GB1351261A - Preparation of vincamine alkaloids - Google Patents
Preparation of vincamine alkaloidsInfo
- Publication number
- GB1351261A GB1351261A GB2578671*A GB2578671A GB1351261A GB 1351261 A GB1351261 A GB 1351261A GB 2578671 A GB2578671 A GB 2578671A GB 1351261 A GB1351261 A GB 1351261A
- Authority
- GB
- United Kingdom
- Prior art keywords
- preparation
- vincamine
- alkaloids
- afford compound
- vincamine alkaloids
- 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.)
- Expired
Links
- RXPRRQLKFXBCSJ-GIVPXCGWSA-N vincamine Chemical class 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 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 alkali metal methoxide Chemical class 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
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
-
- 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)
Abstract
1351261 A process for vincamine alkaloids; related compounds ROUSSEL UCLAF 19 April 1971 [31 March 1970 10 Sept 1970] 25786/71 Heading C2C The invention comprises reacting compound (V) with an alkali metal methoxide to afford compound (I), or with acid or base furnishing hydroxyl ions to afford compound (VI) which is thereafter esterified to yield (I). The intermediates (II), (III) and (IV) are also prepared (Y is O, S or two hydrogen atoms). Geometric and optical isomers, racemates and salts are also described.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7011406A FR2081593A1 (en) | 1970-03-31 | 1970-03-31 | Vincamine process |
| FR7032889A FR2104959A2 (en) | 1970-09-10 | 1970-09-10 | Vincamine process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1351261A true GB1351261A (en) | 1974-04-24 |
Family
ID=26215644
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2578671*A Expired GB1351263A (en) | 1970-03-31 | 1971-04-19 | Eburnane derivatives |
| GB2578671*A Expired GB1351261A (en) | 1970-03-31 | 1971-04-19 | Preparation of vincamine alkaloids |
| GB2578671*A Expired GB1351262A (en) | 1970-03-31 | 1971-04-19 | Quinolizine derivatives |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2578671*A Expired GB1351263A (en) | 1970-03-31 | 1971-04-19 | Eburnane derivatives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2578671*A Expired GB1351262A (en) | 1970-03-31 | 1971-04-19 | Quinolizine derivatives |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US3770724A (en) |
| JP (3) | JPS5144960B1 (en) |
| AT (1) | AT309699B (en) |
| BE (1) | BE765006A (en) |
| CA (1) | CA937570A (en) |
| CH (1) | CH546777A (en) |
| DE (3) | DE2167043A1 (en) |
| DK (1) | DK149345C (en) |
| GB (3) | GB1351263A (en) |
| HU (1) | HU163769B (en) |
| IL (1) | IL36474A (en) |
| IT (1) | IT8048032A0 (en) |
| NL (1) | NL158497B (en) |
| PL (1) | PL83152B1 (en) |
| SE (2) | SE390414B (en) |
| SU (1) | SU505365A3 (en) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL153199B (en) * | 1971-10-25 | 1977-05-16 | Omnium Chimique Sa | PROCESS FOR THE PREPARATION OF VINCAMIC ACID ESTERS AND PROCEDURE FOR THE PREPARATION OF A MEDICINAL PRODUCT CONTAINING SUCH ESTER AND FORMED MEDICINAL PRODUCT THEREFORE OBTAINED. |
| CH578001A5 (en) * | 1972-04-14 | 1976-07-30 | Sandoz Ag | |
| FR2179620B1 (en) * | 1972-04-14 | 1975-12-26 | Roussel Uclaf | |
