US4285949A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Vincamine derivatives, their preparation and therapeutical use
Assignee: Ajinomoto Omnichem NV SA
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Filing: 1978-12-11
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Granted: 1981-08-25
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Expires: 1998-12-11
Abstract
Abstract The new derivatives of vincamine according to this invention may be represented by the general formula ##STR1## in which R 1 represents a halogen atom and R 2 may represent a hydroxy group whereas R 3 may represent a hydrogen atom, or R 2 may form with R 3 an additional bond. The compounds may be used to treat cardio-circulatory, cerebro-vascular and respiratory insufficiencies.
Inventors
- 👤 Jean A. A. J. Hannart
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 12:57
CPC Classifications
C; C07; C07D; C07D461/00
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
97 words
A process for preparing a compound of the formula ##STR3## in which: R 1 represents a chlorine atom in the 10-position R 2 and R 3 represent together an additional carbon-carbon bond which comprises the steps of: (a) reacting tabersonine with hydrochloric acid in solution in an alcohol for 2-4 days at room temperature in the presence of a peracid selected from the group consisting of m-chloroperbenzoic acid, perphthalic acid and p-nitroperbenzoic acid, (b) heating the resulting compound of formula I wherein R 2 and R 3 represent respectively OH and H in formic acid at 99%.
Claim 2
Dependent Claim
97 words
A process for preparing a compound of the formula ##STR3## in which: R 1 represents a chlorine atom in the 10-position R 2 and R 3 represent together an additional carbon-carbon bond which comprises the steps of: (a) reacting tabersonine with hydrochloric acid in solution in an alcohol for 2-4 days at room temperature in the presence of a peracid selected from the group consisting of m-chloroperbenzoic acid, perphthalic acid and p-nitroperbenzoic acid, (b) heating the resulting compound of formula I wherein R 2 and R 3 represent respectively OH and H in formic acid at 99%.
Claim 3
Dependent Claim
20 words
A process according to claim 1 in which the heating of step (b) is effected at reflux for four hours.
Claim 4
Dependent Claim
20 words
A compound of formula I as defined in claim 1 being 10-chloro dehydro-14,15 apovincamine (or 10-chloro Δ 14 ,15 apovincamine).
Claim 5
Dependent Claim
51 words
A pharmaceutical composition for use in human and veterinary medicine in treating cardio circulatory, cerebrovascular and respiratory insufficiencies, containing an effective amount of about 1 to 200 mg of an active ingredient comprising at least the compound of formula I as defined in claim 1 together with a pharmaceutically acceptable carrier.
Claim 6
Dependent Claim
53 words
A method of treating cardiocirculatory, cerebrovascular and respiratory insufficiency comprising daily administration to a patient in need of such treatment of a pharmaceutical composition comprising 3 mg to 600 mg daily dosage of the vincamine derivative as defined in claim 1 in its base or salt form together with a pharmaceutically acceptable excipient.
References Cited (Backward Citations)
FR2092726A1
Cited
US3799933A
Cited
US3892755A
Cited
US3894028A
Cited
US4033969A
Cited
DE2458164A1
Cited
US4146643A
Cited
US3979395A
Cited
US4140777A
Cited
US4145552A
Cited
FR2359147B3
Cited
DE2800063A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-24 | 1985-02-23 | 1985-08-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-24 | 1989-02-23 | 1989-08-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-24 | 1993-02-23 | 1993-08-25 | $7700.00 | Window Closed / Lapsed |