PH26459A - 2-anilinopyrimidine derivatives and their use as pesticides - Google Patents

2-anilinopyrimidine derivatives and their use as pesticides Download PDF

Info

Publication number: PH26459A
Authority: PH; Philippines
Prior art keywords: compound; methyl; formula; phenylamino; halogen
Prior art date: 1987-09-28

Application number

PH37606A

Other languages

English (en)

Inventor

Adolf Hubele

Original Assignee

Ciba Geigy Ag

Priority date (The priority date 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 date listed.)

1987-09-28

Filing date

1988-09-27

Publication date

1992-07-27

1988-09-27 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1992-07-27 Publication of PH26459A publication Critical patent/PH26459A/en

Links

XGXNTJHZPBRBHJ-UHFFFAOYSA-N n-phenylpyrimidin-2-amine Chemical class N=1C=CC=NC=1NC1=CC=CC=C1 XGXNTJHZPBRBHJ-UHFFFAOYSA-N 0.000 title description 3
239000000575 pesticide Substances 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims description 137
239000000203 mixture Substances 0.000 claims description 56
-1 methoxy, ethoxy Chemical group 0.000 claims description 54
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 46
150000002367 halogens Chemical class 0.000 claims description 42
229910052736 halogen Inorganic materials 0.000 claims description 41
229910052739 hydrogen Inorganic materials 0.000 claims description 39
239000001257 hydrogen Substances 0.000 claims description 37
239000004480 active ingredient Substances 0.000 claims description 28
239000000460 chlorine Substances 0.000 claims description 28
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 25
229910052801 chlorine Inorganic materials 0.000 claims description 24
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 24
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 21
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 19
229910052794 bromium Inorganic materials 0.000 claims description 19
241000233866 Fungi Species 0.000 claims description 18
238000000034 method Methods 0.000 claims description 18
125000000217 alkyl group Chemical group 0.000 claims description 17
150000002431 hydrogen Chemical class 0.000 claims description 17
229910052731 fluorine Inorganic materials 0.000 claims description 16
239000011737 fluorine Substances 0.000 claims description 16
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 15
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 12
241000238631 Hexapoda Species 0.000 claims description 9
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
239000000969 carrier Substances 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
244000005700 microbiome Species 0.000 claims description 8
125000001188 haloalkyl group Chemical group 0.000 claims description 6
230000003032 phytopathogenic effect Effects 0.000 claims description 6
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
125000004093 cyano group Chemical group *C#N 0.000 claims description 4
125000001153 fluoro group Chemical group F* 0.000 claims description 4
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 3
125000004970 halomethyl group Chemical group 0.000 claims description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
CPCVDCYAKMUIKW-UHFFFAOYSA-N 2-cyclopropylpyrimidine Chemical compound C1CC1C1=NC=CC=N1 CPCVDCYAKMUIKW-UHFFFAOYSA-N 0.000 claims description 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
229940060037 fluorine Drugs 0.000 claims 6
235000019000 fluorine Nutrition 0.000 claims 6
235000013350 formula milk Nutrition 0.000 description 94
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 75
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 25
239000002904 solvent Substances 0.000 description 24
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
238000002360 preparation method Methods 0.000 description 21
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239000002253 acid Substances 0.000 description 17
239000011572 manganese Substances 0.000 description 15
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YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
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NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 7
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238000006243 chemical reaction Methods 0.000 description 6
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JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
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VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
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OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
235000007164 Oryza sativa Nutrition 0.000 description 5
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
150000001298 alcohols Chemical class 0.000 description 5
239000002585 base Substances 0.000 description 5
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MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
150000004820 halides Chemical class 0.000 description 5
239000012442 inert solvent Substances 0.000 description 5
239000011698 potassium fluoride Substances 0.000 description 5
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239000003586 protic polar solvent Substances 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
230000002829 reductive effect Effects 0.000 description 5
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239000000741 silica gel Substances 0.000 description 5
229910002027 silica gel Inorganic materials 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
241001465180 Botrytis Species 0.000 description 4
241000221787 Erysiphe Species 0.000 description 4
240000005979 Hordeum vulgare Species 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
241000220225 Malus Species 0.000 description 4
241000252067 Megalops atlanticus Species 0.000 description 4
CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
241000317942 Venturia <ichneumonid wasp> Species 0.000 description 4
239000000370 acceptor Substances 0.000 description 4
125000003545 alkoxy group Chemical group 0.000 description 4
239000000010 aprotic solvent Substances 0.000 description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
229960001701 chloroform Drugs 0.000 description 4
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 4
235000013399 edible fruits Nutrition 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
150000002170 ethers Chemical class 0.000 description 4
230000000855 fungicidal effect Effects 0.000 description 4
150000002357 guanidines Chemical class 0.000 description 4
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
238000002156 mixing Methods 0.000 description 4
239000004033 plastic Substances 0.000 description 4
229920003023 plastic Polymers 0.000 description 4
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 4
235000012239 silicon dioxide Nutrition 0.000 description 4
239000002689 soil Substances 0.000 description 4
239000007921 spray Substances 0.000 description 4
125000001424 substituent group Chemical group 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
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240000008067 Cucumis sativus Species 0.000 description 3
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QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
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LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
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239000011591 potassium Substances 0.000 description 1
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150000003242 quaternary ammonium salts Chemical class 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
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239000012279 sodium borohydride Substances 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
235000020354 squash Nutrition 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
235000021012 strawberries Nutrition 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
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235000013616 tea Nutrition 0.000 description 1
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
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HNKJADCVZUBCPG-UHFFFAOYSA-N thioanisole Chemical compound CSC1=CC=CC=C1 HNKJADCVZUBCPG-UHFFFAOYSA-N 0.000 description 1
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239000011701 zinc Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/30—Halogen atoms or nitro radicals
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/38—One sulfur atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

