BE1003228A4 - Procede de synthese de la vinblastine et de la vincristine - Google Patents
Procede de synthese de la vinblastine et de la vincristine Download PDFInfo
- Publication number
- BE1003228A4 BE1003228A4 BE8800908A BE8800908A BE1003228A4 BE 1003228 A4 BE1003228 A4 BE 1003228A4 BE 8800908 A BE8800908 A BE 8800908A BE 8800908 A BE8800908 A BE 8800908A BE 1003228 A4 BE1003228 A4 BE 1003228A4
- Authority
- BE
- Belgium
- Prior art keywords
- vinblastine
- vincristine
- synthesis
- dihydro
- indole
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D519/04—Dimeric indole alkaloids, e.g. vincaleucoblastine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Procédé amélioré pour la préparation d'alcaloïdes dimères, en particulier de la vincristine et de la vinblastine, des composés connus pour leur activité antivirale et antileucémique ou anti-néoplasique, à partir d'un dérivé d'indole et d'un dérivé de dihydro-indole et réduction du composé iminium intermédiaire à l'aide de dérivés dihydro-1,4 pyridiniques déterminés, permettant une augmentation notable du rendement en énamine.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA000543832A CA1341262C (fr) | 1987-08-06 | 1987-08-06 | Nouveau procede de synthese de 3',4'-anhydrovinblastine de la vinblastine et de la vincristine |
Publications (1)
Publication Number | Publication Date |
---|---|
BE1003228A4 true BE1003228A4 (fr) | 1992-02-04 |
Family
ID=4136214
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE8800908A BE1003228A4 (fr) | 1987-08-06 | 1988-08-05 | Procede de synthese de la vinblastine et de la vincristine |
Country Status (12)
Country | Link |
---|---|
JP (1) | JPH0613532B2 (fr) |
AU (1) | AU617342B2 (fr) |
BE (1) | BE1003228A4 (fr) |
CA (1) | CA1341262C (fr) |
CH (1) | CH676711A5 (fr) |
DE (1) | DE3826412A1 (fr) |
GB (1) | GB2215331B (fr) |
HU (1) | HU208829B (fr) |
IT (1) | IT1227155B (fr) |
NL (1) | NL8801966A (fr) |
SE (1) | SE467875B (fr) |
ZA (1) | ZA885765B (fr) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5047528A (en) * | 1987-01-22 | 1991-09-10 | University Of Bristish Columbia | Process of synthesis of vinblastine and vincristine |
USRE37449E1 (en) | 1987-02-06 | 2001-11-13 | University Of British Columbia | Process of synthesis of 3′,4′-anhydrovinblastine, vinblastine and vincristine |
US5432279A (en) * | 1989-03-04 | 1995-07-11 | Mitsui Petrochemical Industries, Inc. | Process for the preparation of binary indole alkaloids |
DE69131444T2 (de) * | 1990-11-30 | 1999-12-23 | Fujirebio Inc., Tokio/Tokyo | Optisch aktive 1,4-Dihydropyridinderivate sowie Verfahren zu ihrer Herstellung |
JP3010151U (ja) * | 1994-04-26 | 1995-04-25 | スミ子 片山 | 切込みのついた筒形食器収納ケース。 |
FR2779146B1 (fr) * | 1998-06-02 | 2002-01-18 | Roowin | Nouveaux derives de vinca-alcaloides et procedes de preparation |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4144237A (en) * | 1975-05-30 | 1979-03-13 | The United States Of America As Represented By The Department Of Health, Education And Welfare | Synthetic vinblastine and vincristine derivatives |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU195513B (en) * | 1984-10-16 | 1988-05-30 | Richter Gedeon Vegyeszet | Process for producing stable solutions of alkaloides with bis-indole skeleton |
JPS62502684A (ja) * | 1985-03-12 | 1987-10-15 | ザ・ユニバ−シテイ・オブ・バ−モント・アンド・ステイト・アグリカルチユラル・カレツジ | ビンブラスチン及びビンクリスチン型化合物の合成 |
CA1341261C (fr) * | 1987-01-22 | 2001-06-26 | James P. Kutney | Procede pour la synthese de 3',4'-anhydrovinblastine, de la vinblastine et de la vincristine |
-
1987
- 1987-08-06 CA CA000543832A patent/CA1341262C/fr not_active Expired - Fee Related
-
1988
- 1988-08-03 DE DE3826412A patent/DE3826412A1/de not_active Ceased
- 1988-08-03 SE SE8802813A patent/SE467875B/sv not_active IP Right Cessation
- 1988-08-05 NL NL8801966A patent/NL8801966A/nl not_active Application Discontinuation
- 1988-08-05 CH CH2974/88A patent/CH676711A5/de not_active IP Right Cessation
- 1988-08-05 ZA ZA885765A patent/ZA885765B/xx unknown
- 1988-08-05 BE BE8800908A patent/BE1003228A4/fr not_active IP Right Cessation
- 1988-08-05 IT IT8821678A patent/IT1227155B/it active
- 1988-08-05 AU AU20512/88A patent/AU617342B2/en not_active Ceased
