KR850002268A - 3-인돌카르복스아미드 유도체의 제조방법 - Google Patents
3-인돌카르복스아미드 유도체의 제조방법 Download PDFInfo
- Publication number
- KR850002268A KR850002268A KR1019840004499A KR840004499A KR850002268A KR 850002268 A KR850002268 A KR 850002268A KR 1019840004499 A KR1019840004499 A KR 1019840004499A KR 840004499 A KR840004499 A KR 840004499A KR 850002268 A KR850002268 A KR 850002268A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- group
- acid addition
- acceptable acid
- pharmaceutically acceptable
- Prior art date
Links
- LSGKMZLPZFPAIN-UHFFFAOYSA-N 1h-indole-3-carboxamide Chemical class C1=CC=C2C(C(=O)N)=CNC2=C1 LSGKMZLPZFPAIN-UHFFFAOYSA-N 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 20
- 239000002253 acid Substances 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- -1 1- (2-phenylethyl) -4-piperidyl-1-phenyl-indole-3-carboxamide Chemical compound 0.000 claims 1
- RTQZMJOPISROQH-UHFFFAOYSA-N 1-butyl-5-hydroxy-2-methyl-n-[1-(2-phenylethyl)piperidin-4-yl]indole-3-carboxamide Chemical compound C12=CC(O)=CC=C2N(CCCC)C(C)=C1C(=O)NC(CC1)CCN1CCC1=CC=CC=C1 RTQZMJOPISROQH-UHFFFAOYSA-N 0.000 claims 1
- 125000000094 2-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
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
Classifications
-
- 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
- C07D401/08—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 alicyclic rings
-
- 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
- C07D401/12—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 chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Enzymes And Modification Thereof (AREA)
- Indole Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (8)
- 하기 일반식(Ⅱ)의 카르복실산 또는 이의 작용유도체와 하기 일반식(Ⅲ)의 화합물을 반응 시킴을 특징으로 하고, 필요하다면 이와 같이 얻은 화합물을 이 화합물의 제약적 허용 가능한 산부가염으로 전환시킨 제약적 허용 가능한 산부가염 및/또는 이 화합물의 수화물 형태를 포함하는 하기 일반식(Ⅰ)의 3－인돌카르복스아미드 유도체의 방법.식중에서,R1은 C1-8알킬기, C3-8시클로알킬기, C3-8시클로알킬－C1-8알킬기, 아릴기, 프로파르질기 또는 벤젠고리가 할로겐원자, 삼플루오로메틸기, C1-4알킬기 및 C1-4알콕시기로 구성되는 기중에서 선택된 하나 이상의 치환체로 임의 치환된 페닐 또는 페닐－C1-4알킬기이고, R2는 수소원자 또는 C1-6알킬기이고; R3는 수소원자, 할로겐원자, C2-6알카노일옥시기, 벤조일옥시기, C1-4알콕시기, 벤질옥시기, 수산기 또는 C1-4알킬기이고; R4는 수소원자, 할로겐원자, C1-4알킬기, C1-4알콕시기 또는 수산기이고; R5는 수소원자 또는 C1-4알콕시기이고; A는 C1-4알킬기로 임의 치환 가능한 에틸렌 또는 트리메틸렌기이고; n은 0, 1 또는 2이고; m은 0 또는 1이다.
- 제1항에 있어서, 수득되는 화합물이 하기 일반식 화합물의 제약적허용 가능한 산부가염 및/또는 이 화합물을 수화물을 포함하는 하기 일반식의 화합물임을 특징으로하는 방법.식중에서, R1,R2,R4및 A는 제1항에서 졍의한 바와 같다.
- 제1항에 있어서, 수득되는 화합물이 R2가 메틸기이고 R4가 수소원자이고, A가 에틸렌기인 하기 일반식의 화합물임을 특징으로 하는 방법.
- 제1항에 있어서, 수득되는 화합물이 1－부틸－5－히드록시－2－메틸－N－(1－(2－페닐에틸)－4－피페리딜)인돌－3－카르복스아미드, 이 화합물의 제약적허용 가능한 산부가염 또는 수화물임을 특징으로하는 방법.
- 제1항에 있어서, 수득되는 화합물이 1－벤질－5－히드록시－2－메틸－N－(1－(2－페닐에틸)－4－피페리딜)인돌－3－카르복스아미드, 이 화합물의 제약적허용 가능한 산부가염 또는 수화물임을 특징으로하는 방법.
- 제1항에 있어서, 수득되는 화합물이 5－히드록시－1－이소프로필－2－메틸－N－(1－(2－페닐에틸)－4－피페리딜)인돌－3－카르복스아미드, 이 화합물의 제약적허용 가능한 산부가염 또는 수화물임을 특징으로하는 방법.
- 제1항에 있어서, 수득되는 화합물이 5－히드록시－2－메틸－1－(2－페닐에틸)－N－(1－(2－페니에딜)－4－피페리딜)인돌－3－카르복스아미드, 이 화합물의 제약적 허용 가능한 산부가염 또는 수화물임을 특징으로하는 방법.
