HK2385A - Derivatives of carbazolyl-4-oxypropanolamine, methods for their preparation and medicines containing them - Google Patents
Derivatives of carbazolyl-4-oxypropanolamine, methods for their preparation and medicines containing themInfo
- Publication number
- HK2385A HK2385A HK23/85A HK2385A HK2385A HK 2385 A HK2385 A HK 2385A HK 23/85 A HK23/85 A HK 23/85A HK 2385 A HK2385 A HK 2385A HK 2385 A HK2385 A HK 2385A
- Authority
- HK
- Hong Kong
- Prior art keywords
- group
- formula
- compound
- hydrogen
- carbazolyl
- Prior art date
Links
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
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to atoms of the carbocyclic ring
- C07D317/64—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (4)
1. Dérivés de carbazolyl-(4)-oxy-propanolami- ne de formule 1
dans laquelle:
R1 est un atome d'hydrogène, un groupe alca- noyle inférieur ou un groupe benzoyle ou naph- toyle,
R2 est un atome d'hydrogène, un groupe alkyle inférieur, ou un groupe benzyle, phényléthyle ou phénylpropyle,
R3 est de l'hydrogène ou un groupe alkyle inférieur,
R4 est de l'hydrogène ou un groupe alkyle inférieur,
X est un trait de valence, un groupe -CH2-, un atome d'oxygène ou un atome de soufre,
Ar est un reste phényle, naphtyle, indanyle, té- trahydronaphtyle ou pyridyle et
R5 et R6, pouvant être identiques ou différents sont chacun de l'hydrogène, du chlore, un groupe alkyle inférieur, un groupe amino carbonyle, une fonction hydroxyle, un groupe alcoxyle inférieur, un groupe benzyloxy, un groupe alkyl-mer- capto inférieur, un groupe alkylsulfinyle inférieur, un groupe alkylsulfonyle inférieur ou bien ils forment ensemble un groupe méthylènedioxy, et dans le cas où
X est un atome d'oxygène, R4 et R5 peuvent aussi désigner ensemble le groupe -CH20-,
ainsi que leurs sels physiologiquement tolérables.
2. Procédé pour la préparation des dérivés de carbazolyl-(4)-oxy-propanolamine selon la revendication 1 dans lesquels R1, R2, R3, R4, X, Ar, R5 et R6 ont la signification donnée ci-dessus, ainsi que leurs sels physiologiquement tolérables, caractérisé en ce que l'on fait réagir de façon en soi connue:
a) un composé deformule II
dans laquelle Y est un groupe réactif et R1' a la signification donnée pour R1 ou bien Y et R1' forment ensemble un trait de valence, avec un composé de formule III
dans laquelle R2, R3, R4, X, Ar, R5 et R6 ont la signification indiquée, ou,
b) un composé de formule IV
dans laquelle R1 et R2 ont la signification indiquée, avec un composé de formule V
dans laquelle Y, R3, R4, X, Ar, R5 et R6 ont la signification indiquée, ou,
c) un mélange d'un composé de formule IV et un composé de formule VI
dans laquelle R3, R4, X, Ar, R5 et R6 ont la signification indiquée, en le soumettant à une réduction, ou,
d) un composé de formule IV avec un composé de formule VII
dans laquelle Y, R4, X, Ar, R5 et R6 ont la signification indiquée, et on soumet l'amide obtenu à une réduction, et en ce qu'ensuite on transforme éventuellement les composés de formule 1 obtenus selon le procédé ci-dessus en d'autres composés de formule l, et les composés de formule I obtenus en leurs sels pharmacologiquement tolérables.
3. Utilisation des composés de formule I et de leurs sels pharmacologiquement tolérables pour la préparation de médicaments ayant une activité vasodilatrice et/ou une activité de blocage des β-récepteurs.