| US4033969A (en) * | 1972-06-19 | 1977-07-05 | Agence Nationale De Valorisation De La Recherche (Anvar) | Vincamine derivatives |
| FR2259612B1 (en) * | 1974-01-31 | 1977-09-09 | Synthelabo | |
| CH625239A5 (en) * | 1974-08-09 | 1981-09-15 | Buskine Sa | |
| JPS536264U (en) * | 1976-06-30 | 1978-01-20 | ||
| HU174502B (en) * | 1976-12-30 | 1980-01-28 | Richter Gedeon Vegyeszet | SPOSOB POLUCHENIJA NOVYKH PROIZVODNYKH OKTAGIDRO-INDOLO / 2,3-A / -KHINOLIZINA |
| 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 |
| US4428877A (en) | 1978-07-12 | 1984-01-31 | Richter Gedeon Vegyeszeti Gyar Rt. | Cis-10-bromo-E-homoeburnanes |
| CH649295A5 (en) * | 1978-07-12 | 1985-05-15 | Richter Gedeon Vegyeszet | OPTICALLY ACTIVE OR RAZEMIC BROM E-HOMO-EBURAN DERIVATIVES. |
| AU532001B2 (en) * | 1978-11-20 | 1983-09-15 | Sumitomo Chemical Company, Limited | Polycyclic indole derivatives |
| US4316028A (en) * | 1978-11-20 | 1982-02-16 | Sumitomo Chemical Company, Limited | Process for producing eburnane derivatives |
| HU179292B (en) * | 1978-12-01 | 1982-09-28 | Richter Gedeon Vegyeszet | Process for preparing ester derivatives of apovincaminic acid |
| HU180928B (en) * | 1979-08-06 | 1983-05-30 | Richter Gedeon Vegyeszet | Process for preparing new brominated 15-hydroxy-e-homo-eburane derivatives |
| HU181496B (en) * | 1979-08-13 | 1983-07-28 | Richter Gedeon Vegyeszet | Process for preparing 10-bromo-15-hydroxy-e-homo-eburnanes |
| JPS5689589U (en) * | 1979-12-13 | 1981-07-17 | ||
| JPS5693693U (en) * | 1979-12-14 | 1981-07-25 | ||
| HU185305B (en) | 1981-08-23 | 1985-01-28 | Richter Gedeon Vegyeszet | Process for preparing vincine and apovincine |
| HU183234B (en) * | 1980-10-17 | 1984-04-28 | Richter Gedeon Vegyeszet | Process for the enantioselective synthesis of optically active cys-14-oxo-e-homo-eburnan |
| HU182411B (en) * | 1981-11-03 | 1984-01-30 | Richter Gedeon Vegyeszet | Process for preparing eburnamonine derivatives |
| HU186891B (en) * | 1981-06-12 | 1985-10-28 | Richter Gedeon Vegyeszet | Process for producing esters of apovincaminic acid |
| HU182380B (en) * | 1981-09-30 | 1983-12-28 | Richter Gedeon Vegyeszet | Process for producing esters of vincaminic acid |
| JPS59258U (en) * | 1982-06-24 | 1984-01-05 | 日本ピラ−工業株式会社 | Flat type electron tube display device |
| HU187733B (en) * | 1982-06-30 | 1986-02-28 | Richter Gedeon Vegyeszeti Gyar Rt,Hu | Process for preparing apovincaminic acid derivatives |
| HU187139B (en) * | 1982-06-30 | 1985-11-28 | Richter Gedeon Vegyeszet | Process for preparing new eburnan derivatives |
| HU187140B (en) * | 1982-06-30 | 1985-11-28 | Richter Gedeon Vegyeszet | Process for preparing new aburnan-oxima ethers |
| JPS6032240A (en) * | 1983-07-30 | 1985-02-19 | Sony Corp | Phosphor display device |
| AU2003250483A1 (en) | 2002-08-19 | 2004-03-11 | Pfizer Products Inc. | Combination therapy for hyperproliferative diseases |
| US7741317B2 (en) | 2005-10-21 | 2010-06-22 | Bristol-Myers Squibb Company | LXR modulators |
| US7888376B2 (en) | 2005-11-23 | 2011-02-15 | Bristol-Myers Squibb Company | Heterocyclic CETP inhibitors |
| ES2382009T3 (en) | 2006-12-01 | 2012-06-04 | Bristol-Myers Squibb Company | N - ((3-Benzyl) -2,2- (bis-phenyl -) - propan-1-amine derivatives as CETP inhibitors for the treatment of atherosclerosis and cardiovascular diseases |
