JPS5758683A - Synthesis of vincamine and related indole alkaloids - Google Patents
Synthesis of vincamine and related indole alkaloidsInfo
- Publication number
- JPS5758683A JPS5758683A JP56121502A JP12150281A JPS5758683A JP S5758683 A JPS5758683 A JP S5758683A JP 56121502 A JP56121502 A JP 56121502A JP 12150281 A JP12150281 A JP 12150281A JP S5758683 A JPS5758683 A JP S5758683A
- Authority
- JP
- Japan
- Prior art keywords
- vincamine
- synthesis
- related indole
- indole alkaloids
- glycidic ester
- 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.)
- Granted
Links
- RXPRRQLKFXBCSJ-GIVPXCGWSA-N vincamine Chemical compound C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C[C@](O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-GIVPXCGWSA-N 0.000 title abstract 6
- 230000015572 biosynthetic process Effects 0.000 title abstract 3
- RXPRRQLKFXBCSJ-UHFFFAOYSA-N dl-Vincamin Natural products C1=CC=C2C(CCN3CCC4)=C5C3C4(CC)CC(O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-UHFFFAOYSA-N 0.000 title abstract 3
- 238000003786 synthesis reaction Methods 0.000 title abstract 3
- 229960002726 vincamine Drugs 0.000 title abstract 3
- 229930005303 indole alkaloid Natural products 0.000 title abstract 2
- 150000002475 indoles Chemical class 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 abstract 3
- OZDNDGXASTWERN-CTNGQTDRSA-N Apovincamine Chemical compound C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C=C(C(=O)OC)N5C2=C1 OZDNDGXASTWERN-CTNGQTDRSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229950006936 apovincamine Drugs 0.000 abstract 1
- OZDNDGXASTWERN-UHFFFAOYSA-N apovincamine Natural products C1=CC=C2C(CCN3CCC4)=C5C3C4(CC)C=C(C(=O)OC)N5C2=C1 OZDNDGXASTWERN-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
Classifications
-
- 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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT23904/80A IT1132307B (it) | 1980-08-04 | 1980-08-04 | Procedimento per la sintesi di vincamina ed alcaloidi indolici correlati |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5758683A true JPS5758683A (en) | 1982-04-08 |
| JPH0420915B2 JPH0420915B2 (en, 2012) | 1992-04-07 |
Family
ID=11210771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56121502A Granted JPS5758683A (en) | 1980-08-04 | 1981-08-04 | Synthesis of vincamine and related indole alkaloids |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4379935A (en, 2012) |
| EP (1) | EP0045918B1 (en, 2012) |
| JP (1) | JPS5758683A (en, 2012) |
| AT (1) | ATE5142T1 (en, 2012) |
| CH (1) | CH655112A5 (en, 2012) |
| DE (1) | DE3161285D1 (en, 2012) |
| ES (1) | ES505154A0 (en, 2012) |
| IT (1) | IT1132307B (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59164789A (ja) * | 1983-02-25 | 1984-09-17 | オムニケム | ４−アルキルインド−ロナフチリジン及びそれを含む医薬組成物 |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090093513A1 (en) * | 2007-10-09 | 2009-04-09 | Hamann Mark T | Method to Use Compositions Having Antidepressant Anxiolytic and Other Neurological Activity and Compositions of Matter |
| EP2168963A1 (en) * | 2008-09-25 | 2010-03-31 | Linnea S.A. | Process for the preparation of vinpocetine and apovincamine |
| CN103869018A (zh) * | 2014-03-27 | 2014-06-18 | 张家港威胜生物医药有限公司 | 一种高效液相色谱法测定长春胺有关物质的方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2121360B1 (en, 2012) * | 1971-01-06 | 1974-03-22 | Roussel Uclaf | |
| HU163143B (en, 2012) * | 1971-05-07 | 1973-06-28 | ||
| GB1429861A (en) * | 1972-03-29 | 1976-03-31 | Sandoz Ltd | Vincamine derivatives |
| CH578001A5 (en, 2012) * | 1972-04-14 | 1976-07-30 | Sandoz Ag | |
| US4033969A (en) * | 1972-06-19 | 1977-07-05 | Agence Nationale De Valorisation De La Recherche (Anvar) | Vincamine derivatives |
| US4146643A (en) * | 1973-12-18 | 1979-03-27 | Sandoz Ltd. | Increasing vigilance or treating cerebral insufficiency with substituted vincamines |
| US4267330A (en) * | 1978-08-24 | 1981-05-12 | Omnium Chimique Societe Anonyme | Process for the synthesis of vincadifformine and related derivatives |
-
1980
- 1980-08-04 IT IT23904/80A patent/IT1132307B/it active
-
1981
- 1981-07-30 US US06/288,419 patent/US4379935A/en not_active Expired - Fee Related
- 1981-07-31 DE DE8181106039T patent/DE3161285D1/de not_active Expired
- 1981-07-31 EP EP81106039A patent/EP0045918B1/en not_active Expired
- 1981-07-31 AT AT81106039T patent/ATE5142T1/de not_active IP Right Cessation
- 1981-08-03 CH CH5000/81A patent/CH655112A5/it not_active IP Right Cessation
- 1981-08-03 ES ES505154A patent/ES505154A0/es active Granted
- 1981-08-04 JP JP56121502A patent/JPS5758683A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59164789A (ja) * | 1983-02-25 | 1984-09-17 | オムニケム | ４−アルキルインド−ロナフチリジン及びそれを含む医薬組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0420915B2 (en, 2012) | 1992-04-07 |
| DE3161285D1 (en) | 1983-12-01 |
| IT8023904A0 (it) | 1980-08-04 |
| ATE5142T1 (de) | 1983-11-15 |
| US4379935A (en) | 1983-04-12 |
| CH655112A5 (it) | 1986-03-27 |
| ES8204735A1 (es) | 1982-06-01 |
| EP0045918B1 (en) | 1983-10-26 |
| IT1132307B (it) | 1986-07-02 |
| ES505154A0 (es) | 1982-06-01 |
| EP0045918A1 (en) | 1982-02-17 |
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