US4159986A
Expired / Lapsed
US
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Novel thiophene-acetic acids
Assignee: Sanofi Aventis France
•
Filing: 1975-09-04
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Granted: 1979-07-03
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Expires: 1995-09-04
Abstract
Abstract Novel thiophene-acetic acid derivatives of the formulae ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R 1 is selected from the group consisting of lower alkyl of 1 to 4 carbon atoms and hydrogen and R 2 is selected from the group consisting of hydrogen, lower alkyl of 1 to 7 carbon atoms and optionally substituted with at least one hydroxy group or an oxygen atoms-containing heterocycle,di-lower alkylamino-lower alkyl, N-heterocyclic alkyl, alkali metals, alkaline earth metals, aluminum and --H,NH (lower alkyl) 2 and Ar is selected from the group consisting of phenyl, optionally substituted with at least one member of the group consisting of halogen, trihalogenomethyl, lower alkyl, lower alkoxy and carboxyl, cyclohexyl, thienyl, furyl, tetrahydrofuryl and pyridyl, and in formula II, ArCO is attached to one of the positions α to the sulfur atom, which compounds have analgesic and anti-inflammatory activity and their preparations.
Inventors
- 👤 Francois Clemence
- 👤 Odile Le Martret
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 08:21
CPC Classifications
C; C07; C07D; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/24; C07D333/22
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
122 words
A thiophene-acetic acid compound of the formula selected from the group consisting of ##STR4## wherein R is selected from the group consisting of hydrogen and methyl, R 1 is selected from the group consisting of lower alkyl of 1 to 4 carbon atoms and hydrogen and R 2 is selected from the group consisting of hydrogen, lower alkyl of 1 to 7 carbon atoms, 2,3-dihydroxy-propyl, di-lower alkylamino-lower alkyl, alkali metals, alkaline earth metals, aluminum and --H, NH (lower alkyl) 2 and Ar is selected from the group consisting of phenyl, phenyl substituted with a member selected from the group consisting of chlorine, methoxy and trifluoromethyl; wherein the second formula ##STR5## is attached to one of the positions α to the sulfur atom.
Claim 2
Dependent Claim
122 words
A thiophene-acetic acid compound of the formula selected from the group consisting of ##STR4## wherein R is selected from the group consisting of hydrogen and methyl, R 1 is selected from the group consisting of lower alkyl of 1 to 4 carbon atoms and hydrogen and R 2 is selected from the group consisting of hydrogen, lower alkyl of 1 to 7 carbon atoms, 2,3-dihydroxy-propyl, di-lower alkylamino-lower alkyl, alkali metals, alkaline earth metals, aluminum and --H, NH (lower alkyl) 2 and Ar is selected from the group consisting of phenyl, phenyl substituted with a member selected from the group consisting of chlorine, methoxy and trifluoromethyl; wherein the second formula ##STR5## is attached to one of the positions α to the sulfur atom.
Claim 3
Dependent Claim
22 words
A compound of claim 1 which has at least one asymetrical carbon and is in racemic form or an optically active isomer.
Claim 4
Dependent Claim
9 words
A compound of claim 1 wherein R is hydrogen.
Claim 5
Dependent Claim
10 words
A compound of claim 1 which is 5-benzoyl-thiophene-2-α-methyl acetic acid.
Claim 6
Dependent Claim
10 words
A compound of claim 1 which is 5-(p-chlorobenzoyl)-thio-phene-2-α-methyl acetic acid.
Claim 7
Dependent Claim
9 words
A compound of claim 1 which is 5-benzoyl-thiophene-2-acetic acid.
Claim 8
Dependent Claim
9 words
A compound of claim 1 which is 5-m-trifluoromethylbenzoyl-thiophene-2-acetic acid.
Claim 9
Dependent Claim
9 words
A compound of claim 1 which is methyl 5-(m-trifluoromethylbenzoyl)-thiophene-2-acetate.
Claim 10
Dependent Claim
9 words
A compound of claim 1 which is 2,3-dihydroxypropyl 5-(m-trifluoromethylbenzoyl)-thiophene-2-acetate.
Claim 11
Dependent Claim
10 words
A compound of claim 1 which is diethylamino-ethyl 5-(p-chlorobenzoyl)-thiophene-2-α-methyl acetate.
Claim 12
Dependent Claim
13 words
A compound of claim 1 which is diisopropylamine salt of 5-benzoyl-thiophene-2-α-methyl acetic acid.
Claim 13
Dependent Claim
10 words
A compound of claim 1 which is methyl 5-benzoyl-thiophene-2-α-methyl acetate.
Claim 14
Dependent Claim
11 words
A compound of claim 1 which is 2, 3-dihydroxypropyl 5-benzoyl-thiophene-2-α-methyl acetate.
Claim 15
Dependent Claim
10 words
A compound of claim 1 which is 5-(2'4'-dichlorobenzoyl)-thiophene-2-α-methyl acetic acid.
Claim 16
Dependent Claim
10 words
A compound of claim 1 which is 3-methyl-5-benzoyl-thiophene-2-α-methyl acetic acid.
Claim 17
Dependent Claim
9 words
A compound of claim 1 which is 4-methyl-5-benzoyl-thiophene-2-acetic acid.
Claim 18
Dependent Claim
9 words
A compound of claim 1 which is 5-benzoyl-thiophene-3-acetic acid.
Claim 19
Dependent Claim
9 words
A compound of claim 1 which is 2-benzoyl-thiophene-3-acetic acid.
Claim 20
Dependent Claim
9 words
A compound of claim 1 which is methyl 5-benzoyl-thiophene-3-acetate.
References Cited (Backward Citations)
US3466372A
Cited
FR1516775A
Cited
US3577549A
Cited
US3560525A
Cited
US3644399A
Cited
US3682964A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-07-02 | 1983-01-01 | 1983-07-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-07-02 | 1987-01-01 | 1987-07-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-07-02 | 1991-01-01 | 1991-07-03 | $7700.00 | Window Closed / Lapsed |