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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
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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 13:04
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

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