IE40791B1 - Vincamine derivatives - Google Patents
Vincamine derivativesInfo
- Publication number
- IE40791B1 IE40791B1 IE2591/74A IE259174A IE40791B1 IE 40791 B1 IE40791 B1 IE 40791B1 IE 2591/74 A IE2591/74 A IE 2591/74A IE 259174 A IE259174 A IE 259174A IE 40791 B1 IE40791 B1 IE 40791B1
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- give
- reaction
- vincamine
- feb
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D461/00—Heterocyclic compounds containing indolo [3,2,1-d,e] pyrido [3,2,1,j] [1,5]-naphthyridine ring systems, e.g. vincamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Psychiatry (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hospice & Palliative Care (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1492579 Vincamine derivatives SANDOZ Ltd 16 Dec 1974 [18 Dec 1973 6 Feb 1974 8 Feb 1974] 54159/74 Heading C2C Novel compounds I (in which R 1 is Br, F, Cl, OH, or 1-40 alkyl or alkoxy with the proviso that when R 1 is in the 11- or 12-position it is other than -OCH 3 ) are prepared (a) by cyclization of a compound II (in which R 2 is 1-4C alkyl) in the presence of acid; (b) by reaction of a compound III at less than 0‹ C. with a hydrogen halide, followed by hydrolysis or (c) by bromination of vincamine to give the 11-bromo derivative. Compounds II are prepared by reaction of a compound IV with a compound V to give a compound VI reaction of the compound VI with imidazole to give a compound VII treatment of the compound VII with acid to give a compound VIII reaction of the compound VIII with a compound IX to give a compound X Bischler-Napieralski ring closure of the compound X to give a compound XI and reduction of the compound XI. Pharmaceutical compositions exhibiting vigilance-increasing and psychostimulation activity comprise a compound I or a pharmaceutically acceptable acid addition salt thereof together with a suitable excipient and are administered orally or parenterally.
[GB1492579A]
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1768973A CH588488A5 (en) | 1973-12-18 | 1973-12-18 | Vincamine derivs for treating behaviour disorders - by ring closure of indoloquinolizine deriv |
| CH162174A CH596207A5 (en) | 1974-02-06 | 1974-02-06 | Vincamine derivs for treating behaviour disorders |
| CH176574A CH593283A5 (en) | 1974-02-08 | 1974-02-08 | Vincamine derivs for treating behaviour disorders - by ring closure of indoloquinolizine deriv |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE40791L IE40791L (en) | 1975-06-18 |
| IE40791B1 true IE40791B1 (en) | 1979-08-15 |
Family
ID=27173122
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2591/74A IE40791B1 (en) | 1973-12-18 | 1974-12-16 | Vincamine derivatives |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS5817474B2 (en) |
| CA (1) | CA1051899A (en) |
| DD (1) | DD116043A5 (en) |
| DE (1) | DE2458164A1 (en) |
| DK (1) | DK139358B (en) |
| ES (3) | ES432952A1 (en) |
| FI (1) | FI59096C (en) |
| FR (1) | FR2254342B1 (en) |
| GB (1) | GB1492579A (en) |
| HK (1) | HK53980A (en) |
| IE (1) | IE40791B1 (en) |
| MY (1) | MY8100186A (en) |
| NL (1) | NL7416237A (en) |
| NO (1) | NO744456L (en) |
| PH (1) | PH12927A (en) |
| SE (1) | SE422798B (en) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2396759A1 (en) * | 1977-07-06 | 1979-02-02 | Omnium Chimique Sa | Vincamine analogues - for treating cardiovascular, cerebrovascular and respiratory insufficiency |
| HU177498B (en) * | 1977-07-27 | 1981-10-28 | Richter Gedeon Vegyeszet | Process for preparing new vincinic acid and apovincinic acid esters |
| FR2423493A1 (en) * | 1977-10-19 | 1979-11-16 | Omnium Chimique Sa | Vincamine analogues - for treating cardiovascular, cerebrovascular and respiratory insufficiency |
| FR2407931A1 (en) * | 1977-11-02 | 1979-06-01 | Synthelabo | DERIVATIVES OF EBURNAMENINE AND THEIR APPLICATION IN THERAPEUTICS |
| JPS5493000A (en) * | 1977-12-28 | 1979-07-23 | Sandoz Ag | Improvement of organic compound |
