KR840006210A - 옥타하이드로벤즈[f]이소퀴놀린의 제조방법 - Google Patents
옥타하이드로벤즈[f]이소퀴놀린의 제조방법 Download PDFInfo
- Publication number
- KR840006210A KR840006210A KR1019830004191A KR830004191A KR840006210A KR 840006210 A KR840006210 A KR 840006210A KR 1019830004191 A KR1019830004191 A KR 1019830004191A KR 830004191 A KR830004191 A KR 830004191A KR 840006210 A KR840006210 A KR 840006210A
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- compound
- formula
- alkyl
- methyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 5
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 title 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 19
- 239000001257 hydrogen Substances 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 11
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- 125000001475 halogen functional group Chemical group 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 150000001266 acyl halides Chemical class 0.000 claims 1
- 150000001350 alkyl halides Chemical class 0.000 claims 1
- 230000002152 alkylating effect Effects 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- -1 nitro, amino Chemical group 0.000 claims 1
- 125000002524 organometallic group Chemical group 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/10—Aza-phenanthrenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pain & Pain Management (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- (a) 다음 일반식(Ⅱ)의 화합물을 환원시켜 R4가 수소인 일반식(Ⅰ)의 화합물을 형성하거나: (b) 다음 일반식(Ⅲ)의 화합물을 유기금속 시약과 반응시켜 R4가 C1-C8알킬인 일반식(Ⅰ)의 화합물을 형성하거나; (c) 일반식(Ⅲ)의 화합물을 환원시켜 R4가 수소인 일반식(Ⅰ)의 화합물을 형성하거나; (d) R1이 C1-C4알킬 또는 C1-C12알킬노일인 일반식(Ⅰ)의 화합물을 환원 또는 가수분해하여 R1이 수소인 화합물을 형성하거나; (e) R1이 수소인 일반식(Ⅰ)의 화합물을 알킬화 또는 아실화하여 R1이 알킬노일 또는 알킬인 일반식(Ⅰ)의 화합물을 형성하거나; (f) R3가(여기서 W는 C1-C4알킬, 벤질, 또는 페닐이다)인 일반식(Ⅰ)의 화합물을 염기로처리하여 R3가 수소인 일반식(Ⅰ)의 화합물을 형성하거나; (g) R3가 수소인 일반식(Ⅰ)의 화합물을 알킬할라이드 또는 아실할라이드와 반응시킨후 환원시켜 R3가 수소가 아닌 일반식(Ⅰ)의 화합물을 형성하고; (h) 경우에 따라, (a)-(g)반응중 어느 하나의 생성물을 염화시킴을 특징으로 하여, 일반식(Ⅰ)의 화합물 또는 그들의 약학적으로 허용되는 염을 제조하는 방법.여기서 R1은 수소, C1-C4알킬, 또는 C1-C12알킬노일이고; R, 일반식(Ⅲ)에서 R1은 C1-C4알킬이며; R2는 C1-C4알킬, C2-C6알케닐, 또는[여기서 m은 1,2 또는 3이다]이고;R3는 수소, C1-C8알킬, C2-C|6알케닐메틸, (C3-C8사이클로알킬)메틸, 또는[여기서 P는 0,1 또는 2이고; Y는,, -CH2-, -O-, -S-, 또는 -NH-이고, 단Y가 -O-, -S-, 또는 -NH-일때, P는 오직2일수 있으며, Y가일때는 P는 O일 수없고; Z는 0또는 S이고;R5는 C1-C4알킬티오, 니트로, 아미노, 트리플루오로메틸, 하이드록시, 수소, C1-C4알킬, C1-C4알콕시, 또는 할로이고;R|6는 수소, C1-C4알킬, C1-C4알콕시, 또는 할로이고: R7는 수소 또는 메틸이다]이고; R4는 C1-C8알킬 또는 수소이다.
- 제1항에 있어서, R1은 수소 또는 C1-C4알킬 R2는 C1-C|4알킬, R3는 수소, C1-C4알킬, C2-C6알케닐메틸, (C3-C8사이클로알킬)-메틸 또는[여기서 p,y,R5및 R6는 제1항에서 정의한 바와같다] 이거나 또는R4가 수소인 일반식(Ⅰ)의 화합물, 또는 그들의 약학적으로 허용되는 염을 제조하는 방법.
