KR910009660A - 새로운 이소인돌론 유도체 및 이의 제조 방법 - Google Patents
새로운 이소인돌론 유도체 및 이의 제조 방법 Download PDFInfo
- Publication number
- KR910009660A KR910009660A KR1019900019099A KR900019099A KR910009660A KR 910009660 A KR910009660 A KR 910009660A KR 1019900019099 A KR1019900019099 A KR 1019900019099A KR 900019099 A KR900019099 A KR 900019099A KR 910009660 A KR910009660 A KR 910009660A
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- KR
- South Korea
- Prior art keywords
- radical
- 7ars
- 3ars
- general formula
- acid addition
- 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.)
- Abandoned
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- XTBAPWCYTNCZTO-UHFFFAOYSA-N isoindol-1-one Chemical class C1=CC=C2C(=O)N=CC2=C1 XTBAPWCYTNCZTO-UHFFFAOYSA-N 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 8
- 239000002253 acid Substances 0.000 claims 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- 150000003254 radicals Chemical class 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 4
- -1 phenyl radicals Chemical class 0.000 claims 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 1
- WYBVWRBMKAWGRK-UHFFFAOYSA-N 7,7-diphenyl-2,3,3a,5,6,7a-hexahydro-1h-isoindol-4-one Chemical compound C12CNCC2C(=O)CCC1(C=1C=CC=CC=1)C1=CC=CC=C1 WYBVWRBMKAWGRK-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 238000006683 Mannich reaction Methods 0.000 claims 1
- RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 claims 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- 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
-
- 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
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/14—Decongestants or antiallergics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Immunology (AREA)
- Ophthalmology & Optometry (AREA)
- Pain & Pain Management (AREA)
- Pulmonology (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- (3aR, 7aR) 형태 또는 (3aRS, 7aRS) 형태의 혼합물 형태인 하기 일반식의 이소인돌론 유도체 또는 이의 산부가염 :상기식에서, 라디칼 R은 수소원자를 나타내거나, 함께 결합을 형성하고, 기호 R′은 수소원자 또는 쉽게 제거가능한 라디칼을 나타내고, 기호 R″은 동일한 것으로서, 오르토 또는 메타 위치에서 할로겐 또는 메틸에 의해 치환되거나 비치환된 페닐 라디칼을 나타낸다.
- 제1항에 있어서, R′은 수소원자, 알릴라디칼 또는 하기 일반식의 라디칼인 화합물 :상기식에서, Ra, Rb는 수소원자 또는 할로겐, 알킬, 알콕시 또는 니트로에 의해 치환되거나 비치환된 페닐라디칼이며, Rc는 RaRb에 대해 정의한 바와 같거나, 알킬 또는 알콕시알킬 라디칼을 나타내며, RaRb및 중 적어도 하나는 치환 또는 비치환 페닐 라디칼이고, 알킬 라디칼 및 부분들은 선형 또는 분지형으로 1-4개의 탄소를 함유한다.
- 제1항 또는 제2항에 있어서, 라디칼은 R은 수소원자를 나타내거나, 함께 결합을 형성하고 기로 R′은 수소원자 또는 벤질 라디칼이며, 기호 R″불소, 염소 또는 메틸에 의해 오르토 또는 메타위치에서 치환된 또는 비치환된 페닐 라티칼인 화합물.
- 제1항, 제2항 또는 제3항에 있어서, (3aR, 7aR) 또는 (3aRS, 7aRS) 형태의 7,7-디페닐퍼히드로-4-이소인돌론, 또는 이의 산 부가염인 화합물.
- 제1항, 제2항 또는 제3항에 있어서, (3aR, 7aR) 또는 (3aRS, 7aRS) 형태의 7,7-비스(3-플루오로페닐)퍼히드로-4-이소인돌론, 또는 이의 산 부가염인 화합물.
- 제1항, 제2항 또는 제3항에 있어서, (3aR, 7aR) 또는 (3aRS, 7aRS) 형태의 7,7-비스(2-플루오로페닐)퍼히드로-4-이소인돌론, 또는 이의 산 부가염인 화합물.
- 제1항, 제2항 또는 제3항에 있어서, (3aR, 7aR) 또는 (3aRS, 7aRS) 형태의 7,7-비스(3-클로로페닐)퍼히드로-4-이소인돌론, 또는 이의 산 부가염인 화합물.
- 제1항, 제2항 또는 제3항에 있어서, (3aR, 7aR) 또는 (3aRS, 7aRS) 형태의 7,7-비스(3-톨릴)퍼히드로-4-이소인돌론, 또는 이의 산 부가염인 화합물.
