FI95369B - Förfarande för framställning av 3-arylkarbonyl-1-aminoalkyl-1H-indolföreningar med antiglaukomaeffekt - Google Patents
Förfarande för framställning av 3-arylkarbonyl-1-aminoalkyl-1H-indolföreningar med antiglaukomaeffekt Download PDFInfo
- Publication number
- FI95369B FI95369B FI911131A FI911131A FI95369B FI 95369 B FI95369 B FI 95369B FI 911131 A FI911131 A FI 911131A FI 911131 A FI911131 A FI 911131A FI 95369 B FI95369 B FI 95369B
- Authority
- FI
- Finland
- Prior art keywords
- indole
- formula
- ethyl
- morpholinyl
- compounds
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- A61P27/06—Antiglaucoma agents or miotics
-
- 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
- A61P9/12—Antihypertensives
-
- 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
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Ophthalmology & Optometry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Cosmetics (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Claims (3)
1. Förfarande för framställning av 3-arylkarbonyl-1-aminoalkyl-lH-indolföreningar med antiglaukomeffekt, 5 vilka har formeln (I), och syraadditionssalter därav, OrxL-
10 N / \ CH9CH,-N 0 där:
15 R2 är väte eller lägre alkyl och R3 är lägrealkoximetylfenyl, trilägrealkoxifenyl, bensyl, lägrealkoxistyryl, (lH-imidazol-l-yl)naftyl, 2-(1-naftyl)etenyl, 1-(1,2,3,4-tetrahydronaftyl), antryl, fenantryl eller pyrenyl; 20 kännetecknat därav, att (a) en 2-R2-3-R3-karbonyl-lH-indol omsätts med en förening, som har formeln X-Alk-N=B, i närvaro av en syra-acceptor i ett organiskt lösningsmedel, varvid X är en halogenatom eller en toluensulfonyloxigrupp, B=N-Alk är 4- ··. 25 morfolinyletyl och R2 och R3 betecknar samma som ovan; (b) en 2-R2-l-[2-(4-morfolinyl)etyl]-lH-indol omsätts med en R3-karboxylsyrahalogenid med formeln R3-C0-X i närvaro av en Lewis-syra 1 ett organiskt lösningsmedel, varvid X är en halogenatom och R2 och R3 betecknar samma 30 som ovan; eller (c) en 3-(4-halogen-l-naftylkarbonyl)-2-R2-l-[2-(4-morfolinyl)etyl]-lH-indol omsätts med imidazol i närvaro av en koppar(II)halogenid i ett organiskt lösningsmedel, varvid R2 betecknar samma som ovan, varvid erhälls en före- 35 ning med formeln I, där R3 är (lH-imidazol-l-yl )naftyl, 22 95369 och om sä önskas, omvandlas den erhällna fria basen till motsvarande syraadditionssalt.
2. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer 3-[1-(1,2,3,4-5 tetrahydronaftyl)karbonyl]-l-[2-(4-morfolinyl)etyl]-1H-indol.
3. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer 3-bensylkarbo-nyl-2-metyl-l-[2-(4-morfolinyl)etyl]-lH-indol. i· ‘ «M r »IK Iti-» ; -
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49020190A | 1990-03-08 | 1990-03-08 | |
| US49020190 | 1990-03-08 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI911131A0 FI911131A0 (sv) | 1991-03-06 |
| FI911131A FI911131A (sv) | 1991-09-09 |
| FI95369B true FI95369B (sv) | 1995-10-13 |
| FI95369C FI95369C (sv) | 1996-01-25 |
Family
ID=23947024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI911131A FI95369C (sv) | 1990-03-08 | 1991-03-06 | Förfarande för framställning av 3-arylkarbonyl-1-aminoalkyl-1H-indolföreningar med antiglaukomaeffekt |
Country Status (21)
| Country | Link |
|---|---|
| EP (1) | EP0445781B1 (sv) |
| JP (1) | JP3157179B2 (sv) |
| KR (1) | KR0183396B1 (sv) |
| AT (1) | ATE133663T1 (sv) |
| AU (1) | AU643757B2 (sv) |
| CA (1) | CA2036307C (sv) |
| DE (1) | DE69116705T2 (sv) |
| DK (1) | DK0445781T3 (sv) |
| ES (1) | ES2082872T3 (sv) |
| FI (1) | FI95369C (sv) |
| GR (1) | GR3019058T3 (sv) |
| HU (1) | HU215125B (sv) |
| IE (1) | IE72953B1 (sv) |
| IL (1) | IL97426A (sv) |
| MX (1) | MX174433B (sv) |
| MY (1) | MY106109A (sv) |
| NO (1) | NO179612C (sv) |
| NZ (1) | NZ237309A (sv) |
| PH (1) | PH27022A (sv) |
| PT (1) | PT96938B (sv) |
| RU (1) | RU2073670C1 (sv) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5068234A (en) * | 1990-02-26 | 1991-11-26 | Sterling Drug Inc. | 3-arylcarbonyl-1-(c-attached-n-heteryl)-1h-indoles |
| GB9204365D0 (en) * | 1992-02-28 | 1992-04-08 | Pfizer Ltd | Indoles |
| FR2713225B1 (fr) * | 1993-12-02 | 1996-03-01 | Sanofi Sa | N-pipéridino-3-pyrazolecarboxamide substitué. |