- 제1항에 있어서, R1은 수소 또는 메틸, R2는 메틸 또는 n-프로필, R3는 수소, 메틸, 2-프로페닐, 사이클로프로필메틸 또는 페닐에틸이거나, 또는 R4가 수소인 일반식(Ⅰ)의 화합물, 또는 그들의 약학적으로 허용되는 염을 제조하는 방법.
- 제1항에있어서,시스-1,2,3,4,4a,5,6,10b-옥타하이드로-3,10b-디메틸벤즈[f]이소퀴놀린-9-을 또는 그의 약학적으로 허용되는 염을 제조하는 방법.
- 제1항에 있어서,시스-1,2,3,4,5a,5,6,10b-옥타하이드로-3-메틸-10b-프로필벤즈[f]이소퀴놀린-9-을 또는 그의 약학적으로 허용되는 염을 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41549882A | 1982-09-07 | 1982-09-07 | |
| US415498 | 1982-09-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840006210A true KR840006210A (ko) | 1984-11-22 |
Family
ID=23645922
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830004191A KR840006210A (ko) | 1982-09-07 | 1983-09-06 | 옥타하이드로벤즈[f]이소퀴놀린의 제조방법 |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0106486A2 (ko) |
| JP (1) | JPS5965077A (ko) |
| KR (1) | KR840006210A (ko) |
| AU (1) | AU1870483A (ko) |
| DD (1) | DD209451A5 (ko) |
| DK (1) | DK404783A (ko) |
| FI (1) | FI833162A (ko) |
| GB (1) | GB2126584A (ko) |
| PT (1) | PT77267B (ko) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE8302361D0 (sv) * | 1983-04-27 | 1983-04-27 | Astra Laekemedel Ab | New tricyclic amines |
| GB8917333D0 (en) * | 1989-07-28 | 1989-09-13 | Merck Sharp & Dohme | Therapeutic agents |
| US5294618A (en) * | 1989-07-28 | 1994-03-15 | Merck Sharp & Dohme Limited | Octahydrobenzisoquinoline derivatives as antipsychotic agents |
| WO1991003467A1 (en) * | 1989-08-30 | 1991-03-21 | Pfizer Inc. | Benzazabicyclic carbamates as novel cholinesterase inhibitors |
| EP0539209A1 (en) * | 1991-10-24 | 1993-04-28 | The Upjohn Company | Benzo-isoquinoline derivatives and analogs and their use in therapeutics |
| AU2559392A (en) * | 1991-10-24 | 1993-05-21 | Upjohn Company, The | Benzo-isoquinoline derivatives and analogs and their use in therapeutics |
| GB9612153D0 (en) * | 1996-06-11 | 1996-08-14 | Smithkline Beecham Plc | Compounds |
| DE19751948A1 (de) * | 1997-11-24 | 1999-05-27 | Bayer Ag | Verfahren zur Herstellung von 8-Methoxy-Chinoloncarbonsäuren |
| EP2919788A4 (en) | 2012-11-14 | 2016-05-25 | Univ Johns Hopkins | METHODS AND COMPOSITIONS FOR THE TREATMENT OF SCHIZOPHRENIA |
-
1983
- 1983-08-30 PT PT77267A patent/PT77267B/pt unknown
- 1983-09-05 EP EP83305132A patent/EP0106486A2/en not_active Withdrawn
- 1983-09-05 DD DD83254527A patent/DD209451A5/de unknown
- 1983-09-05 GB GB08323732A patent/GB2126584A/en not_active Withdrawn
- 1983-09-05 AU AU18704/83A patent/AU1870483A/en not_active Abandoned
- 1983-09-05 FI FI833162A patent/FI833162A/fi not_active Application Discontinuation
- 1983-09-06 JP JP58165854A patent/JPS5965077A/ja active Pending
- 1983-09-06 KR KR1019830004191A patent/KR840006210A/ko not_active IP Right Cessation
- 1983-09-06 DK DK404783A patent/DK404783A/da unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB8323732D0 (en) | 1983-10-05 |
| PT77267A (en) | 1983-09-01 |
| FI833162A (fi) | 1984-03-08 |
| PT77267B (en) | 1986-03-21 |
| AU1870483A (en) | 1984-03-15 |
| DD209451A5 (de) | 1984-05-09 |
| FI833162A0 (fi) | 1983-09-05 |
| DK404783A (da) | 1984-03-08 |
| JPS5965077A (ja) | 1984-04-13 |
| EP0106486A2 (en) | 1984-04-25 |
| GB2126584A (en) | 1984-03-28 |
| DK404783D0 (da) | 1983-09-06 |
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