4. Médicaments comprenant une substance active de formule I ainsi que des substances de support pharmacologiquementtolérables.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782815926 DE2815926A1 (de) | 1978-04-13 | 1978-04-13 | Neue carbazolyl-(4)-oxy-propanolamin-derivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HK2385A true HK2385A (en) | 1985-01-18 |
Family
ID=6036838
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HK23/85A HK2385A (en) | 1978-04-13 | 1985-01-10 | Derivatives of carbazolyl-4-oxypropanolamine, methods for their preparation and medicines containing them |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4503067A (fr) |
| EP (1) | EP0004920B1 (fr) |
| JP (2) | JPS54157558A (fr) |
| AT (1) | AT375639B (fr) |
| AU (1) | AU522975B2 (fr) |
| BG (1) | BG61419B2 (fr) |
| CA (1) | CA1129416A (fr) |
| CS (2) | CS227007B2 (fr) |
| DD (1) | DD143607A5 (fr) |
| DE (2) | DE2815926A1 (fr) |
| DK (1) | DK154555C (fr) |
| ES (1) | ES479396A1 (fr) |
| FI (1) | FI70406C (fr) |
| HK (1) | HK2385A (fr) |
| HU (1) | HU179433B (fr) |
| IL (1) | IL57020A (fr) |
| LT (1) | LT2628B (fr) |
| LU (1) | LU88320I2 (fr) |
| MX (1) | MX9203380A (fr) |
| NL (1) | NL930110I2 (fr) |
| SG (1) | SG52284G (fr) |
| SU (1) | SU810079A3 (fr) |
| ZA (1) | ZA791732B (fr) |
Families Citing this family (118)
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|---|---|---|---|---|
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| DE3300933A1 (de) * | 1983-01-13 | 1984-07-19 | Boehringer Mannheim Gmbh, 6800 Mannheim | Verwendung von d,l- und d-carazolol als antiglaukommittel sowie arzneimittel, die diese stoffe enthalten |
| DE3319027A1 (de) * | 1983-05-26 | 1984-11-29 | Boehringer Mannheim Gmbh, 6800 Mannheim | Verfahren zur herstellung von optisch aktiven carbazol-derivaten, neue r- und s-carbazol-derivate, sowie arzneimittel, die diese verbindungen enthalten |
| GB9113802D0 (en) * | 1991-06-26 | 1991-08-14 | Smithkline Beecham Plc | Medicaments |
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| ZA938897B (en) * | 1992-12-01 | 1994-08-01 | Smithkline Beecham Corp | Antioxidant neuroprotective use of and method of treatment using hydroxycarbazole compounds |
| WO1994020096A1 (fr) * | 1993-03-05 | 1994-09-15 | Boehringer Mannheim Pharmaceuticals Corporation - Smithkline Beckman Corporation Limited | Procede d'utilisation de carbazolyle-(4)-oxypropanolamine pour inhiber la proliferation de cellules de muscles lisses |
| US5308862A (en) * | 1993-03-05 | 1994-05-03 | Boehringer Mannheim Pharmaceuticals Corporation - Smithkline Beecham Corp., Ltd. Partnership No. 1 | Use of, and method of treatment using, carbazolyl-(4)-oxypropanolamine compounds for inhibition of smooth muscle cell proliferation |
| US5393772A (en) * | 1993-11-24 | 1995-02-28 | Boehringer Mannheim Pharmaceuticals Corporation | Use of, and method of treatment using, hydroxycarbazole compounds for inhibition of smooth muscle migration and proliferation |
| US5760069A (en) * | 1995-02-08 | 1998-06-02 | Boehringer Mannheim Pharmaceuticals Corporation-Smithkline Beecham Corporation Limited Partnership #1 | Method of treatment for decreasing mortality resulting from congestive heart failure |
