79(3H,s),2.07(1H,d,3.7),2.21(3H,s),2.28(3H,s),3.87(3H,s),4.62(2H,d,J=6.8),4.81(1H,s),5.56(1H,brt,J=6.8),5.96(1H,d,J=3.7),6.81(2H,d,J=8.8)6.82-6.85(2H,m),6.92(1H,d,J=8.8),7.02(1H,s),7.25(2H,d,J=8.8),7.42(1H,s) |
Ⅰe-4 | 170-170.5℃,1H-NMR(CDCl3)δ5.15(2H,s),5.75(1H,s),6.94(1H,dd,J=0.7,8.5),6.98(2H,m),7.06-7.16(5H,m),7.37-7.44(5H,m),7.83(1H,dd,J=2.4,8.5),8.34(1H,dd,J=0.7,2.4) |
Ⅰe-5 | 122-122.5℃ |
Ⅰe-6 | 175-176℃,1H-NMR(CDCl3)δ2.38(3H,s),5.11(2H,s),5.75(1H,s),6.94(1H,d,J=8.3),6.98(2H,m),7.05-7.17(5H,m),7 22(2H,d,J=8.1),7.32(2H,d,J=8.1),7.83(1H,dd,J=2.4,8.6),8.34(1H,d,J=2.4) |
Ⅰe-7 | 144.5-145.5℃,1H-NMR(CDCl3)δ2.37(3H,s),3.11(3H,s),5.12(2H,s),6.961H,d,J=8.6),7.10-7.15(5H,m),7.21(2H,d,J=8.1),7.33(2H,d,J=8.1),7.39(1H,dd,J=2.2,8.6),7.47(1H,d,J=2.2),7.83(1H,dd,J=2.7,8.6),8.331H,d,J=2.7) |
Ⅰe-8 | 125-127℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),4.61(2H,d,J=6.8),5.51(1H,brt,J=6.8),5.76(1H,s),6.91-7.01(3H,m),7.06-7.16(5H,m),7.83(1H.dd,J=2.4,8.6),8.34(1H,dd,J=0.7,2.4) |
Ⅰe-9 | 127-128℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),3.22(3H,s),4.62(2H,d,J=6.8),5.48(1H,brt,J=6.8),6.96(1H,dd,J=0.7,8.6),7.06-7.15(5H,m),7.40(1H,dd,J=2.2,8.6),7.46(1H,d,J=2.2),7.83(1H,dd,J=2.4,8.6),8.33(1H,dd,J=0.7,2.4) |
Ⅰe-13 | 153-154℃,1H-NMR(CDCl3)δ2.25(3H,s),3.10(3H,s),3.78(3H,s).5.16(2H,s),7.13(2H,s),7.19-7.25(4H,m),7.36-7.48(7H,m) |
表138
表139
Ⅰe-14 | 油,1H-NMR(CDCl3)δ2.23(3H,s),2.39(3H,s),3.77(3H,s),5.09(2H,s),5.74(1H,s),6.69(1H,dd,J=1.8,8.5),6.82(1H,d,J=1.8),6.98(1H,d,J=8.5),7.18-7.43(9H,m) |
Ⅰe-15 | 166-167℃,1H-NMR(CDCl3)δ2.25(3H,s),2.38(3H,s),3.09(3H,s),3.78(3H,s),5.11(2H,s),7.12(2H,s),7.15-7.44(10H,m) |
Ⅰe-17 | 132-133℃,1H-NMR(CDCl3)δ2.25(3H,s),3.10(3H,s),3.79(3H,s),3.83(3H,s),5.16(2H,s),6.91(2H,d,J=9.1),6.94-7.23(5H,m),7.36-7.48(5H,m) |
Ⅰe-18 | 油,1H-NMR(CDCl3)δ2.24(3H,s),2.39(3H,s),3.78(3H,s),3.83(3H,s),5.09(2H,s),5.71(1H,d,J=1.8),6.68(1H,dd,J=1.8,7.9),6.82(1H,d,J=1.8),6.90(2H,d,J=1.8),6.98(1H,d,J=7.9),7.16(2H,d,J=1.8),7.23(2H,d,J=7.9),7.33(2H,d,J=7.9) |
Ⅰe-19 | 113-114℃,1H-NMR(CDCl3)δ2.24(3H,s),2.38(3H,s),3.09(3H,s),3.78(3H,s),3.83(3H,s),5.11(2H,s),6.91(2H,d,J=8.5),7.34(2H,d,J=8.5) |
Ⅰe-23 | 157-158℃ |
Ⅰe-24 | 114-116℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),2.23(3H,s),3.78(3H,s),4.60(2H,d,J=6.8),5.52(1H,brt,J=6.8),5.74(1H,s),6.67(1H,dd,J=2.0,8.3),6.79(1H,d,J=2.0),6.91(1H,d,J=8.3),7.07(1H,dd,J=8.3,9.3),7.21(1H,dd,J=4.6,8.3) |
Ⅰe-25 | 107-108℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.25(3H,s),3.21(3H,s),3.79(3H,s),4.62(2H,d,J=6.6),5.50(1H,brt,J=6.6),7.03-7.23(7H,m) |
Ⅰe-27 | 177-178℃,1H-NMR(CDCl3)δ2.24(3H,s),3.10(3H,s),3.92(3H,s),5.16(2H,s),6.99-7.49(11H,m),7.66(2H,d,J=7.9) |
Ⅰe-28 | 170-172℃,1H-NMR(CDCl3)δ2.22(3H,s),2.39(3H,s),3.92(3H,s),5.09(2H,s),5.71(1H,s),6.71(1H,dd,J=1.8,7.9),6.84(1H,d,J=1.8),6.98(1H,d,J=7.9),7.03(2H,d,J=7.3),7.23(2H,d,J=7.9),7.29-7.36(3H,m),7.67(2H,dd,J=1.2,8.5) |