- (a) 일반식 :(이때, R′은 제1항에서 정의된 바와 같은 쉽게 제거 가능한 라디칼이고, 각 R0는 같거나 다른 것으로서 알킬 또는 치환 또는 비치환 페닐을 나타내고, 이때 적어도 하나의 R0는 알킬이며, R0는 알콕시, 시아노 또는 페닐티오를 나타낸다)의 실릴유도체와 일반식 :(이때, R 및 R″는 제1항에서 정의된 바와 같다.)를 반응시키거나 : (b) 일반식 :(이때, R′은 제1항에서 정의된 바와 같은 쉽게 제거가능한기이다.)의 옥사졸리딘논과 일반식 :(이때, R 및 R″는 제1항에서 정의된 바와 같다)의 시클로헥세는 유도체를 반응시키거나 ; (c) R이 수소이고, R′이 트리틸이 아닐때, 일반식 :(이때, R′은 제1항에서 정의된 바와 같으며, 트리틸이아니고, R″는 제1항에서 정의된 바와 같다)의 화합물을 사용하여 마나쉬반응(Mannich reaction)을 수행하거나 ; (d) R 및 R′이 수소일때, 일반식(이때, R″은 제1항에서 정의된 바와같다)의 2-포르밀-3-(니트로메틸)시클로헥세논의 촉매적 수소화를 수행하고, 적합한 경우, R′이 수소인 화합물이 바람직한 경우, 쉽게 제거가능한 라디칼 R′을 제거하고, 바람직한 경우 이성체를 분리하고, 바람직할 경우, 결과 얻어진 생성물을 이의 산 부가염으로 전환시키는 것으로 구성되는 제1항에 따른 화합물의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8915407 | 1989-11-23 | ||
| FR8915407A FR2654726B1 (fr) | 1989-11-23 | 1989-11-23 | Nouveaux derives de l'isoindolone et leur preparation. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR910009660A true KR910009660A (ko) | 1991-06-28 |
Family
ID=9387708
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019900019099A Abandoned KR910009660A (ko) | 1989-11-23 | 1990-11-22 | 새로운 이소인돌론 유도체 및 이의 제조 방법 |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US5112988A (ko) |
| EP (1) | EP0430771B1 (ko) |
| JP (1) | JPH03176468A (ko) |
| KR (1) | KR910009660A (ko) |
| AT (1) | ATE108774T1 (ko) |
| AU (1) | AU635984B2 (ko) |
| CA (1) | CA2030570A1 (ko) |
| DE (1) | DE69010851T2 (ko) |
| DK (1) | DK0430771T3 (ko) |
| ES (1) | ES2057488T3 (ko) |
| FI (1) | FI94627C (ko) |
| FR (1) | FR2654726B1 (ko) |
| HU (1) | HU214574B (ko) |
| IE (1) | IE64737B1 (ko) |
| IL (1) | IL96447A (ko) |
| NO (1) | NO174148C (ko) |
| NZ (1) | NZ236175A (ko) |
| PL (2) | PL164955B1 (ko) |
| PT (1) | PT95983B (ko) |
| RU (1) | RU2104269C1 (ko) |
| SK (1) | SK580690A3 (ko) |
| YU (1) | YU47437B (ko) |
| ZA (1) | ZA909370B (ko) |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2676442B1 (fr) * | 1991-05-17 | 1993-08-06 | Rhone Poulenc Rorer Sa | Nouveau derives de perhydroisoindole, leur preparation et les compositions pharmaceutiques qui les contiennent. |
| FR2688219B1 (fr) | 1992-03-03 | 1994-07-08 | Sanofi Elf | Sels d'ammonium quaternaires de composes aromatiques amines, leur preparation et compositions pharmaceutiques les contenant. |
| FR2689889B1 (fr) * | 1992-04-10 | 1994-06-10 | Rhone Poulenc Rorer Sa | Nouveaux derives de perhydroisoindole, et leur preparation. |
| US5830854A (en) * | 1992-12-14 | 1998-11-03 | Merck Sharp & Dohme, Limited | Method of treating cystic fibrosis using a tachykinin receptor antagonist |
| FR2703679B1 (fr) * | 1993-04-05 | 1995-06-23 | Rhone Poulenc Rorer Sa | Nouveaux derives de perhydroisoindole, leur preparation et les compositions pharmaceutiques qui les contiennent. |
| FR2709752B1 (fr) * | 1993-07-30 | 1995-10-06 | Rhone Poulenc Rorer Sa | Nouveaux dérivés de perhydroisoindole, leur préparation et les compositions pharmaceutiques qui les contiennent. |
| TW365603B (en) * | 1993-07-30 | 1999-08-01 | Rhone Poulenc Rorer Sa | Novel perhydroisoindole derivatives, their preparation and pharmaceutical compositions which contain them |
| FR2710913B1 (fr) * | 1993-10-07 | 1995-11-24 | Rhone Poulenc Rorer Sa | Nouveaux dérivés de perhydroisoindole, leur préparation et les compositions pharmaceutiques qui les contiennent. |