| FR2692575B1 (fr) * | 1992-06-23 | 1995-06-30 | Sanofi Elf | Nouveaux derives du pyrazole, procede pour leur preparation et compositions pharmaceutiques les contenant. |
| FR2713224B1 (fr) * | 1993-12-02 | 1996-03-01 | Sanofi Sa | N-pipéridino-3-pyrazolecarboxamide substitué. |
| ES2099007B1 (es) * | 1993-07-16 | 1997-12-01 | Pfizer Res & Dev | Derivados de indol. |
| FR2714057B1 (fr) * | 1993-12-17 | 1996-03-08 | Sanofi Elf | Nouveaux dérivés du 3-pyrazolecarboxamide, procédé pour leur préparation et compositions pharmaceutiques les contenant. |
| CN1303290A (zh) * | 1998-05-01 | 2001-07-11 | 伊莱利利公司 | sPLA2抑制剂酯 |
| ES2204067T3 (es) * | 1998-05-26 | 2004-04-16 | Pfizer Products Inc. | Medicamento para el tratamiento del glaucoma y de la retinopatia isquemica. |
| AU2042301A (en) * | 1999-12-03 | 2001-06-12 | Alcon Universal Limited | 1-aminoalkyl-1H-indoles for treating glaucoma |
| EP1251862B1 (en) * | 2000-01-18 | 2008-10-01 | Merck & Co., Inc. | Ophthalmic compositions for treating ocular hypertension |
| EP1254115A2 (en) * | 2000-02-11 | 2002-11-06 | Bristol-Myers Squibb Company | Cannabinoid receptor modulators, their processes of preparation, and use of cannabinoid receptor modulators for treating respiratory and non-respiratory diseases |
| SE0203070D0 (en) | 2002-10-16 | 2002-10-16 | Astrazeneca Ab | Novel compounds |
| TW200508197A (en) | 2003-03-31 | 2005-03-01 | Ucb Sa | Indolone-acetamide derivatives, processes for preparing them and their uses |
| FR2893615B1 (fr) * | 2005-11-18 | 2008-03-07 | Sanofi Aventis Sa | Derives de 3-acylindole, leur preparation et leur application en therapeutique |
| KR101723125B1 (ko) | 2015-07-29 | 2017-04-04 | 이은솔 | 개선된 구조의 위생 젓가락 |
| JP6025234B1 (ja) * | 2016-03-10 | 2016-11-16 | 株式会社サンライフ | 箸における箸置き形成方法及び箸置き機能を有する箸 |
| CN107628981B (zh) * | 2017-10-31 | 2019-07-30 | 威海市妇女儿童医院 | 一种肉桂酰基吲哚啉化合物及其制备青光眼药物的应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1436771A (en) * | 1973-02-16 | 1976-05-26 | Labaz | Indole derivatives and process for preparing the same |
| US4581354A (en) * | 1984-08-06 | 1986-04-08 | Sterling Drug Inc. | 3-arylcarbonyl- and 3-cycloalkylcarbonyl-1-aminoalkyl-1H-indoles, compositions and use |
| US4634776A (en) * | 1984-08-06 | 1987-01-06 | Sterling Drug, Inc. | 3-arylcarbonyl-and 3-cycloalkylcarbonyl-1-aminoalkyl-1H-indoles |
| US4634698A (en) * | 1984-09-24 | 1987-01-06 | Schering Corporation | Antiglaucoma agents |
| DE3821148A1 (de) * | 1988-06-23 | 1989-12-28 | Erwin Von Dr Angerer | Aminoalkylindole, verfahren zu deren herstellung und diese enthaltende pharmazeutische praeparate |
-
1991
- 1991-02-13 CA CA002036307A patent/CA2036307C/en not_active Expired - Lifetime
- 1991-03-01 IE IE70091A patent/IE72953B1/en not_active IP Right Cessation
- 1991-03-04 IL IL9742691A patent/IL97426A/en not_active IP Right Cessation
- 1991-03-04 PH PH42084A patent/PH27022A/en unknown
- 1991-03-05 NZ NZ237309A patent/NZ237309A/xx unknown
- 1991-03-05 NO NO910868A patent/NO179612C/no not_active IP Right Cessation
- 1991-03-05 HU HU91711A patent/HU215125B/hu unknown
- 1991-03-05 PT PT96938A patent/PT96938B/pt not_active IP Right Cessation
- 1991-03-06 DK DK91103425.4T patent/DK0445781T3/da active
- 1991-03-06 FI FI911131A patent/FI95369C/sv active
- 1991-03-06 AT AT91103425T patent/ATE133663T1/de not_active IP Right Cessation
- 1991-03-06 ES ES91103425T patent/ES2082872T3/es not_active Expired - Lifetime
- 1991-03-06 DE DE69116705T patent/DE69116705T2/de not_active Expired - Lifetime
- 1991-03-06 EP EP91103425A patent/EP0445781B1/en not_active Expired - Lifetime
- 1991-03-06 AU AU72669/91A patent/AU643757B2/en not_active Expired
- 1991-03-07 MY MYPI91000354A patent/MY106109A/en unknown
- 1991-03-07 KR KR1019910003817A patent/KR0183396B1/ko not_active IP Right Cessation
- 1991-03-08 MX MX024839A patent/MX174433B/es unknown
- 1991-03-08 JP JP04383191A patent/JP3157179B2/ja not_active Expired - Lifetime
-
1992
- 1992-05-27 RU SU925011872A patent/RU2073670C1/ru active
-
1996
- 1996-02-22 GR GR950402831T patent/GR3019058T3/el unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HC | Name/ company changed in application |
Owner name: SANOFI |
|
| BB | Publication of examined application | ||
| PC | Transfer of assignment of patent |
Owner name: SANOFI |