Ⅰe-29 | 169-170℃,1H-NMR(CDCl3)δ2.24(3H,s),2.38(3H,s),3.10(3H,s),3.92(3H,s),5.11(2H,s),6.99-7.37(10H,m),7.66(2H,d,J=7.9) |
Ⅰe-31 | 150-151℃,1H-NMR(CDCl3)δ2.22(3H,s),3.10(3H,s),3.81(3H,s),3.88(3H,s),5.15(2H,s),6.87(1H,s),6.89(2H,dJ=9.1),7.09(1H,d,J=8.5),7.14(1H,dd,J=1.8,8.5),7.24(1H,d,J=1.8),7.36-7.53(5H,m),7.55(2H,d,J=9.1) |
Ⅰe-32 | 175-176℃,1H-NMR(CDCl5)δ2.20(3H,s),2.39(3H,s),3.81(3H,s),3.88(3H,s),5.09(2H,s),5.68(1H,s),6.70(1H,dd,J=1.8,7.9),6.83(1H,d,J=1.8),6.85(1H,brs),6.88(2H,d,J=9.2),6.97(1H,d,J=7.9),7.23(2H,d,J=7.9),7.34(2H,d,J=7.9),7.55(2H,d,J=9.2) |
Ⅰe-33 | 176-177℃,1H-NMR(CDCl3)δ2.22(3H,s),2.37(3H,s),3.09(3H,s),3.81(3H,s),3.88(3H,s),5.10(2H,s),6.87(1H,s),6.89(2H,d,J=8.5),7.09(1H,d,J=8.5),7.14(1H,dd,J=1.8,8.5),7.22(2H,dJ=8.5),7.23(1H,s),7.34(2H,d,J=8.5),7.55(2H,d,J=8.5) |
Ⅰe-38 | 188-189℃,1H-NMR(CDCl3)δ2.21(3H,s),2.39(3H,s),3.89(3H,s),5.092H,s),5.68(1H,s),6.70(1H,dd,J=1.8,7.9),6.83(1H,d,J=1.8),6.91-7.064H,m),7.23(2H,d,J=8.5),7.34(2H,d,J=8.5),7.56-7.65(2H,m) |
Ⅰe-39 | 194-195℃,1H-NMR(CDCl3)δ2.23(3H,s),2.38(3H,s),3.09(3H,s),3.89(3H,s),5.11(2H,s),6.94-7.21(5H,m),7.22(2H,d,J=1.8),7.23(1H,s),7.35(2H,d,J=7.9),7.57-7.63(2H,m) |
Ⅰe-40 | 159-160℃,1H-NMR(CDCl3)δ1.76(3H,s),1.82(3H,s),2.21(3H,s),3,89(3H,s),4.60(2H,d,J=6.7),5.52(1H,t,J=6.7),5.71(1H,s),6.68(1H,dd,J=1.8,8.5),6.81(1H,d,J=1.8),6.90(1H,d,J=8.5),7.02(2H,t,J=8.5),7.57-7.65(2H,m) |
Ⅰe-41 | 142-143℃,1H-NMR(CDCl3)δ1.76(3H,s),1.81(3H,s),2.24(3H,s),3.21(3H.s).3.89(3H.s).4.62(2H.d,J=7.3).5.50(1H.t.J=7.3).6.94(1H,s),6.99-7.08(3H,m),7.13(1H,dd,J=2.4,8.5),7.22(1H,d,J=2.4),7.56-7.65(2H,m) |
Ⅰf-10 | 151-152℃,1H-NMR(CDCl3)δ2.18(3H,s).3.09(3H.s).3.75-3.81(8H.m),3.83(3H,s),5.14(2H,s),7.08(1H,d,J=8.5),7.11(1H,dd,J=1.7,8.5),7.21(1H,d,J=1.7),7.35-7.47(5H,m) |
Ⅰf-14 | 140-141℃,1H-NMR(CDCl3)δ2.18(3H,s),2.36(3H,s),2.48(4H,t,J=5.5),3.09(3H,s),3.83(3H,s),3.87(4H,t,J=5.5),5.14(2H,s),7.07(1H,d,J=8.5),7.11(1H,dd,J=1.8,8.5),7.21(1H,d,J=1.8),7.33-7.49(5H,m) |
Ⅰf-18 | 152-153℃,1H-NMR(CDCl3)δ2.20(3H,s),3.09(3H,s),3 26(4H,t,J=5.5),3.86(3H,s),4.01(4H,t,J=5.5),5.14(2H,s),6.90(1H,d,J=7.3),7.00(2H,d,J=7.3),7.08(1H,d,J=8.5),7.12(1H,dd,J=1.8,8.5),7.21-7.49(8H,m) |
Ⅰf-26 | 195-197℃,1H-NMR(CDCl3)δ2.44(3H,s),3.12(3H,s),4.05(3H,s),5.18(2H,s),7.14-7.21(2H,m),7.28(1H,m),7.38-7.48(5H,m),8.17(1H,s),9.22(1H,s) |
Ⅰf-29 | mp122.5-123.5℃,1H NMR(CDCl3)δ1.74(s,3H),1.78(s,6H),1.81(s,3H),2.36(s,3H),2.57(brs,3H),3.74(d,J=6.9Hz,2H),4.88(d,J=6.9Hz,2H),5.37(brt,J=6.9Hz,1H),5.55(brt,J=6.9Hz,1H),5.68(d,J=8.7Hz,2H),6.84(dd,J=0.6,8.7,1H),7.19(d,J=8.7Hz,2H),7.43(brs,1H),7.83(dd,J=2.4,8.7Hz,1H),8.38(dd,J=0.6,2.4Hz,1H) |
