Patent US4782080A successfully refreshed from Google Patents.
US4782080A
Expired / Lapsed
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N-alkenyl-2-hydroxybenzo(b)thiophene-3-carboxamide derivatives as dual cyclooxygenase and lipoxygenase inhibitors
Assignee: Merck and Co Inc
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Filing: 1985-09-16
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Granted: 1988-11-01
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Expires: 2005-09-16
Abstract
Abstract N-Alkenyl-2-hydroxybenzo[b]thiophene-3-carboxamide derivatives are prepared via treatment of the corresponding unsubstituted carboxamide with appropriate agents, such as aldehydes, ketones, enol ethers, epoxides, acetals or ketals. These compounds have been found to be effective inhibitors of both cyclooxygenase and lipoxygenase and thereby useful in the treatment of pain, fever, inflammation, arthritic conditions, asthma, allergic disorders, skin diseases, cardiovascular disorders, psoriasis, inflammatory bowel disease, glaucoma or other prostaglandins and/or leukotriene mediated diseases.
Inventors
- 👤 Bruce E. Witzel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:39
CPC Classifications
C; C07; C07D; C07D333/00; C07D333/50; C07D333/52; C07D333/62; C07D333/68
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
66 words
A compound of formula: ##STR18## or a pharmaceutically acceptable salt thereof wherein R is (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; X 2 , X 3 independently are (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; (d) halo; (e) cyano; (f) methylthio; (g) methylsulfonyl; or (h) formyl; R 2 and R 3 independently are (a) phenyl; or (b) thienyl.
Claim 2
Dependent Claim
66 words
A compound of formula: ##STR18## or a pharmaceutically acceptable salt thereof wherein R is (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; X 2 , X 3 independently are (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; (d) halo; (e) cyano; (f) methylthio; (g) methylsulfonyl; or (h) formyl; R 2 and R 3 independently are (a) phenyl; or (b) thienyl.
Claim 3
Dependent Claim
88 words
A pharmaceutical composition for treating inflammation, fever and pain in mammalian species comprising a pharmaceutically acceptable carrier and an effective amount of a compound of formula: ##STR19## or a pharmaceutically acceptable salt thereof wherein R is (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; X 2 , X 3 independently are (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; (d) halo; (e) cyano; (f) methylthio; (g) methylsulfonyl; or (h) formyl; R 2 and R 3 independently are (a) phenyl; or (b) thienyl.
Claim 4
Dependent Claim
88 words
A pharmaceutical composition for treating inflammation, fever and pain in mammalian species comprising a pharmaceutically acceptable carrier and an effective amount of a compound of formula: ##STR19## or a pharmaceutically acceptable salt thereof wherein R is (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; X 2 , X 3 independently are (a) H; (b) C 1-6 alkyl; (c) halo C 1-6 alkyl; (d) halo; (e) cyano; (f) methylthio; (g) methylsulfonyl; or (h) formyl; R 2 and R 3 independently are (a) phenyl; or (b) thienyl.
Claim 5
Dependent Claim
8 words
The compound of claim 1 which is N-(2,2-diphenylethenyl)-2-hydroxybenzo[b]thiophene-3-carboxamide.
Claim 6
Dependent Claim
8 words
The compound of claim 1 which is N-(2,2-diphenylethenyl)-2-hydroxy-5-(trifluoromethyl)benzo[b]thiophene-3-carbaxamide.
Claim 7
Dependent Claim
8 words
The composition of claim 2 which is N-(2,2-diphenylethenyl)-2-hydroxybenzo[b]thiophene-3-carbaxamide.
Claim 8
Dependent Claim
8 words
The composition of claim 2 which is N-(2,2-diphenylethenyl)-2-hydroxy-5-(trifluoromethyl)benzo[b]thiophene-3-carbaxamide.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-11-01 | 1992-05-02 | 1992-11-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-01 | 1996-05-02 | 1996-11-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-01 | 2000-05-02 | 2000-11-01 | $7700.00 | Window Closed / Lapsed |