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US3983125A Expired / Lapsed US ⏱️ 0.0 years remaining

Thieno-pyridine derivatives, process for their preparation and their applications

Assignee: Parcor SARL
•
Filing: 1975-07-03
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Granted: 1976-09-28
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Expires: 1995-07-03
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Abstract

Abstract This invention relates to thieno-pyridine derivatives which may be represented by either one of the following formulae: ##SPC1## In which R is hydrogen or an alkyl radical having 1-6 carbon atoms, and their acid addition salts with inorganic or organic acids. Said derivatives have anti-inflammatory, antalgic and blood-platelet aggregation-inhibiting activity in mice and rats. In addition, they may also be used as intermediates in the synthesis of a large number of derivatives used both in the chemical and pharmaceutical industries.

Inventors

  • 👤 Armand Amselem

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 16:34
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/14; C07D333/20; C07D333/22

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 35 words
Compound selected from the compounds of the formula ##SPC3## in which R is selected from the group consisting of hydrogen and the alkyl groups having 1-6 carbon atoms, and their therapeutically administrable acid addition salts.
Claim 2
Dependent Claim 35 words
Compound selected from the compounds of the formula ##SPC3## in which R is selected from the group consisting of hydrogen and the alkyl groups having 1-6 carbon atoms, and their therapeutically administrable acid addition salts.
Claim 3
Dependent Claim 8 words
7-Hydroxy-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine and its therapeutically administrable acid addition salts.
Claim 4
Dependent Claim 8 words
7-Hydroxy-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine and its therapeutically administrable acid addition salts.
Claim 5
Dependent Claim 8 words
4-Hydroxy-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine and its therapeutically administrable acid addition salts.
Claim 6
Dependent Claim 8 words
4-Hydroxy-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine and its therapeutically administrable acid addition salts.
Claim 7
Dependent Claim 8 words
4-Hydroxy-7-methyl-4,5,6,7-tetrahydro-thieno[2,3-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 8
Dependent Claim 8 words
4-Hydroxy-7-methyl-4,5,6,7-tetrahydro-thieno[2,3-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 9
Dependent Claim 8 words
4-Hydroxy-7-ethyl-4,5,6,7-tetrahydro-thieno[2,3-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 10
Dependent Claim 8 words
4-Hydroxy-7-ethyl-4,5,6,7-tetrahydro-thieno[2,3-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 11
Dependent Claim 8 words
7-Hydroxy-4-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 12
Dependent Claim 8 words
7-Hydroxy-4-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 13
Dependent Claim 8 words
7-Hydroxy-4-ethyl-4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 14
Dependent Claim 8 words
7-Hydroxy-4-ethyl-4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine and its therapeutically administrable acid addition salts.
Claim 15
Dependent Claim 103 words
Process for the preparation of a compound selected from the group consisting of the compounds of the formula: ##SPC4## in which R is selected from the group consisting of hydrogen and the alkyl groups having 1-6 carbon atoms, and their acid addition salts, comprising cyclizing a compound selected from the group consisting of the compounds of the formula ##SPC5## respectively, in which each X is individually selected from the lower alkyl groups and in which both X radicals may also form together a radical selected from the 2- and 3-membered alkylene radicals, by treatment with a strong acid at room temperature with stirring.
Claim 16
Dependent Claim 103 words
Process for the preparation of a compound selected from the group consisting of the compounds of the formula: ##SPC4## in which R is selected from the group consisting of hydrogen and the alkyl groups having 1-6 carbon atoms, and their acid addition salts, comprising cyclizing a compound selected from the group consisting of the compounds of the formula ##SPC5## respectively, in which each X is individually selected from the lower alkyl groups and in which both X radicals may also form together a radical selected from the 2- and 3-membered alkylene radicals, by treatment with a strong acid at room temperature with stirring.
Claim 17
Dependent Claim 13 words
Process as claimed in claim 8, wherein said strong acid is hydrochloric acid.
Claim 18
Dependent Claim 107 words
Process as claimed in claim 8, wherein the compound selected from the compounds of the formula (III) and (IV) is prepared by reaction of a compound selected from 2- and 3-acyl-thiophenes with the acetal of the corresponding aminoacetaldehyde in which X is individually selected from the lower alkyl groups and in which both X radicals may also form together a radical selected from the 2- and 3-membered alkylene radicals, in a solvent selected from benzene and toluene under reflux, followed by hydrogenation of the resulting Schiff base in ethanol in the presence of NaBH 4 as reducing agent added first at room temperature and then under reflux.

References Cited (Backward Citations)

US3845065A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-09-28 1980-03-29 1980-09-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-09-28 1984-03-29 1984-09-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-09-28 1988-03-29 1988-09-28 $7700.00 Window Closed / Lapsed

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