PH37606A 1987-09-28 1988-09-27 2-anilinopyrimidine derivatives and their use as pesticides PH26459A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH375087		1987-09-28
CH133388		1988-04-11

Publications (1)

Publication Number	Publication Date
PH26459A true PH26459A (en)	1992-07-27

Family

ID=25687372

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PH37606A PH26459A (en)	1987-09-28	1988-09-27	2-anilinopyrimidine derivatives and their use as pesticides

Country Status (32)

Country	Link
US (2)	US4931560A (pt)
EP (1)	EP0310550B1 (pt)
JP (1)	JPH0649689B2 (pt)
KR (1)	KR920006738B1 (pt)
CN (1)	CN1017993B (pt)
AR (1)	AR245700A1 (pt)
AU (1)	AU619762B2 (pt)
BG (1)	BG60541B1 (pt)
BR (1)	BR8804955A (pt)
CA (1)	CA1317952C (pt)
CY (1)	CY1770A (pt)
CZ (2)	CZ279022B6 (pt)
DE (1)	DE3881320D1 (pt)
DK (2)	DK168598B1 (pt)
ES (1)	ES2054867T3 (pt)
FI (1)	FI98913C (pt)
HK (1)	HK21394A (pt)
HU (1)	HU203879B (pt)
IE (1)	IE62424B1 (pt)
IL (1)	IL87866A (pt)
LV (3)	LV10613B (pt)
MD (2)	MD370C2 (pt)
NO (1)	NO176178C (pt)
NZ (1)	NZ226323A (pt)
PH (1)	PH26459A (pt)
PL (1)	PL156233B1 (pt)
PT (1)	PT88596B (pt)
RU (6)	RU2014327C1 (pt)
SK (1)	SK638588A3 (pt)
UA (2)	UA19303A (pt)
YU (1)	YU48390B (pt)
ZW (1)	ZW12788A1 (pt)