Ⅰf-30 | mp122.5-123.5℃,1H NMR(CDCl3)δ1.78(s,3H),1.81(s,3H),2.37(s,3H),2.58(brs,3H),4.88(d,J=7.2Hz,2H),5.56(brt,J=7.2Hz,1H),6.77(d,J=8.4Hz,2H),6.85(dd,J=0.6.8.4.1H),7.16(d,J=8.4Hz,2H),7.45(brs,1H),7.84(dd,J=2.4,8.4Hz,1H),8.38(dd,J=0.6,2.4Hz,1H) |
Ⅰg-1 | mp176-177℃;1H NMR(CDCl3)δ1.80(s,3H);1.83(s,3H);1.98(s,6H);2.00(s,6H);4.51(brs,2H);4.88(d,J=6.9Hz,2H);5.90(m,1H);6.63(m,1H);6.85(ddd,J=0.9,1.5,8.4Hz,1H);7.29(ddd,J=2.1,4.2,8.4Hz,1H);7.39(ddd,J=1,2,2.4,8.4Hz,1H);7.90(m,1H);7.97(m,1H);IR(KBr):3464,3302,3164,2916,1638,1603,1512,149l,1459,1385,1360,1300,1279,1242cm-1. |
Ⅰg-2 | mp162-164℃;1HNMR(CDCl3)δ1.75(s,3H);1.78(s,3H);1.80(s,3H);1.83(s,3H);1.98(s,6H);2.02(s,6H);3.91(t,J=5.7Hz,2H);4.51(brt,1H);4.88(d,J=7.2Hz,2H);5.38(m,1H);5.59(m,1H);6.50(m,1H);6.85(ddd,J=0.9,1.5,8.7Hz,1H);7.27(ddd,J=2.1,4.2,8.7Hz,1H);7.40(ddd,J=2.4,3.3,8.4Hz,1H);7.92(m,1H);7.98(dt,J=0.9,2.4Hz,1H);IR(KBr):3420,3242,2913,1605,1503,1462,1378,1350,1277,1240cm-1. |
Ⅰg-3 | 1H NMR(300MHz,CDCl3)δ1.80(s,8H),1.83(s,3H),2.07(s,3H),2.09(s,3H),3.34(s,3H),3.36(s,3H),4.59(brs,2H),4.89(d,J=7.2Hz,2H),5.54-5.62(m,1H),6.62(d,J=8.4Hz,1H),6.84(dd,J=8.4,0.7Hz,1H),7.45(dd,J=8.4,2.2Hz,1H),7.54(dd,J=8.4Hz,1H),8.04(d,J=2.2Hz,1H),8.10(dd,J=2.5,0.7Hz,1H) |
Ⅰg-4 | 1H NMR(300MHz,CDCl3)δ1.76(s,3H),1.78(d,J=0.9Hz,3H),1.80(d,J=0.9Hz,3H),1.83(d,J=0.9Hz,3H),2.07(s,3H),2.10(s,3H),3.34(s,3H),3.36(s,3H),3.91(t,J=6.0Hz,2H),4.58(brs,1H),4.88(d,J=6.9Hz,2H),5.34-5.41(m,1H),5.55-5.62(m,1H),6.49(dd,J=8.6,0.7Hz,1H),6.84(dd,J=8.3,0.8Hz,1H),7.43(dd,J=8.6,2.3Hz,1H),7.55(dd,J=8.3,2.3Hz,1H),8.05(dd,J=2.3,0.7Hz,1H),8.11(dd,J=2.3,0.8Hz,1H) |
表140
Ⅰg-5 | mp126-128℃;1H NMR(CDCl3)δ1.75(s,6H),1.78(s,6H),2.07(s,6H),2.55(s,6H),3.90(t,J=6.0Hz,4H),4.53(m,2H),5.37(t,J=6.6Hz,2H),6.47(dd,J=8.4,0.9Hz,2H),7.17(dd,J=8.4,2.4Hz,2H),7.82(dd,J=2.4,0.9Hz,2H);IR(KBr):3222,1607,1532,1389,1313,981,811cm-1 |
Ⅰg-6 | 1H NMR(300MHz,CDCl3)δ1.75(s,6H),1.78(d,J=0.9Hz,6H),2.10(s,6H),3.36(s,6H),3.91(t,J=0.9Hz,4H),4.53(t,J=5.0Hz,2H),5.34-5.42(m,2H),6.48(d,J=8.5Hz,2H),7.42(dd,J=8.5,2.3Hz,2H),8.05(dd,J=2.3,0.8Hz,2H) |
Ⅰg-7 | 1H NMR(300MHz,CDCl3)δ1.80(s,3H),1.83(s,3H),2.08(s,3H),2.12(s,3H),3.34(s,3H),3.39(s,3H),4.89(d,J=6.9Hz,2H),5.17(brs,2H),5.54-5.62(m,1H),684(dd,J=8.6,0.8Hz,1H),7.53(dd,J=8.6,2.3Hz,1H),8.09(dd,J=2.3,0.8Hz,1H),8.32(s,2H) |
Ⅰg-8 | 1H NMR(300MHz,CDCl3)δ1.76(s,3H),1.78(s,3H),1.80(s,3H),1.83(s,3H),2.08(s,3H),2.13(s,3H),3.34(s,3H),3.40(s,3H),4.05(s,J=6.2Hz,2H),4.88(d,J=6.9Hz,2H),5.14-5.18(m,1H),5.35-5.42(m,1H),5.55-5.61(m,1H),6.85(dd,J=8.5,0.7Hz,1H),7.54(dd,J=8.5,2.7Hz,1H),8.10(dd,J=2.7,0.7Hz,1H),8.30(s,2H) |
Ⅰg-9 | 1H NMR(300MHz,CDCl3)δ1.79(s,3H),1.83(d,J=0.9Hz,3H),2.07(s,3H),2.08(s,3H),3.34(s,3H),3.40(s,3H),4.67(brs,2H),4.89(d,J=7.2Hz,2H),5.54-5.62(m,1H),6.84(dd,J=8.6,0.7Hz,1H),7.53(dd,J=8.6,2.5Hz,1H),8.09(dd,J=2.5,0.7Hz,1H),8.12(d,J=1.5Hz,1H),8.15(d,J=1.5Hz,1H) |
