US4582844A
Expired / Lapsed
US
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Antithrombotic 4,5 di-t-butyl-imidazole derivatives
Assignee: Hoffmann La Roche Inc
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Filing: 1985-09-10
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Granted: 1986-04-15
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Expires: 2005-09-10
Abstract
Abstract Imidazole derivatives of the formula <IMAGE> I wherein X is hydrogen or C1-4-n-alkyl and Y is thienyl, optionally substituted by methyl or fluorine, or a group of the formula <IMAGE> Y1 wherein R1, R2 and R3 independently are hydrogen, methyl, fluorine, hydroxy or methoxy, or two of R1, R2 and R3 on adjacent carbon atoms taken together are methylenedioxy or ethylenedioxy, or one of R1, R2 and R3 is mono- or di-(C1-4-n-alkyl)-amino and the other two are hydrogen, and physiologically compatible or pharmaceutically acceptable acid addition salts thereof, are described. These compounds of formula I inhibit the aggregation of the blood platelets.
Inventors
- 👤 Romano Derungs
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 17:43
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/64; A; A61; A61P; A61P7/00; A61P7/02; C07D495/00; C07D495/02; C07D495/04
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
100 words
A compound of the formula ##STR8## wherein X is hydrogen or C 1-4 -n-alkyl and Y is thienyl, optionally substituted by methyl or fluorine, or a group of the formula ##STR9## wherein R 1 , R 2 and R 3 independently are hydrogen, methyl, fluorine, hydroxy or methoxy, or two of R 1 , R 2 and R 3 on adjacent carbon atoms taken together are methylenedioxy or ethylenedioxy, or one of R 1 , R 2 and R 3 is mono- or di-(C 1-4 -n-alkyl)-amino and the other two are hydrogen, or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
100 words
A compound of the formula ##STR8## wherein X is hydrogen or C 1-4 -n-alkyl and Y is thienyl, optionally substituted by methyl or fluorine, or a group of the formula ##STR9## wherein R 1 , R 2 and R 3 independently are hydrogen, methyl, fluorine, hydroxy or methoxy, or two of R 1 , R 2 and R 3 on adjacent carbon atoms taken together are methylenedioxy or ethylenedioxy, or one of R 1 , R 2 and R 3 is mono- or di-(C 1-4 -n-alkyl)-amino and the other two are hydrogen, or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
11 words
A compound in accordance with claim 1, wherein X is hydrogen.
Claim 4
Dependent Claim
19 words
A compound in accordance with claim 1 or 2, wherein Y is the group of formula Y 1 .
Claim 5
Dependent Claim
13 words
A compound in accordance with claim 1 or 2, wherein Y is p-fluorophenyl.
Claim 6
Dependent Claim
8 words
A compound in accordance with claim 1; 4,5-di-t-butyl-2-(4-fluorophenyl)-imidazole.
Claim 7
Dependent Claim
20 words
A compound in accordance with claim 1, selected from the group consisting of 4,5-di-t-butyl-2-phenylimidazole, 4,5-di-t-butyl-2-(4-methoxyphenyl)-imidazole, 4,5-di-t-butyl-2-(5-methoxy-3,4-methylenedioxyphenyl)-imidazole, 4,5-di-t-butyl-2-(3,4,5-trimethoxyphenyl)-imidazole, 4,5-di-t-butyl-2-phenyl-N-methylimidazole and 4,5-di-t-butyl-2-(3,4-methylenedioxyphenyl)-imidazole.
Claim 8
Dependent Claim
114 words
A blood platelet antiaggregation composition comprising an effective amount of a compound of the formula ##STR10## wherein X is hydrogen or C 1-4 -n-alkyl and Y is thienyl, optionally substituted by methyl or fluorine, or a group of the formula ##STR11## wherein R 1 , R 2 and R 3 independently are hydrogen, methyl, fluorine, hydroxy or methoxy, or two of R 1 , R 2 and R 3 on adjacent carbon atoms taken together are methylenedioxy or ethylenedioxy, or one of R 1 , R 2 and R 3 is mono- or di-(C 1-4 -n-alkyl)-amino and the other two are hydrogen, or a pharmaceutically acceptable acid additon salt thereof, and an inert carrier.
Claim 9
Dependent Claim
114 words
A blood platelet antiaggregation composition comprising an effective amount of a compound of the formula ##STR10## wherein X is hydrogen or C 1-4 -n-alkyl and Y is thienyl, optionally substituted by methyl or fluorine, or a group of the formula ##STR11## wherein R 1 , R 2 and R 3 independently are hydrogen, methyl, fluorine, hydroxy or methoxy, or two of R 1 , R 2 and R 3 on adjacent carbon atoms taken together are methylenedioxy or ethylenedioxy, or one of R 1 , R 2 and R 3 is mono- or di-(C 1-4 -n-alkyl)-amino and the other two are hydrogen, or a pharmaceutically acceptable acid additon salt thereof, and an inert carrier.
Claim 10
Independent Claim
118 words
A method of inhibiting blood platelet aggregation which comprises administering to a warm-blooded host an effective amount of a compound of the formula ##STR12## wherein X is hydrogen or C 1-4 -n-alkyl and Y is thienyl, optionally substituted by methyl or fluorine, or a group of the formula ##STR13## wherein R 1 , R 2 and R 3 independently are hydrogen, methyl, fluorine, hydroxy or methoxy, or two of R 1 , R 2 and R 3 on adjacent carbon atoms taken together are methylenedioxy or ethylenedioxy, or one of R 1 , R 2 and R 3 is mono- or di-(C 1-4 -n-alkyl)-amino and the other two are hydrogen, or a pharmaceutically acceptable acid addition salt thereof.
Claim 11
Independent Claim
118 words
A method of inhibiting blood platelet aggregation which comprises administering to a warm-blooded host an effective amount of a compound of the formula ##STR12## wherein X is hydrogen or C 1-4 -n-alkyl and Y is thienyl, optionally substituted by methyl or fluorine, or a group of the formula ##STR13## wherein R 1 , R 2 and R 3 independently are hydrogen, methyl, fluorine, hydroxy or methoxy, or two of R 1 , R 2 and R 3 on adjacent carbon atoms taken together are methylenedioxy or ethylenedioxy, or one of R 1 , R 2 and R 3 is mono- or di-(C 1-4 -n-alkyl)-amino and the other two are hydrogen, or a pharmaceutically acceptable acid addition salt thereof.
References Cited (Backward Citations)
US3279918A
Cited
US3473901A
Cited
US3652581A
Cited
DD99787A1
Cited
BE775028A
Cited
DE2701372A1
Cited
DE2733466A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-04-14 | 1989-10-14 | 1990-04-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-04-14 | 1993-10-14 | 1994-04-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-04-14 | 1997-10-14 | 1998-04-15 | $7700.00 | Window Closed / Lapsed |