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1988
- 1988-09-20 DE DE8888810640T patent/DE3881320D1/de not_active Expired - Lifetime
- 1988-09-20 ES ES88810640T patent/ES2054867T3/es not_active Expired - Lifetime
- 1988-09-20 EP EP88810640A patent/EP0310550B1/de not_active Expired - Lifetime
- 1988-09-21 US US07/247,203 patent/US4931560A/en not_active Expired - Lifetime
- 1988-09-26 AR AR88312041A patent/AR245700A1/es active
- 1988-09-26 NZ NZ226323A patent/NZ226323A/en unknown
- 1988-09-26 BR BR8804955A patent/BR8804955A/pt not_active IP Right Cessation
- 1988-09-26 PL PL1988274899A patent/PL156233B1/pl unknown
- 1988-09-26 CA CA000578360A patent/CA1317952C/en not_active Expired - Lifetime
- 1988-09-26 FI FI884409A patent/FI98913C/fi not_active IP Right Cessation
- 1988-09-26 ZW ZW127/88A patent/ZW12788A1/xx unknown
- 1988-09-27 HU HU885028A patent/HU203879B/hu unknown
- 1988-09-27 PT PT88596A patent/PT88596B/pt not_active IP Right Cessation
- 1988-09-27 DK DK536288A patent/DK168598B1/da not_active IP Right Cessation
- 1988-09-27 IE IE292288A patent/IE62424B1/en not_active IP Right Cessation
- 1988-09-27 AU AU22870/88A patent/AU619762B2/en not_active Expired
- 1988-09-27 UA UA4356644A patent/UA19303A/uk unknown
- 1988-09-27 NO NO884284A patent/NO176178C/no not_active IP Right Cessation
- 1988-09-27 PH PH37606A patent/PH26459A/en unknown
- 1988-09-27 RU SU884356644A patent/RU2014327C1/ru active
- 1988-09-27 YU YU180988A patent/YU48390B/sh unknown
- 1988-09-27 CZ CS886385A patent/CZ279022B6/cs not_active IP Right Cessation
- 1988-09-27 CZ CS895753A patent/CZ575389A3/cs unknown
- 1988-09-27 SK SK6385-88A patent/SK638588A3/sk unknown
- 1988-09-28 CN CN88106975A patent/CN1017993B/zh not_active Expired
- 1988-09-28 BG BG85550A patent/BG60541B1/bg unknown
- 1988-09-28 JP JP63243754A patent/JPH0649689B2/ja not_active Expired - Fee Related
- 1988-09-28 IL IL87866A patent/IL87866A/xx active Protection Beyond IP Right Term
- 1988-09-28 KR KR1019880012609A patent/KR920006738B1/ko not_active IP Right Cessation
1989
- 1989-09-20 UA UA4614930A patent/UA19304A/uk unknown
- 1989-09-20 RU SU894614995A patent/RU2043025C1/ru active
- 1989-09-20 RU SU894614930A patent/RU2002416C1/ru active
1990
- 1990-01-24 RU SU904742906A patent/RU2017735C1/ru active
- 1990-01-24 RU SU904742847A patent/RU2009134C1/ru active
- 1990-03-19 US US07/496,381 patent/US4997941A/en not_active Expired - Lifetime
1992
- 1992-04-14 RU SU925011341A patent/RU2045520C1/ru active
1993
- 1993-05-25 LV LVP-93-409A patent/LV10613B/en unknown
- 1993-06-15 LV LVP-93-594A patent/LV10614B/en unknown
- 1993-06-30 LV LVP-93-823A patent/LV10676B/en unknown
- 1993-07-20 DK DK085993A patent/DK170161B1/da not_active IP Right Cessation
1994
- 1994-03-10 HK HK213/94A patent/HK21394A/xx not_active IP Right Cessation
- 1994-04-28 MD MD94-0102A patent/MD370C2/ro unknown
- 1994-07-14 MD MD94-0208A patent/MD501C2/ro unknown
1995
- 1995-10-20 CY CY177095A patent/CY1770A/xx unknown