Ⅰg-10 | 1H NMR(300MHz,CDCl3)δ1.77(s,3H),1.79(s,6H),1.83(s,3H),2.07(s,3H),2.09(s,3H),3.34(s,3H),3.41(s,3H),3.99(t,J=5.7Hz,2H),4.62(brs,1H),4.88(d,J=6.9Hz,2H),5.34-5.42(m,1H),5.55-5.62(m,1H),6.84(dd,J=8.4,0.8Hz,1H),7.53(dd,J=8.4,2.5Hz,1H),8.02(d,J=1.5Hz,1H),8.09(dd,J=2.5,0.8Hz,1H) |
实验1 对小鼠脾细胞体外促有丝分裂活性的抑制作用
将悬浮于0.1ml 10%胎牛血清-强化RPMI1640培养基(含有2mM碳酸氢钠、50单位/ml青霉素、50μg/ml链霉素和5×10-5M 2-巯基乙醇)中的5×105C3H/HeN小鼠脾细胞加入到96-孔微量滴定板中。然后,将作为有丝分裂原的5μg/ml伴刀豆凝集素(ConA)或10μg/ml脂多糖(LPS)和预先-确定浓度的本发明化合物加入每孔中,以使每孔的终体积达到0.2ml。将本发明的每种化合物溶于二甲亚砜(DMSO)中并用上面的RPMI1640培养基稀释,以使终浓度调为100ng/ml或以下。将96孔微量滴定板中的脾细胞在维持湿度100%、5%二氧化碳和95%空气的培养箱中于37℃培养3天。然后,将25μl的6mg/mlMTT{3-(4,5-二甲基噻唑-2-基)-2,5-二苯基四唑鎓溴化物}(Sigma)加入每孔中并在相同的条件下于37℃培养4小时。培养后,将50μl 20%含有0.02N盐酸的十二烷基硫酸钠(SDS)加入到生成的甲_中,并使该混合物于37℃放置24小时以溶解甲_。用安装有570nm滤器的免疫读出仪(InterMed)测定生成的甲_的吸收强度(OD)相对于活细胞数的比例(免疫学方法杂志,65,55-63,1983)。从本发明化合物浓度和吸收强度之间的相关性计算细胞增殖的50%抑制浓度(IC50)。
实验2 对EL4细胞的抗增殖活性
将4×104/0.1ml小鼠胸腺瘤株EL4细胞加入到96-孔微量滴定板中,向其中加入0.1ml本发明化合物,以使浓度范围为0-5000ng/ml。培养3天后,通过如实验1所述的MTT方法计算IC50。
实验1和实验2的结果示于表141中。
表141
如上所示,本发明化合物具有免疫抑制和抗过敏作用。
化合物号 | ConAIC50(ng/ml) | LPSIC50(ng/ml) | EL-4IC50(ng/ml) |
Ⅰa-2 | ≤10 | ≤10 | 33 |
Ⅰa-42 | 16 | 31 | 200 |
Ⅰa-43 | 74 | 154 | 500 |
Ⅰa-45 | 66 | 373 | 811 |
Ⅰa-66 | 52 | 39 | 80 |
Ⅰa-94 | 12 | 21 | 50 |
Ⅰb-3 | 41 | 145 | 307 |
Ⅰb-13 | 58 | 179 | 426 |
Ⅰb-16 | 3.1 | 6.7 | 400 |
Ⅰb-17 | 29 | 60 | 78 |
Ⅰb-20 | 51 | 196 | 576 |
Ⅰb-23 | 78 | 283 | 651 |
Ⅰb-37 | 92 | 361 | 114 |
Ⅰb-40 | 16 | 55 | 60 |
Ⅰb-44 | 60 | 317 | 426 |
Ⅰb-54 | <20 | 53 | 91 |
Ⅰb-65 | 92 | 134 | 553 |
Ⅰb-71 | 18 | 54 | 69 |
Ⅰb-82 | <20 | <20 | <20 |
Ⅰb-101 | 42 | 261 | 493 |
Ⅰc-1 | 48 | 158 | 473 |
Ⅰc-14 | 15 | 53 | 207 |
实验3 对抗卵清蛋白(OVA)的IgE产生的抑制效果
1)动物
使用购自Japan SLC,Inc.(Shizuoka)的BALB/c小鼠(雌性,8-10周龄)和Wistar大鼠(雌性,8-10周龄)。
2)免疫方法
通过腹膜内给予2μg卵清蛋白(OVA)和2mg氢氧化铝凝胶在生理盐水中的0.2ml悬浮液对BALB/c小鼠免疫。10天后,从心脏采血,然后分离血清,于-40℃贮存直至测定IgE抗体效价。
3)化合物
使本发明化合物溶解于或悬浮于N,N-二甲基乙酰胺中后,用miglyol 812中性油将该混合物稀释20倍。将获得的溶液以每只小鼠0.1ml(剂量40mg/kg)口服给予小鼠。从免疫接种的那一天至采血前一天持续给药10天。
4)抗-OVAIgE抗体效价(PCA效价)的测定
将获得的小鼠血清用生理盐水进行2-倍稀释,然后以各50μl溶液对预先去毛的Wistar大鼠背部皮肤进行皮内注射。24小时后,经静脉内注射含有1mg OVA和5mg Evans’蓝染料的0.5ml生理盐水来诱导被动皮肤过敏反应(PCA)。30分钟后处死大鼠,产生直径5mm或以上的蓝色的最高稀度记录为PCA效价。例如,当血清在达27倍稀度对PCA反应呈阳性时,小鼠的抗-OVAIgE抗体效价定义为7。结果示于表142中。
表142
如上所示,本发明化合物具有抑制IgE产生的作用。
化合物 | PCA效价 | 化合物 | PCA效价 |
Ⅰa-356 | 5.3 | Ⅰb-281 | 0 |
Ⅰb-37 | 0 | Ⅰb-283 | 3 |
Ⅰb-69 | 1.5 | Ⅰb-284 | 6.8 |
Ⅰb-90 | 1.7 | Ⅰb-285 | 2 |
Ⅰb-218 | 5.5 | Ⅰb-293 | 5 |
Ⅰb-219 | <0 | Ⅰb-297 | 3 |
Ⅰb-220 | <0 | Ⅰb-298 | 2.3 |
Ⅰb-221 | 0.3 | Ⅰb-299 | 0 |
Ⅰb-222 | <0 | Ⅰb-301 | 3 |
Ⅰb-223 | 3.8 | Ⅰb-302 | 1.5 |
Ⅰb-224 | 0 | Ⅰb-305 | 3 |
Ⅰb-225 | 0 | Ⅰb-306 | 5.3 |
Ⅰb-226 | 0 | Ⅰb-307 | 5 |
Ⅰb-227 | 4.5 | Ⅰb-309 | 4.3 |
Ⅰb-228 | 2.5 | Ⅰb-310 | 5.8 |
Ⅰb-229 | 3 | Ⅰb-311 | 6.3 |
Ⅰb-230 | 0 | Ⅰb-312 | 0 |
Ⅰb-231 | <0 | Ⅰb-322 | 4 |
Ⅰb-232 | 1 | Ⅰb-329 | 3.8 |
Ⅰb-233 | 2 | Ⅰb-330 | 0.5 |
Ⅰb-234 | <0 | Ⅰb-331 | <0 |
Ⅰb-235 | <0 | Ⅰb-332 | 2.3 |
Ⅰb-239 | 0 | Ⅰb-333 | <0 |
Ⅰb-240 | 0 | Ⅰb-334 | <0 |
Ⅰb-241 | 0 | Ⅰb-342 | <0 |
Ⅰb-242 | 1 | Ⅰb-343 | 0 |
Ⅰb-243 | 2.3 | Ⅰb-344 | 0 |
Ⅰb-244 | 0 | Ⅰb-350 | 2.3 |
Ⅰb-245 | 5.3 | Ⅰb-351 | 2.8 |
Ⅰb-246 | 0 | Ⅰb-352 | <0 |
Ⅰb-247 | 0 | Ⅰb-353 | 2.5 |
Ⅰb-248 | 0 | Ⅰb-354 | <0 |
Ⅰb-249 | 0 | Ⅰb-358 | <0 |
Ⅰb-250 | 0 | Ⅰb-361 | <0 |
Ⅰb-259 | 0 | Ⅰb-396 | <0 |
Ⅰb-272 | 5.3 | Ⅰb-431 | 6.5 |
Ⅰb-279 | 1 | Ⅰb-433 | 5.5 |
Ⅰb-280 | 0 | Ⅰb-439 | 5.3 |
Ⅰg-2 | 6.8 |
制剂实施例1
本发明化合物(Ⅰa-1) 15mg
淀粉 15mg
乳糖 15mg
结晶纤维素 19mg
聚乙烯醇 3mg
蒸馏水 30ml
硬脂酸钙 3mg
对上述所有组分(硬脂酸钙除外)进行均匀混合后,将该混合物粉碎并制粒,干燥并得到合适大小的颗粒。将硬脂酸钙加入颗粒中后,经模压形成片剂。
工业可用性
如以上实验所例举的,本发明化合物具有有效的免疫抑制和/或抗过敏活性。本发明化合物作为免疫抑制剂、抗过敏剂和/或IgE产生的抑制剂是非常有用的。
Claims (51)
1.式(Ⅰ)化合物、其盐或水合物:
I其中A环、B环和C环各自独立为任选取代的芳族碳环或可以与苯环稠合的任选取代的5-或6-元杂环,当A环、B环和/或C环为任选取代的5-元杂环时,W1、W2和/或W3表示键,X为-O-、-CH2-、-NR1-,其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基或-S(O)p-,其中p为0-2的整数,Y为氢、任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的酰基、任选取代的环烷基、任选取代的环烯基、任选取代的低级烷氧基羰基、任选取代的氨磺酰基、任选取代的氨基、任选取代的芳基或任选取代的5-或6-元杂环,当X为-CH2-时,Y可以是任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可以是任选取代的低级烷氧基羰基、任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,V1和V2之一为键,而另一个为键、-O-、-NH-、-OCH2-、-CH2O-、-CH=CH-、-C≡C-、-CH(OR2)-,其中R2为氢或低级烷基、-CO-或-NHCHR3-,其中R3为氢或羟基,及当V1和V2均为单键时,A环、B环和C环中至少一个为任选取代的芳族碳环和至少另一个为可以与苯环稠合的任选取代的5-或6-元杂环。
2.权利要求1的化合物、其盐或水合物,其中A环为任选取代的苯环。
3.权利要求1的化合物、其盐或水合物,其中B环为任选取代的苯环、任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的噻吩环、任选取代的呋喃环、任选取代的吡唑环或任选取代的噁唑环。
4.权利要求1的化合物、其盐或水合物,其中C环为任选取代的苯环、任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的异噁唑环、任选取代的吡唑环、任选取代的苯并噻唑环、任选取代的吗啉环、任选取代的哌嗪环、任选取代的咪唑环或任选取代的三唑环。
5.权利要求1的化合物、其盐或水合物,其中X为-O-或-NR1-,其中R1为氢、甲基或异戊二烯基。
6.权利要求1的化合物、其盐或水合物,其中Y为氢、任选取代的低级烷基、任选取代的低级链烯基、低级烷基磺酰基或任选取代的酰基。
7.权利要求1的化合物、其盐或水合物,其中V1和V2之一为单键,而另一个为单键、-O-或-NH-
8.权利要求1的化合物、其盐或水合物,其中A环为任选取代的苯环,B环为任选取代的苯环,任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的噻吩环、任选取代的呋喃环、任选取代的吡唑环或任选取代的噁唑环,C环是任选取代的苯环、任选取代的吡啶环、任选取代的嘧啶环、任选取代的哒嗪环、任选取代的吡嗪环、任选取代的异噁唑环、任选取代的吡唑环、任选取代的苯并噻唑环、任选取代的吗啉环、任选取代的哌嗪环、任选取代的咪唑环或任选取代的三唑环,X为-O-或-NR1-,其中R1为氢、甲基或异戊二烯基,Y为任选取代的低级烷基或任选取代的低级链烯基,及V1和V2之一为单键,而另一个为单键、-O-或-NH-。
9.权利要求1-8中任一项的化合物、其盐或水合物,其中A环、B环和C环中的两个为任选取代的苯环,而另一个为可与苯环稠合的任选取代的5-或6-元杂环。
10.用作免疫抑制剂的药用组合物,它包含权利要求1-9中任一项的化合物、其盐或水合物。
11.用作抗过敏剂的药用组合物,它包含权利要求1-9中任一项的化合物、其盐或水合物。
12.用作IgE产生抑制剂的药用组合物,它包含权利要求1-9中任一项的化合物、其盐或水合物。
13.权利要求1-9中任一项的化合物、其盐或水合物在用于抑制免疫应答或治疗和/或预防过敏性疾病的药物制备中的用途。
14.下式(Ib’)的化合物、其盐或水合物:
Ib’其中C环为可与苯环稠合的任选取代的5-或6-元杂环,当C环是5-元杂环时,W3表示键,X和X’各自独立为-O-、-CH2-、-NR1-(其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基)或-S(O)p-,其中p为0-2的整数,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基、任选取代的低级链炔基、任选取代的酰基、任选取代的环烷基、任选取代的环烯基、任选取代的低级烷氧基羰基、任选取代的氨基、任选取代的氨磺酰基、任选取代的芳基或任选取代的5-或6-元杂环,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6、R7、R8、R9、R10和R11各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的低级链烯基氧基、任选取代的环烷基氧基、任选取代的酰氧基、羧基、任选取代的低级烷氧基羰基、任选取代的低级链烯基氧基羰基、任选取代的低级烷硫基、任选取代的低级链烯基硫基、任选取代的氨基、任选取代的氨基甲酰基、胍基、硝基、任选取代的低级烷基磺酰基、任选取代的低级烷基磺酰基氧基、任选取代的芳基磺酰基或任选取代的芳基磺酰基氧基,排除其中R8、R9、R10和R11都选自氢和卤素的化合物。
15.权利要求14的化合物、其盐或水合物,其中R4和R5各自独立为氢、卤素或低级烷氧基。
16.权利要求14的化合物、其盐或水合物,其中R4和R5之一为氢,而另一个为卤素。
17.权利要求14-16中任一项的化合物、其盐或水合物,其中R6和R7均为氢。
18.权利要求14的化合物、其盐或水合物,其中R8和R11各自独立为任选取代的低级烷基或任选取代的低级烷氧基。
19.权利要求14的化合物、其盐或水合物,其中R8和R11各自独立为甲基或甲氧基。
20.权利要求14、18和19中任一项的化合物、其盐或水合物,其中R9和R10各自独立为氢或任选取代的低级烷基。
21.权利要求14的化合物、其盐或水合物,其中R8和R11均为任选取代的低级烷基或R8和R11均为任选取代的低级烷氧基,及R9和R10均同时为氢或R9和R10均为任选取代的低级烷基。
22.权利要求14、16和21中任一项的化合物、其盐或水合物,其中C环为含有至少一个N原子的5-或6-元杂环。
23.权利要求14、16和21中任一项的化合物、其盐或水合物,其中C环为含有至少一个N原子的6-元杂环。
24.权利要求14、16和21中任一项的化合物、其盐或水合物,其中C环为任选取代的吡啶或任选取代的嘧啶。
25.式(Ia’)化合物、其盐或水合物:
Ia’其中B环为含有一个或两个杂原子的任选取代的5-或6-元环(其中取代基为卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的低级链烯基氧基、任选取代的酰氧基、羧基、任选取代的低级烷氧基羰基、任选取代的低级链烯基氧基羰基、任选取代的烷硫基、任选取代的低级链烯基硫基、任选取代的氨基、胍基、硝基、任选取代的低级烷基磺酰基、任选取代的低级烷基磺酰基氧基、任选取代的芳基磺酰基或任选取代的芳基磺酰基氧基,其中B环仅由卤素取代的化合物不包括在内,及当B环为5-元杂环时,W2为键,X、X’、Y和Y’如同权利要求14中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR'=CH-CH=CR’、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6、R7、R12、R13、R14和R15各自独立为氢、卤素、羟基、任选取代的低级烷基、任选取代的低级烷氧基、任选取代的低级链烯基、任选取代的低级链烯基氧基、任选取代的酰氧基、羧基、任选取代的低级烷氧基羰基、任选取代的低级链烯基氧基羰基、任选取代的低级烷硫基、任选取代的低级链烯基硫基、任选取代的氨基、任选取代的氨基甲酰基、胍基、硝基、任选取代的低级烷基磺酰基、任选取代的低级烷基磺酰基氧基、任选取代的芳基磺酰基或任选取代的芳基磺酰基氧基,排除:
(ⅰ)其中Y和Y’同时为氢的化合物,
(ⅱ)其中Y和Y’中至少一个为任选取代的酰基的化合物,
(ⅲ)其中-X-Y和-X'-Y’中至少一个为未取代的低级烷氧基的化合物,及
(ⅳ)其中-X-Y和-X'-Y’同时为任选取代的低级烷氧基或由苯基取代的氨基的化合物。
26.权利要求25的化合物、其盐或水合物,其中R4和R5各自独立为氢、卤素或低级烷基。
27.权利要求25的化合物、其盐或水合物,其中R4和R5之一为氢,而另一个为卤素。
28.权利要求25-27中任一项的化合物、其盐或水合物,其中R6和R7均为氢。
29.权利要求25或27的化合物、其盐或水合物,其中B环为含有至少一个N原子的5-或6-元杂环。
30.权利要求25或27的化合物、其盐或水合物,其中B环为含有至少一个N原子的6-元杂环。
31.权利要求25或27的化合物、其盐或水合物,其中B环为任选取代的吡啶或任选取代的嘧啶。
32.权利要求25或27的化合物、其盐或水合物,其中R12、R13、R14和R15各自独立为氢、卤素或低级烷基。
33.权利要求14或25的化合物、其盐或水合物,其中X和X’之一为-O-,而另一个为-NR1-,其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基。
34.权利要求14或25的化合物、其盐或水合物,其中X和X’之一为-O-,而另一个为-NR1-,其中R1为氢、低级烷基或低级链烯基和Y和Y’各自独立为任选取代的低级烷基或任选取代的低级链烯基。
35.权利要求33或34的化合物、其盐或水合物,其中R1为氢。
36.权利要求14或25的化合物、其盐或水合物,其中-X-Y和-X’-Y’中之一为任选取代的低级烷基氨基或任选取代的低级链烯基氨基,而另一个为任选取代的低级烷氧基或任选取代的低级链烯基氧基。
37.权利要求14或25的化合物、其盐或水合物,其中-X-Y和-X’-Y’中之一为任选取代的低级烷基氨基或任选取代的低级链烯基氨基,而另一个为异戊二烯基氧基。
38.权利要求14的化合物、其盐或水合物,其中R4、R5、R6和R7各自独立为氢、卤素或低级烷基,R8和R11各自独立为氢、卤素、任选取代的低级烷基、任选取代的低级烷氧基或低级烷氧基羰基,R9和R10各自独立为氢、任选取代的低级烷基或任选取代的低级烷氧基,X和X’之一为-O-,而另一个为-NR1-,其中R1为氢、低级烷基、低级链烯基或低级烷基羰基,Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基或任选取代的低级链炔基,和C环为任选取代的吡啶或任选取代的嘧啶。
39.权利要求14的化合物、其盐或水合物,其中X’为-O-、-NR1-或-S(O)p-和C环为含有一个或两个杂原子的任选取代的5-元杂环。
40.权利要求25的化合物、其盐或水合物,其中R4、R5、R6和R7各自独立为氢、卤素或低级烷基,R12、R13、R14和R15各自独立为氢、卤素或低级烷基,B环为任选取代的吡啶或任选取代的嘧啶(其中所述取代基为任选取代的低级烷基或任选取代的低级烷氧基),X和X’之一为-O-,而另一个为-NR1-,其中R1为氢、低级烷基、低级链烯基或低级烷基羰基和Y和Y’各自独立为任选取代的低级烷基、任选取代的低级链烯基或任选取代的低级链炔基。
If’其中B环和C环中之一为含有一个或两个杂原子的任选取代的5-或6-元杂环,而另一个为含有至少一个N原子的6-元杂环,其中B环的每一个取代基都选自氰基和卤素的化合物不包括在内,X、X’、Y、Y’和W3如同在权利要求14中的定义,W2如同在权利要求25中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR'=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR'-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6和R7如同在权利要求14中的定义。
Ig’其中A环和C环各自独立为含有一个或两个杂原子的任选取代的5-或6-元杂环,当A环为5-元杂环时,W1为键X、X’、Y、Y’和W3如同在权利要求14中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR'-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R8、R9、R10和R11如同在权利要求14中的定义,其中R8、R9、R10和R11都选自氢和卤素的化合物不包括在内。
43.用作免疫抑制剂的药用组合物,它含有式(Ib’)化合物、其盐或水合物:
Ib’其中C环和W3如同在权利要求14中的定义,X和X’各自独立为-O-、-CH2-、-NR1-(其中R1为氢、任选取代的低级烷基、低级链烯基、低级烷基羰基或任选取代的低级烷氧基羰基)、-S(O)p-(其中p为0-2的整数)或单键,Y和Y’如同在权利要求14中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’-、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,当X’为单键时,Y’可为氢、羟基、卤素、硝基或氧代,R4、R5、R6、R7、R8、R9、R10和R11如同在权利要求14中的定义,其中R8、R9、R10和R11都选自氢和卤素的化合物不包括在内。
44.用作免疫抑制剂的药用组合物,它含有式(Ia’)化合物、其盐或水合物:
Ia’其中B环为含有一个或两个杂原子的任选取代的5-或6-元杂环,其中B环的每一个取代基都选自氰基和卤素的化合物不包括在内,当B环为5-元杂环时,W2为键,X、X’、Y和Y’如同权利要求14中的定义,R1可与Y或Y’一起形成-(CH2)m-、-(CH2)2-Q-(CH2)2-(其中Q为CH2、O、S或NR’)、-CR’=CH-CH=CR’、-CH=N-CH=CH-、-N=CH-N=CH-、-C(=O)-O(CH2)n-、-C(=O)-NR’-(CH2)n-或-C(=O)-NR’-N=CH-,其中m是4或5,n是2或3,及R’为氢、低级烷基或低级链烯基,当X为-CH2-时,Y可为任选取代的低级烷氧基,当X’为-CH2-时,Y’可为任选取代的低级烷氧基,当X为-O-或-NR1-时,Y可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X’为-O-或-NR1-时,Y’可为任选取代的低级烷氧基羰基,任选取代的低级烷基磺酰基或任选取代的芳基磺酰基,当X为-CH2-或-NR1-时,Y可为氢或卤素,当X’为-CH2-或-NR1-时,Y’可为氢或卤素,R4、R5、R6、R7、R12、R13、R14和R15如同在权利要求25中的定义,排除:
(ⅰ)其中-X-Y和-X'-Y’同时为未取代的低级烷基、任选取代的低级烷氧基或未取代的酰氧基的化合物,
(ⅱ)其中-X-Y和-X'-Y’中之一为甲基,而另一个为甲氧基的化合物,及
(ⅲ)其中-X'-Y’为氢或卤素和-X-Y为未取代的低级烷基、未取代的低级烷氧基或二(低级)烷基氨基的化合物。
45.用作免疫抑制剂的药用组合物,它含有权利要求41的式(If’)化合物、其盐或水合物。
46.用作免疫抑制剂的药用组合物,它含有权利要求42的式(Ig’)化合物、其盐或水合物。
47.用作抗过敏剂的药用组合物,它含有权利要求41的式(If’)化合物、权利要求42的式(Ig’)化合物、权利要求43的式(Ib’)化合物、权利要求44的式(Ia’)化合物、其盐或水合物。
48.用作IgE产生抑制剂的药用组合物,它含有权利要求41的式(If’)化合物、权利要求42的式(Ig’)化合物、权利要求43的式(Ib’)化合物、权利要求44的式(Ia’)化合物、其盐或水合物。
49.权利要求41的式(If’)化合物、权利要求42的式(Ig’)化合物、权利要求43的式(Ib’)化合物、权利要求44的式(Ia’)化合物、其盐或水合物在制备用于抑制免疫应答、治疗和/或预防过敏性疾病的药物中的用途。
50.抑制免疫应答的方法,该方法包括给予权利要求41的式(If’)化合物、权利要求42的式(Ig’)化合物、权利要求43的式(Ib’)化合物、权利要求44的式(Ia’)化合物、其盐或水合物。
51.治疗和/或预防过敏性疾病的方法,该方法包括给予权利要求41的式(If’)化合物、权利要求42的式(Ig’)化合物、权利要求43的式(Ib’)化合物、权利要求44的式(Ia’)化合物、其盐或水合物。
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DE69629413T2 (de) * | 1995-04-24 | 2004-04-01 | Semiconductor Energy Laboratory Co., Ltd., Atsugi | Flüssigkristallverbindung und diese enthaltende Flüssigkristall-Zusammensetzung |
JPH09124571A (ja) | 1995-11-01 | 1997-05-13 | Japan Tobacco Inc | アミド化合物及びその用途 |