| US5543530A (en) * | 1993-12-23 | 1996-08-06 | Ortho Pharmaceutical Corporation | 4-arylisoindole analgesics |
| FR2728166A1 (fr) | 1994-12-19 | 1996-06-21 | Oreal | Composition topique contenant un antagoniste de substance p |
| FR2728169A1 (fr) | 1994-12-19 | 1996-06-21 | Oreal | Utilisation d'un antagoniste de substance p pour le traitement des prurits et des dysesthesies oculaires ou palpebrales |
| FR2728165A1 (fr) | 1994-12-19 | 1996-06-21 | Oreal | Utilisation d'un antagoniste de substance p pour le traitement des rougeurs cutanees d'origine neurogene |
| FR2729954B1 (fr) | 1995-01-30 | 1997-08-01 | Sanofi Sa | Composes heterocycliques substitues, procede pour leur preparation et compositions pharmaceutiques les contenant |
| FR2741262B1 (fr) | 1995-11-20 | 1999-03-05 | Oreal | Utilisation d'un antagoniste de tnf-alpha pour le traitement des rougeurs cutanees d'origine neurogene |
| FR2755013B1 (fr) * | 1996-10-29 | 1998-11-27 | Rhone Poulenc Rorer Sa | Nouvelle application therapeutique des antagonistes de la substance p |
| BR0015320A (pt) | 1999-11-03 | 2002-07-09 | Albany Molecular Res Inc | Composto, composição, métodos de tratamento de um distúrbio que e criado pela, ou é dependente da, disponibilidade diminuìda de serotonina, norepinefrina ou dopamina, para inibir a captação da serotonina, da dopamina e de norepinefrina sinápticas em um paciente em necessidade destes, e, kit |
| US7163949B1 (en) | 1999-11-03 | 2007-01-16 | Amr Technology, Inc. | 4-phenyl substituted tetrahydroisoquinolines and use thereof |
| CN100430401C (zh) | 2000-07-11 | 2008-11-05 | Amr科技公司 | 新的4-苯基取代的四氢异喹啉类化合物及其治疗用途 |
| UA91341C2 (ru) | 2004-07-15 | 2010-07-26 | Амр Текнолоджи, Інк. | Арил- и гетероарилзамещенные тетрагидроизохинолины и их применение для блокирования обратного захвата норэпинефрина, допамина и серотонина |
| US8362075B2 (en) | 2005-05-17 | 2013-01-29 | Merck Sharp & Dohme Corp. | Cyclohexyl sulphones for treatment of cancer |
| JP5258561B2 (ja) | 2005-07-15 | 2013-08-07 | アルバニー モレキュラー リサーチ， インコーポレイテッド | アリール置換およびヘテロアリール置換テトラヒドロベンズアゼピンならびにノルエピネフリン、ドーパミンおよびセロトニンの再取り込みを遮断するためのその使用 |
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| US2858314A (en) * | 1954-06-07 | 1958-10-28 | Georgian Vlasios | Hydrocarbazolenines |
| US4042707A (en) * | 1976-02-19 | 1977-08-16 | E. I. Du Pont De Nemours And Company | 3α-Arylhydroisoindoles |
| US4494547A (en) * | 1981-03-30 | 1985-01-22 | North Carolina Central University | 2H-isoindolediones, their synthesis and use as radiosensitizers |
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1989
- 1989-11-23 FR FR8915407A patent/FR2654726B1/fr not_active Expired - Lifetime
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1990
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- 1990-11-22 JP JP2320570A patent/JPH03176468A/ja active Pending
- 1990-11-22 DK DK90403300.8T patent/DK0430771T3/da active
- 1990-11-22 FI FI905770A patent/FI94627C/fi not_active IP Right Cessation
- 1990-11-22 IL IL9644790A patent/IL96447A/en not_active IP Right Cessation
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1992
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