Also Published As

Publication number	Publication date
DK536288D0 (da)	1988-09-27
IE882922L (en)	1989-03-28
IL87866A0 (en)	1989-03-31
JPH0649689B2 (ja)	1994-06-29
YU48390B (sh)	1998-07-10
PL274899A1 (en)	1989-12-11
US4931560A (en)	1990-06-05
FI98913C (fi)	1997-09-10
LV10614B (en)	1996-04-20
FI98913B (fi)	1997-05-30
NO176178B (no)	1994-11-07
HU203879B (en)	1991-10-28
FI884409A0 (fi)	1988-09-26
LV10676A (lv)	1995-06-20
NO176178C (no)	1995-02-15
AU619762B2 (en)	1992-02-06
CN1032441A (zh)	1989-04-19
JPH01113374A (ja)	1989-05-02
KR920006738B1 (ko)	1992-08-17
LV10613A (lv)	1995-04-20
MD501B1 (en)	1996-03-29
UA19303A (uk)	1997-12-25
RU2017735C1 (ru)	1994-08-15
SK279313B6 (sk)	1998-09-09
NZ226323A (en)	1990-04-26
DK536288A (da)	1989-03-29
DK168598B1 (da)	1994-05-02
BG85550A (bg)	1993-12-24
RU2002416C1 (ru)	1993-11-15
HK21394A (en)	1994-03-18
EP0310550A1 (de)	1989-04-05
BG60541B1 (bg)	1995-08-28
MD370C2 (ro)	1996-06-30
RU2009134C1 (ru)	1994-03-15
DE3881320D1 (de)	1993-07-01
EP0310550B1 (de)	1993-05-26
NO884284L (no)	1989-03-29
IE62424B1 (en)	1995-02-08
FI884409A (fi)	1989-03-29
DK85993A (da)	1993-07-20
NO884284D0 (no)	1988-09-27
KR890005066A (ko)	1989-05-11
HUT47787A (en)	1989-04-28
AR245700A1 (es)	1994-02-28
RU2014327C1 (ru)	1994-06-15
BR8804955A (pt)	1989-05-02
CN1017993B (zh)	1992-08-26
IL87866A (en)	1993-05-13
ES2054867T3 (es)	1994-08-16
RU2043025C1 (ru)	1995-09-10
PT88596A (pt)	1988-10-01
UA19304A (uk)	1997-12-25
MD501C2 (ro)	1996-09-30
US4997941A (en)	1991-03-05
CZ279023B6 (en)	1994-11-16
ZW12788A1 (en)	1989-06-28
CA1317952C (en)	1993-05-18
CZ638588A3 (en)	1994-11-16
CZ575389A3 (en)	1994-11-16
PT88596B (pt)	1992-11-30
DK170161B1 (da)	1995-06-06
RU2045520C1 (ru)	1995-10-10
LV10614A (lv)	1995-04-20
SK638588A3 (en)	1998-09-09
DK85993D0 (da)	1993-07-20
AU2287088A (en)	1989-04-06
PL156233B1 (en)	1992-02-28
CZ279022B6 (en)	1994-11-16
LV10613B (en)	1996-04-20
CY1770A (en)	1995-10-20
LV10676B (en)	1996-04-20
YU180988A (en)	1990-12-31

Publication	Publication Date	Title
PH26459A (en)	1992-07-27	2-anilinopyrimidine derivatives and their use as pesticides
US4897396A (en)	1990-01-30	2-phenylamino pyrimidine derivatives and their uses as microbicides
JP2632187B2 (ja)	1997-07-23	アニリノピリミジン誘導体、その組成物、それらの製造方法及び有害生物防除方法
EP0276432A2 (de)	1988-08-03	Schädlingsbekämpfungsmittel
IL93813A (en)	1994-07-31	History of 2 anilino-pyrimidine, their preparation, preparations containing them and their use in agriculture as bactericides
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