DK1193265T3 (da) | 1996-01-26 | 2007-02-19 | Searle Llc | Fremgangsmåde til fremstilling af 4-2-(aryl eller heterocyclo)-1H-imidazol-1-yl-benzensulfonamider |
DE19620041A1 (de) | 1996-05-17 | 1998-01-29 | Merck Patent Gmbh | Adhäsionsrezeptor-Antagonisten |
WO1998056785A1 (fr) | 1997-06-12 | 1998-12-17 | Sumitomo Pharmaceuticals Co., Ltd. | Derives de pyrazole |
GB9725782D0 (en) * | 1997-12-05 | 1998-02-04 | Pfizer Ltd | Therapeutic agents |
JP3667067B2 (ja) | 1997-12-18 | 2005-07-06 | キヤノン株式会社 | 印刷処理装置、その制御方法、及び記憶媒体 |
-
1999
- 1999-01-26 NZ NZ506101A patent/NZ506101A/xx unknown
- 1999-01-26 HU HU0103304A patent/HUP0103304A3/hu unknown
- 1999-01-26 CA CA002318368A patent/CA2318368C/en not_active Expired - Fee Related
- 1999-01-26 EP EP99900676A patent/EP1052238A4/en not_active Withdrawn
- 1999-01-26 US US09/600,790 patent/US6562817B1/en not_active Expired - Fee Related
- 1999-01-26 IL IL13751199A patent/IL137511A0/xx unknown
- 1999-01-26 KR KR1020007007884A patent/KR20010034220A/ko active Search and Examination
- 1999-01-26 ID IDW20001457A patent/ID24959A/id unknown
- 1999-01-26 TR TR2000/02225T patent/TR200002225T2/xx unknown
- 1999-01-26 BR BR9908539-9A patent/BR9908539A/pt not_active Application Discontinuation
- 1999-01-26 AU AU19837/99A patent/AU742641B2/en not_active Ceased
- 1999-01-26 WO PCT/JP1999/000297 patent/WO1999038829A1/ja not_active Application Discontinuation
- 1999-01-26 RU RU2000121556/04A patent/RU2216533C2/ru not_active IP Right Cessation
- 1999-01-26 KR KR10-2003-7007178A patent/KR100404358B1/ko not_active IP Right Cessation
- 1999-01-26 PL PL99341984A patent/PL341984A1/xx unknown
- 1999-01-26 CN CNB998043451A patent/CN1231440C/zh not_active Expired - Fee Related
- 1999-01-26 JP JP2000530068A patent/JP3929700B2/ja not_active Expired - Fee Related
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2000
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Also Published As
Publication number | Publication date |
---|---|
TR200002225T2 (tr) | 2000-12-21 |
US6562817B1 (en) | 2003-05-13 |
CA2318368A1 (en) | 1999-08-05 |
NZ506101A (en) | 2003-06-30 |
KR20030048486A (ko) | 2003-06-19 |
WO1999038829A1 (fr) | 1999-08-05 |
KR100404358B1 (ko) | 2003-11-03 |
HUP0103304A3 (en) | 2002-10-28 |
IL137511A0 (en) | 2001-07-24 |
NO20003706L (no) | 2000-09-14 |
EP1052238A4 (en) | 2007-05-02 |
AU742641B2 (en) | 2002-01-10 |
KR20010034220A (ko) | 2001-04-25 |
BR9908539A (pt) | 2000-12-05 |
HUP0103304A2 (hu) | 2002-02-28 |
JP3929700B2 (ja) | 2007-06-13 |
RU2216533C2 (ru) | 2003-11-20 |
NO20003706D0 (no) | 2000-07-19 |
ID24959A (id) | 2000-08-31 |
PL341984A1 (en) | 2001-05-07 |
CN1231440C (zh) | 2005-12-14 |
CA2318368C (en) | 2007-09-11 |
AU1983799A (en) | 1999-08-16 |
EP1052238A1 (en) | 2000-11-15 |
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