| DE2800063A1 (en) * | 1978-01-02 | 1979-07-12 | Sandoz Ag | Vigilance increasing and psycho-stimulant 10-bromo-vincamine - prepd. e.g. by redn. and rearrangement of 15-bromo-1,2-di:dehydro-3-hydroxy-aspidospermidine-3-carboxylic acid methyl ester |
| US4283401A (en) * | 1978-07-12 | 1981-08-11 | Richter Gedeon Vegyeszeti Gyar Rt | Process for the preparation of 11-bromo-vincaminic acid ester derivatives and their use in protecting animals against cerebral hypoxy |
| US4315011A (en) * | 1978-07-12 | 1982-02-09 | Richter Gedeon Vegyeszeti Gyar Rt. | 1-Alkyl-9-bromohexahydroindolo quinolizium salts and use thereof to increase blood flow |
| US4285949A (en) * | 1978-12-11 | 1981-08-25 | Omnichem Societe Anonyme | Vincamine derivatives, their preparation and therapeutical use |
| HU177732B (en) * | 1978-12-15 | 1981-12-28 | Richter Gedeon Vegyeszet | Process for producing 10-bromo-vincamine and acid additional salts thereof,and 10-bromo-14-epivincamine |
| HU180928B (en) * | 1979-08-06 | 1983-05-30 | Richter Gedeon Vegyeszet | Process for preparing new brominated 15-hydroxy-e-homo-eburane derivatives |
| HU180929B (en) * | 1979-08-13 | 1983-05-30 | Richter Gedeon Vegyeszet | Process for producing new bromo-vincamone derivatives |
| HU185305B (en) * | 1981-08-23 | 1985-01-28 | Richter Gedeon Vegyeszet | Process for preparing vincine and apovincine |
| HU183326B (en) * | 1981-02-11 | 1984-04-28 | Richter Gedeon Vegyeszet | Process for preparing new apovincaminol-3',4',5'-trimethoxy-benzoates substituted in the a ring and acid addition salts thereof |
| ES8604952A1 (en) * | 1985-11-05 | 1986-03-16 | Covex Sa | Production of methyl 10/11-bromo-14, 15-dihydro-14-beta-hydroxy-(3 alpha, 16 alpha)- eburunamenine-carboxylate compound |
| US4883876A (en) * | 1987-09-07 | 1989-11-28 | Taisho Pharmaceutical Co., Ltd. | Acylated vincaminic acid derivatives |
-
1974
- 1974-12-09 DK DK639774AA patent/DK139358B/en not_active IP Right Cessation
- 1974-12-09 DE DE19742458164 patent/DE2458164A1/en active Granted
- 1974-12-09 SE SE7415416A patent/SE422798B/en not_active IP Right Cessation
- 1974-12-10 NO NO744456A patent/NO744456L/no unknown
- 1974-12-10 FI FI3552/74A patent/FI59096C/en active
- 1974-12-13 NL NL7416237A patent/NL7416237A/en not_active Application Discontinuation
- 1974-12-16 ES ES432952A patent/ES432952A1/en not_active Expired
- 1974-12-16 IE IE2591/74A patent/IE40791B1/en unknown
- 1974-12-16 PH PH16634A patent/PH12927A/en unknown
- 1974-12-16 GB GB54159/74A patent/GB1492579A/en not_active Expired
- 1974-12-17 JP JP49144170A patent/JPS5817474B2/en not_active Expired
- 1974-12-17 DD DD183107A patent/DD116043A5/xx unknown
- 1974-12-17 CA CA216,230A patent/CA1051899A/en not_active Expired
- 1974-12-18 FR FR7441717A patent/FR2254342B1/fr not_active Expired
-
1976
- 1976-08-16 ES ES450740A patent/ES450740A1/en not_active Expired
- 1976-08-16 ES ES450741A patent/ES450741A1/en not_active Expired
-
1980
- 1980-09-25 HK HK539/80A patent/HK53980A/en unknown
-
1981
- 1981-12-30 MY MY186/81A patent/MY8100186A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MY8100186A (en) | 1981-12-31 |
| FR2254342B1 (en) | 1978-07-21 |
| AU7648374A (en) | 1976-06-17 |
| DE2458164C2 (en) | 1991-04-18 |
| HK53980A (en) | 1980-10-03 |
| SE422798B (en) | 1982-03-29 |
| JPS50105700A (en) | 1975-08-20 |
| CA1051899A (en) | 1979-04-03 |
| DK139358C (en) | 1979-07-09 |
| SE7415416L (en) | 1975-06-19 |
| DD116043A5 (en) | 1975-11-05 |
| ES432952A1 (en) | 1977-02-16 |
| DK139358B (en) | 1979-02-05 |
| FI59096B (en) | 1981-02-27 |
| GB1492579A (en) | 1977-11-23 |
| JPS5817474B2 (en) | 1983-04-07 |
| DE2458164A1 (en) | 1975-06-26 |
| DK639774A (en) | 1975-08-25 |
| FR2254342A1 (en) | 1975-07-11 |
| PH12927A (en) | 1979-10-10 |
| ES450741A1 (en) | 1978-03-16 |
| ES450740A1 (en) | 1977-12-16 |
| IE40791L (en) | 1975-06-18 |
| FI59096C (en) | 1981-06-10 |
| NL7416237A (en) | 1975-06-20 |
| NO744456L (en) | 1975-07-14 |
| FI355274A (en) | 1975-06-19 |
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