- 1988-08-06 JP JP63196999A patent/JPH0613532B2/ja not_active Expired - Lifetime
- 1988-08-08 GB GB8818765A patent/GB2215331B/en not_active Expired - Lifetime
- 1988-08-08 HU HU884126A patent/HU208829B/hu not_active IP Right Cessation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4144237A (en) * | 1975-05-30 | 1979-03-13 | The United States Of America As Represented By The Department Of Health, Education And Welfare | Synthetic vinblastine and vincristine derivatives |
Non-Patent Citations (1)
Title |
---|
CHEMISTRY AND INDUSTRY, 2 avril 1977, pages 277-278; T. MAKINO et al.: "Asymmetric reduction of aplha,beta-unsaturated iminium salt with N-glucopyranosyl-1,4-dihydronicotinamides" * |
Also Published As
Publication number | Publication date |
---|---|
HU208829B (en) | 1994-01-28 |
AU617342B2 (en) | 1991-11-28 |
AU2051288A (en) | 1989-02-09 |
GB2215331B (en) | 1992-01-02 |
HUT50351A (en) | 1990-01-29 |
IT8821678A0 (it) | 1988-08-05 |
JPH01151590A (ja) | 1989-06-14 |
SE8802813D0 (sv) | 1988-08-03 |
JPH0613532B2 (ja) | 1994-02-23 |
ZA885765B (en) | 1989-09-27 |
CH676711A5 (fr) | 1991-02-28 |
GB8818765D0 (en) | 1988-09-07 |
CA1341262C (fr) | 2001-06-26 |
DE3826412A1 (de) | 1989-02-16 |
GB2215331A (en) | 1989-09-20 |
SE8802813L (sv) | 1989-02-07 |
SE467875B (sv) | 1992-09-28 |
IT1227155B (it) | 1991-03-19 |
NL8801966A (nl) | 1989-03-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE69636801T2 (de) | Dioxinoderivate und ihre Verwendung als Dopamine Agonisten | |
Amat et al. | A new synthetic entry to pentacyclic Strychnos alkaloids. Total synthesis of (.+-.)-tubifolidine,(.+-.)-tubifoline, and (.+-.)-19, 20-dihydroakuammicine | |
Gracia et al. | Total synthesis of uleine-type and Strychnos alkaloids through a common intermediate | |
US5869490A (en) | Azaheterocyclymethyl derivatives of 2,3,8,9-tetrahydro-7h-1,4-dioxino (2,3-e) indol-8-one | |
EP0074770A1 (fr) | Dérivés de camptothécine-1-oxyde, procédé pour leur préparation, compositions contenant ces dérivés et l'utilisation des dérivés pour obtenir un effet antitumoral | |
GB1567862A (en) | Tetracyclic derivatives | |
Guthrie et al. | Ellipticine derivatives | |
US7312228B2 (en) | Cytotoxic indeno and isoindoloisoquinolones | |
BE1003228A4 (fr) | Procede de synthese de la vinblastine et de la vincristine | |
EP0162695B1 (fr) | 1,3,4,5-Tétrahyrobenzo(cd)indoles-4-amines-6-oxygénés | |
Bennasar et al. | General method for the synthesis of bridged indole alkaloids. Nucleophilic addition of indoleacetic ester enolates to N-alkylpyridinium salts | |
Kumar et al. | Stereocontrolled additions to dihydropyridines and tetrahydropyridines: Access to Nheterocyclic compounds related to natural products | |
HU9400869D0 (en) | New indol derivatives pharmaceutical compositions containing them, and process for producing them | |
Wanner et al. | Inter-and intramolecular addition of ester anions to nicotinium salts: A facile approach to nauclefine and ellipticine derivatives | |
CA1132138A (fr) | Derives de 1-hydroxyalcanamine-pyrano ¬3,4-b| indole | |
EP0161575B1 (fr) | Dérivés de l'acide bêta carboline-3-carboxylique, méthode pour leur préparation et leur utilisation | |
KR950013562B1 (ko) | 콜린에스테라제 억제제로서의 삼환-환상 아민 유도체 | |
Jain et al. | A facile synthesis of novel unsymmetrical bis-spiro [indole-pyrazolinyl-thiazolidine]-2, 4'-diones | |
Pages et al. | 1-Amino-2-(4-imidazolyl) cyclopropanecarboxylic Acid1a | |
Nagashima et al. | Stereoselective preparation of bicyclic lactams by copper-or ruthenium-catalysed cyclization of N-allyltrichloroacetamides: a novel entry to pyrrolidine alkaloid skeletons | |
EP0273401B1 (fr) | Dérivé de l'iso-indolinone-1 et agent antiarythmique | |
US3764604A (en) | 4-pyridylcarbinolamine anti-malarials | |
DE60000328T2 (de) | Camptothecin Analoge Verbindungen, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zubereitungen | |
CA2323703C (fr) | Nouveaux composes cyano-indoles inhibiteurs de recapture de serotonine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent | |
Wijnberg et al. | Diastereoselective cyclisations of chiral α-acyliminium ions |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
RE | Patent lapsed |
Owner name: THE UNIVERSITY OF BRITISH COLUMBIA Effective date: 19990831 |