- 제1항에 있어서, 수득되는 화합물이 5－히드록시－2－메틸－N－(1－(2－페닐에틸)－4－피페리딜－1－페닐－인돌－3－카르복스아미드, 이 화합물의 제약적허용 가능한 산부가염 또는 수화물임을 특징으로하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP83-170061 | 1983-09-14 | ||
| JP58170061A JPS6084281A (ja) | 1983-09-14 | 1983-09-14 | ３−インド−ルカルボキサミド類 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR850002268A true KR850002268A (ko) | 1985-05-10 |
Family
ID=15897899
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840004499A KR850002268A (ko) | 1983-09-14 | 1984-07-28 | 3-인돌카르복스아미드 유도체의 제조방법 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4576940A (ko) |
| EP (1) | EP0137163A3 (ko) |
| JP (1) | JPS6084281A (ko) |
| KR (1) | KR850002268A (ko) |
| AU (1) | AU563515B2 (ko) |
| CA (1) | CA1230332A (ko) |
| ES (1) | ES535826A0 (ko) |
| GR (1) | GR80371B (ko) |
| PT (1) | PT79199B (ko) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3604949A1 (de) * | 1986-02-17 | 1987-08-20 | Merck Patent Gmbh | Hydroxyindolester |
| US5036067A (en) * | 1990-03-14 | 1991-07-30 | Merck & Co., Inc. | Dibenzoheterocyclic hydroxamic acids and hydroxy ureas as inhibitors of 5-lipoxygenase |
| JPH0764841B2 (ja) * | 1990-10-03 | 1995-07-12 | ファイザー製薬株式会社 | インドール誘導体およびその用途 |
| US5739135A (en) * | 1993-09-03 | 1998-04-14 | Bristol-Myers Squibb Company | Inhibitors of microsomal triglyceride transfer protein and method |
| US5885983A (en) * | 1996-05-10 | 1999-03-23 | Bristol-Myers Squibb Company | Inhibitors of microsomal triglyceride transfer protein and method |
| US5827875A (en) * | 1996-05-10 | 1998-10-27 | Bristol-Myers Squibb Company | Inhibitors of microsomal triglyceride transfer protein and method |
| US5883109A (en) * | 1996-07-24 | 1999-03-16 | Bristol-Myers Squibb Company | Method for lowering serum lipid levels employing an MTP inhibitor in combination with another cholesterol lowering drug |
| US5760246A (en) | 1996-12-17 | 1998-06-02 | Biller; Scott A. | Conformationally restricted aromatic inhibitors of microsomal triglyceride transfer protein and method |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1068259B (ko) * | 1954-04-28 | 1959-11-05 | ||
| US3238215A (en) * | 1963-10-17 | 1966-03-01 | Sterling Drug Inc | 1-[(3-, 2-, and 1-indolyl)-lower-alkyl-, lower-alkenyl-, and lower-alkynyl]piperidines |
| GB1345872A (en) * | 1970-09-03 | 1974-02-06 | Wyeth John & Brother Ltd | Amino-and acylamino-pyridine and hydropyridine derivatives |
| US3869463A (en) * | 1973-01-17 | 1975-03-04 | Wyeth John & Brother Ltd | N-phenyl derivatives of alkanoylamido piperidines |
| FR2334358A1 (fr) * | 1975-12-12 | 1977-07-08 | Sogeras | Nouveaux medicaments derives de l'indole |
| DE2557342A1 (de) * | 1975-12-19 | 1977-06-30 | Hoechst Ag | Basisch substituierte indolderivate und verfahren zu ihrer herstellung |
| FR2531083B1 (fr) * | 1982-06-29 | 1986-11-28 | Sandoz Sa | Nouveaux derives de la piperidine, leur preparation et leur utilisation comme medicaments |
-
1983
- 1983-09-14 JP JP58170061A patent/JPS6084281A/ja active Granted
-
1984
- 1984-07-26 EP EP84108884A patent/EP0137163A3/en not_active Withdrawn
- 1984-07-28 KR KR1019840004499A patent/KR850002268A/ko not_active Application Discontinuation
- 1984-08-10 US US06/639,292 patent/US4576940A/en not_active Expired - Fee Related
- 1984-08-10 CA CA000460799A patent/CA1230332A/en not_active Expired
- 1984-09-11 ES ES535826A patent/ES535826A0/es active Granted
- 1984-09-13 PT PT79199A patent/PT79199B/pt unknown
- 1984-09-14 GR GR80371A patent/GR80371B/el unknown
- 1984-09-14 AU AU33045/84A patent/AU563515B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| ES8505993A1 (es) | 1985-06-16 |
| PT79199B (en) | 1986-08-14 |
| EP0137163A2 (en) | 1985-04-17 |
| AU3304584A (en) | 1985-03-21 |
| AU563515B2 (en) | 1987-07-09 |
| US4576940A (en) | 1986-03-18 |
| ES535826A0 (es) | 1985-06-16 |
| EP0137163A3 (en) | 1987-04-15 |
| JPS6320824B2 (ko) | 1988-04-30 |
| PT79199A (en) | 1984-10-01 |
| GR80371B (en) | 1985-01-15 |
| CA1230332A (en) | 1987-12-15 |
| JPS6084281A (ja) | 1985-05-13 |
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| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| WITB | Written withdrawal of application |