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US4065460A
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4,5,6,7-Tetrahydro-thieno[3,2-c]-pyridine derivatives and process for their preparation
Assignee: Parcor SARL
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Filing: 1976-04-06
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Granted: 1977-12-27
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Expires: 1996-04-06
Abstract
Abstract This invention relates to 4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine derivatives, having the formula: ##STR1## in which R 1 is hydrogen or alkyl having 1-6 carbon atoms; R 2 is hydrogen, an alkyl group having 1-6 carbon atoms or a phenyl or benzyl radical; R 3 represents an alkyl group having 1-6 carbon atoms or a benzyl radical, and their pharmaceutically acceptable acid addition salts. Said derivatives have an anti-inflammatory and antalgic activity.
Inventors
- 👤 Alain Heymes
- 👤 Jean-Pierre Maffrand
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 19:38
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; A; A61; A61P; A61P25/00; A61P25/04; A61P29/00
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
88 words
A compound selected from the group consisting of 4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine derivatives having the formula: ##STR6## in which R 1 is selected from the group consisting of hydrogen and the alkyl radicals having 1-6 carbon atoms; R 2 is selected from the group consisting of hydrogen, an alkyl group having 1-6 carbon atoms, the phenyl radical, and the benzyl radical; R 3 is selected from the group consisting of an alkyl group having 1-6 carbon atoms, and the benzyl radical; and the pharmaceutically acceptable acid addition salts of said derivatives.
Claim 2
Dependent Claim
88 words
A compound selected from the group consisting of 4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine derivatives having the formula: ##STR6## in which R 1 is selected from the group consisting of hydrogen and the alkyl radicals having 1-6 carbon atoms; R 2 is selected from the group consisting of hydrogen, an alkyl group having 1-6 carbon atoms, the phenyl radical, and the benzyl radical; R 3 is selected from the group consisting of an alkyl group having 1-6 carbon atoms, and the benzyl radical; and the pharmaceutically acceptable acid addition salts of said derivatives.
Claim 3
Dependent Claim
138 words
Process for the preparation of a compound selected from the group consisting of 4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine derivatives having the formula: ##STR7## in which R 1 is selected from the group consisting of hydrogen and the alkyl radicals having 1-6 carbon atoms; R 2 is selected from the group consisting of hydrogen, an alkyl group having 1-6 carbon atoms, the phenyl radical, and the benzyl radical; R 3 is selected from the group consisting of an alkyl group having 1-6 carbon atoms, and the benzyl radical; and the pharmaceutically acceptable acid addition salts of said derivatives, comprising condensing a derivative of the formula: ##STR8## in which R 1 , R 2 and R 3 have the above-defined meanings, with formaldehyde, to give an imine of the formula: ##STR9## and subsequently cyclizing said imine (III) to the derivative of the formula (I).
Claim 4
Dependent Claim
138 words
Process for the preparation of a compound selected from the group consisting of 4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine derivatives having the formula: ##STR7## in which R 1 is selected from the group consisting of hydrogen and the alkyl radicals having 1-6 carbon atoms; R 2 is selected from the group consisting of hydrogen, an alkyl group having 1-6 carbon atoms, the phenyl radical, and the benzyl radical; R 3 is selected from the group consisting of an alkyl group having 1-6 carbon atoms, and the benzyl radical; and the pharmaceutically acceptable acid addition salts of said derivatives, comprising condensing a derivative of the formula: ##STR8## in which R 1 , R 2 and R 3 have the above-defined meanings, with formaldehyde, to give an imine of the formula: ##STR9## and subsequently cyclizing said imine (III) to the derivative of the formula (I).
Claim 5
Dependent Claim
16 words
Process as claimed in claim 2, wherein the condensation with formaldehyde is effected in aqueous medium.
Claim 6
Dependent Claim
17 words
Process as claimed in claim 2, wherein the condensation with formaldehyde is effected within an organic solvent.
Claim 7
Dependent Claim
22 words
Process as claimed in claim 2, wherein the cyclization of the imine is effected by action of an acid in aqueous medium.
Claim 8
Dependent Claim
26 words
Process as claimed in claim 2, wherein the cyclization of the imine is effected by action of hydrochloric acid in anhydrous medium, within an organic solvent.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-26 | 1981-06-27 | 1981-12-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-26 | 1985-06-27 | 1985-12-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-26 | 1989-06-27 | 1989-12-27 | $7700.00 | Window Closed / Lapsed |