| BR112015026513A2 (en) | 2013-04-17 | 2017-07-25 | Pfizer | n-piperidin-3-ylbenzamide derivatives to treat cardiovascular disease |
| WO2016055901A1 (en) | 2014-10-08 | 2016-04-14 | Pfizer Inc. | Substituted amide compounds |
| FI3911648T3 (en) | 2019-01-18 | 2025-01-10 | Astrazeneca Ab | 6'-[[(1s,3s)-3-[[5-(difluoromethoxy)-2-pyrimidinyl]amino]cyclopentyl]amino][1(2h),3'-bipyridin]-2-one as pcsk9 inhibitor and methods of use thereof |
| CN111205288B (en) * | 2020-02-19 | 2021-03-30 | 四川大学 | A kind of synthetic method of (1S,12bS) lactam ester compound |
-
1971
- 1971-03-22 US US00126929A patent/US3770724A/en not_active Expired - Lifetime
- 1971-03-23 PL PL1971147087A patent/PL83152B1/en unknown
- 1971-03-23 IL IL36474A patent/IL36474A/en unknown
- 1971-03-23 CH CH422071A patent/CH546777A/en not_active IP Right Cessation
- 1971-03-25 HU HURO609A patent/HU163769B/hu unknown
- 1971-03-30 CA CA109157A patent/CA937570A/en not_active Expired
- 1971-03-30 BE BE765006A patent/BE765006A/en not_active IP Right Cessation
- 1971-03-30 SU SU711633905A patent/SU505365A3/en active
- 1971-03-31 SE SE7405749A patent/SE390414B/en not_active IP Right Cessation
- 1971-03-31 AT ATA2739/71A patent/AT309699B/en not_active IP Right Cessation
- 1971-03-31 DE DE19712167043 patent/DE2167043A1/en not_active Ceased
- 1971-03-31 DK DK153171A patent/DK149345C/en not_active IP Right Cessation
- 1971-03-31 DE DE2167044A patent/DE2167044C2/en not_active Expired
- 1971-03-31 DE DE2115718A patent/DE2115718C3/en not_active Expired
- 1971-03-31 SE SE7104214A patent/SE386179B/en unknown
- 1971-03-31 JP JP46018828A patent/JPS5144960B1/ja active Pending
- 1971-03-31 NL NL7104275.A patent/NL158497B/en not_active IP Right Cessation
- 1971-04-19 GB GB2578671*A patent/GB1351263A/en not_active Expired
- 1971-04-19 GB GB2578671*A patent/GB1351261A/en not_active Expired
- 1971-04-19 GB GB2578671*A patent/GB1351262A/en not_active Expired
-
1975
- 1975-10-15 JP JP12333275A patent/JPS5337360B2/ja not_active Expired
- 1975-10-15 JP JP50123333A patent/JPS5227160B2/ja not_active Expired
-
1980
- 1980-02-28 IT IT8048032A patent/IT8048032A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK149345B (en) | 1986-05-12 |
| DE2115718C3 (en) | 1979-07-19 |
| SE386179B (en) | 1976-08-02 |
| NL7104275A (en) | 1971-10-04 |
| IL36474A0 (en) | 1971-05-26 |
| SU505365A3 (en) | 1976-02-28 |
| JPS5163198A (en) | 1976-06-01 |
| IT8048032A0 (en) | 1980-02-28 |
| JPS5337360B2 (en) | 1978-10-07 |
| JPS5227160B2 (en) | 1977-07-19 |
| DE2115718A1 (en) | 1971-10-14 |
| AT309699B (en) | 1973-07-15 |
| GB1351262A (en) | 1974-04-24 |
| GB1351263A (en) | 1974-04-24 |
| HU163769B (en) | 1973-10-27 |
| SE390414B (en) | 1976-12-20 |
| CH546777A (en) | 1974-03-15 |
| NL158497B (en) | 1978-11-15 |
| DE2115718B2 (en) | 1978-11-02 |
| US3770724A (en) | 1973-11-06 |
| CA937570A (en) | 1973-11-27 |
| BE765006A (en) | 1971-09-30 |
| DE2167044A1 (en) | 1977-11-10 |
| DE2167043A1 (en) | 1977-10-13 |
| PL83152B1 (en) | 1975-12-31 |
| JPS5144960B1 (en) | 1976-12-01 |
| DE2167044C2 (en) | 1983-07-14 |
| JPS5163197A (en) | 1976-06-01 |
| DK149345C (en) | 1986-10-13 |
| IL36474A (en) | 1975-08-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |