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US4255575A
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2-Hydroxy-5-(1-hydroxy-2-piperazinylethyl)-benzoic acid derivatives
Assignee: Richardson Vicks Inc
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Filing: 1979-05-04
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Granted: 1981-03-10
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Expires: 1999-05-04
Abstract
Abstract Derivatives of 2-hydroxy-5-(1-hydroxy-2-piperazinylethyl)benzoic acid are prepared which are useful for their blocking action on α and β-adrenergic receptors. In addition, these compounds are useful as spasmolytic and antihypertensive agents.
Inventors
- 👤 J. Martin Grisar
- 👤 George P. Claxton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 14:19
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/74; A; A61; A61P; A61P25/00; A61P25/02; A61P9/00; A61P9/06; A61P9/12; C07D257/00; C07D257/02; C07D257/04; C07D295/00; C07D295/04; C07D295/14; C07D295/155
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
89 words
A derivative of 2-hydroxy-5-(1-hydroxy-2-piperazinylethyl)benzoic acid having the formula ##STR3## wherein X is selected from the group consisting of carboxy, carbomethoxy, carboxamide, N-alkylcarboxamide in which the alkyl group has from 1 to 12 carbon atoms, N,N-dimethylcarboxamide, N,N-diethylcarboxamide and 5-tetrazolyl; R 1 is hydrogen, methyl and ethyl; R 2 is selected from the group consisting of phenyl, substituted phenyl, 2-pyridyl and substituted-2-pyridyl in which said substitution is lower alkyl and lower alkoxy having from 1 to 4 carbon atoms, fluorine, chlorine and trifluoromethyl; and the pharmaceutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim
89 words
A derivative of 2-hydroxy-5-(1-hydroxy-2-piperazinylethyl)benzoic acid having the formula ##STR3## wherein X is selected from the group consisting of carboxy, carbomethoxy, carboxamide, N-alkylcarboxamide in which the alkyl group has from 1 to 12 carbon atoms, N,N-dimethylcarboxamide, N,N-diethylcarboxamide and 5-tetrazolyl; R 1 is hydrogen, methyl and ethyl; R 2 is selected from the group consisting of phenyl, substituted phenyl, 2-pyridyl and substituted-2-pyridyl in which said substitution is lower alkyl and lower alkoxy having from 1 to 4 carbon atoms, fluorine, chlorine and trifluoromethyl; and the pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim
40 words
A compound according to claim 1 wherein X is carboxamide, N-alkylcarboxamide in which the alkyl group has from 1 to 12 carbon atoms, N,N-dimethylcarboxamide and N,N-diethylcarboxamide; and R 2 is a methyl substituted phenyl and a methoxy substituted phenyl group.
Claim 4
Dependent Claim
28 words
A compound according to claim 1 wherein X is carboxamide; R 1 is hydrogen; and R 2 is an o-methyl substituted phenyl and an o-methoxy substituted phenyl group.
Claim 5
Dependent Claim
15 words
A compound of claim 1 which is 2-hydroxy-5-[1-hydroxy-2-[4-(2-methylphenyl)-1-piperazinyl]ethyl]benzamide and its pharmaceutically acceptable acid addition salts.
Claim 6
Dependent Claim
15 words
A compound of claim 1 which is 2-hydroxy-5-[1-hydroxy-2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]benzamide and its pharmaceutically acceptable acid addition salts.
Claim 7
Dependent Claim
15 words
A compound of claim 1 which is 5-[1-hydroxy-2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-2-methoxybenzamide and its pharmaceutically acceptable acid addition salts.
References Cited (Backward Citations)
US3856794A
Cited
US4038279A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-03-09 | 1984-09-08 | 1985-03-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-03-09 | 1988-09-08 | 1989-03-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-03-09 | 1992-09-08 | 1993-03-10 | $7700.00 | Window Closed / Lapsed |