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| TWI415604B (zh) | 2009-09-29 | 2013-11-21 | Tsh Biopharm Corp Ltd | 調控釋放卡菲蒂羅劑型 |
| US20110229564A1 (en) * | 2010-03-22 | 2011-09-22 | Amneal Pharmaceuticals, L.L.C. | Pharmaceutical Compositions Of Carvedilol Salts And Process For Preparation Thereof |
| BR112014014480A2 (pt) | 2011-12-16 | 2017-06-13 | 3M Innovative Properties Co | derivados de bisanidro-hexitol que contêm oxirano e usos dos mesmos |
| US9549899B2 (en) | 2012-07-06 | 2017-01-24 | Egalet Ltd. | Abuse deterrent pharmaceutical compositions for controlled release |
| US8492426B1 (en) * | 2012-07-12 | 2013-07-23 | Anis Ahmad | Use of carvedilol for treatment of diabetes mellitus |
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| US10357476B1 (en) | 2018-10-30 | 2019-07-23 | Anis Ahmad | Method for treating coronary artery disease |
| US11248001B2 (en) | 2019-01-18 | 2022-02-15 | Astrazeneca Ab | PCSK9 inhibitors and methods of use thereof |
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| CN115960032A (zh) * | 2021-10-08 | 2023-04-14 | 复旦大学 | 具有β-arrestin偏向性激动活性的芳氧丙醇胺类β-肾上腺素受体配基及其用途 |
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|---|---|---|---|---|
| US1834015A (en) * | 1929-06-29 | 1931-12-01 | Gen Aniline Works Inc | Manufacture of hydroxy carbazoles |
| DE1152107B (de) * | 1956-06-27 | 1963-08-01 | Chem Fab Promonta G M B H | Verfahren zur Herstellung von basisch substituierten Carbazolderivaten und deren Salzen |
| US3932424A (en) * | 1970-06-15 | 1976-01-13 | Richardson-Merrell Inc. | Bis-basic ethers of carbazole |
| BE789072A (fr) * | 1971-09-23 | 1973-03-21 | Astra Laekemedel Ab | Composes abaissant le taux de lipides du serum et leur obtention |
| AT336176B (de) * | 1971-12-10 | 1977-04-25 | Sandoz Ag | Verfahren zur herstellung eines pharmazeutischen praparates |
| US3975398A (en) * | 1973-08-01 | 1976-08-17 | Boehringer Mannheim G.M.B.H. | 9-Substituted 3-aminocarbazole compounds |
| DE2339396C2 (de) * | 1973-08-03 | 1984-06-28 | Boehringer Mannheim Gmbh, 6800 Mannheim | N-substituierte 1-Amino-3-phenoxypropan-2-ole, deren Salze, Verfahren zu deren Herstellung sowie Arzneimittel, die diese Verbindungen enthalten |
| DE2424523A1 (de) * | 1974-05-21 | 1975-12-11 | Boehringer Mannheim Gmbh | Neue 1,2,3,4-tetrahydrocarbazol-derivate und verfahren zu deren herstellung |
| DE2454406A1 (de) * | 1974-11-16 | 1976-05-20 | Boehringer Mannheim Gmbh | Neue aminopropanol-derivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel |
| US4076829A (en) * | 1974-11-16 | 1978-02-28 | Boehringer Mannheim Gmbh | Aminopropanol compounds and compositions for the treatment of cardiac and circulatory diseases |
| US4152446A (en) * | 1974-11-16 | 1979-05-01 | Boehringer Mannheim Gmbh | Aminopropanol compounds and compositions for the treatment of cardiac and circulatory diseases |
| GB1508208A (en) * | 1975-12-05 | 1978-04-19 | Ici Ltd | Amide derivatives |
| US4115409A (en) * | 1975-12-05 | 1978-09-19 | Imperial Chemical Industries Limited | Alkanolamine derivatives |
-
1978
- 1978-04-13 DE DE19782815926 patent/DE2815926A1/de not_active Withdrawn
-
1979
- 1979-04-02 CA CA324,667A patent/CA1129416A/fr not_active Expired
- 1979-04-06 FI FI791142A patent/FI70406C/fi not_active IP Right Cessation
- 1979-04-06 SU SU792745301A patent/SU810079A3/ru active
- 1979-04-06 DK DK141979A patent/DK154555C/da not_active IP Right Cessation
- 1979-04-06 ES ES479396A patent/ES479396A1/es not_active Expired
- 1979-04-06 AU AU45820/79A patent/AU522975B2/en not_active Expired
- 1979-04-07 DE DE7979101063T patent/DE2960553D1/de not_active Expired
- 1979-04-07 EP EP79101063A patent/EP0004920B1/fr not_active Expired
- 1979-04-08 IL IL57020A patent/IL57020A/xx unknown
- 1979-04-09 DD DD79212096A patent/DD143607A5/de not_active IP Right Cessation
- 1979-04-10 CS CS792434A patent/CS227007B2/cs unknown
- 1979-04-11 JP JP4311979A patent/JPS54157558A/ja active Granted
- 1979-04-11 ZA ZA791732A patent/ZA791732B/xx unknown
- 1979-04-12 AT AT0276279A patent/AT375639B/de not_active IP Right Cessation
- 1979-04-12 HU HU79BO1774A patent/HU179433B/hu unknown
-
1983
- 1983-04-04 US US06/479,921 patent/US4503067A/en not_active Expired - Lifetime
-
1984
- 1984-07-20 SG SG52284A patent/SG52284G/en unknown
-
1985
- 1985-01-10 HK HK23/85A patent/HK2385A/xx not_active IP Right Cessation
-
1987
- 1987-03-31 JP JP62076548A patent/JPS63258416A/ja active Pending
-
1991
- 1991-12-31 CS CS914200A patent/CS420091A3/cs unknown
-
1992
- 1992-06-25 MX MX9203380A patent/MX9203380A/es unknown
-
1993
- 1993-06-22 LU LU88320C patent/LU88320I2/de unknown
- 1993-06-29 NL NL930110C patent/NL930110I2/nl unknown
- 1993-09-27 LT LTRP1124A patent/LT2628B/xx unknown
-
1994
- 1994-02-28 BG BG098612A patent/BG61419B2/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI70406C (fi) | 1986-09-19 |
| AU522975B2 (en) | 1982-07-08 |
| FI70406B (fi) | 1986-03-27 |
| SG52284G (en) | 1985-03-29 |
| US4503067A (en) | 1985-03-05 |
| DK154555B (da) | 1988-11-28 |
| EP0004920B1 (fr) | 1981-08-05 |
| CS227007B2 (en) | 1984-04-16 |
| AT375639B (de) | 1984-08-27 |
| MX9203380A (es) | 1992-09-01 |
| JPS54157558A (en) | 1979-12-12 |
| LU88320I2 (de) | 1994-05-04 |
| LT2628B (lt) | 1994-04-25 |
| JPH0123462B2 (fr) | 1989-05-02 |
| NL930110I1 (nl) | 1993-10-18 |
| CA1129416A (fr) | 1982-08-10 |
| DE2815926A1 (de) | 1979-10-18 |
| FI791142A7 (fi) | 1979-10-14 |
| BG61419B2 (bg) | 1997-07-31 |
| AU4582079A (en) | 1979-10-18 |
| IL57020A0 (en) | 1979-07-25 |
| ES479396A1 (es) | 1980-04-16 |
| DK141979A (da) | 1979-10-14 |
| SU810079A3 (ru) | 1981-02-28 |
| NL930110I2 (nl) | 1994-12-01 |
| DK154555C (da) | 1989-06-19 |
| ZA791732B (en) | 1980-05-28 |
| JPS63258416A (ja) | 1988-10-25 |
| ATA276279A (de) | 1984-01-15 |
| CS420091A3 (en) | 1992-04-15 |
| DD143607A5 (de) | 1980-09-03 |
| DE2960553D1 (en) | 1981-11-05 |
| EP0004920A1 (fr) | 1979-10-31 |
| HU179433B (en) | 1982-10-28 |
| IL57020A (en) | 1982-07-30 |
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Legal Events
| Date | Code | Title | Description |
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| PE | Patent expired |