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US3952006A Expired / Lapsed US ⏱️ 0.0 years remaining

Thiophene derivatives

Assignee: Tanabe Pharma Corp
•
Filing: 1973-08-08
•
Granted: 1976-04-20
•
Expires: 1993-08-08
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Abstract

Abstract Thiophene derivatives of the formula: ##SPC1## Wherein R 1 is H or CH 3 ; R 2 is CH 3 or C 2 H 5 , or R 1 and R 2 combinedly represent --(CH 2 ) 4 --; each of R 3 and R 4 is H, alkyl of from 1 to 4 carbon atoms or cyclohexyl, or R 3 and R 4 together with the adjacent nitrogen atom form 1-pyrrolidinyl, piperidino, 4-methyl-1-piperazinyl or morpholino; X is H, halogen or OCH 3 ; A is -CH= or --C(CH 3 )=, and B is =N-- or =CH--; or A is --C(CH 2 OH)= or --N=, and B is =N--, and pharmaceutically acceptable acid addition salts thereof possess excellent pharmacological properties such as sedative, anxiolytic and anticonvulsant effects and protective effects against hypoxia or anoxia.

Inventors

  • 👤 Tetsuya Tahara
  • 👤 Hideo Matsuki
  • 👤 Kazuhiko Araki
  • 👤 Masami Shiroki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 16:06
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; C07D495/12; C07D495/14

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 98 words
A compound selected from the group consisting of a compound of the formula: ##SPC8## and a pharmaceutically acceptable acid addition salt thereof, wherein R 1 is H or CH 3 ; R 2 is CH 3 or C 2 H 5 ; each of R 3 and R 4 is H, alkyl of from 1 to 4 carbon atoms or cyclohexyl, or R 3 and R 4 together with the adjacent nitrogen atom form 1-pyrrolidinyl, piperidino, 4-methyl-1-piperazinyl or morpholino; X is H, halogen or OCH 3 ; A is --CH= or --C(CH 3 )=; and B is =CH--.
Claim 2
Dependent Claim 98 words
A compound selected from the group consisting of a compound of the formula: ##SPC8## and a pharmaceutically acceptable acid addition salt thereof, wherein R 1 is H or CH 3 ; R 2 is CH 3 or C 2 H 5 ; each of R 3 and R 4 is H, alkyl of from 1 to 4 carbon atoms or cyclohexyl, or R 3 and R 4 together with the adjacent nitrogen atom form 1-pyrrolidinyl, piperidino, 4-methyl-1-piperazinyl or morpholino; X is H, halogen or OCH 3 ; A is --CH= or --C(CH 3 )=; and B is =CH--.
Claim 3
Dependent Claim 10 words
A compound according to claim 1, said compound being 1-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-2-dimethylaminomethylimidazole.
Claim 4
Dependent Claim 10 words
A compound according to claim 1, said compound being 1-(5-ethyl-3-o-fluorobenzoyl-2-thienyl)-2-dimethylaminomethylimidazole.
Claim 5
Dependent Claim 10 words
A compound according to claim 1, said compound being 1-(3-o-bromobenzoyl-5-ethyl-2-thienyl)-2-dimethylaminomethylimidazole.
Claim 6
Dependent Claim 10 words
A compound according to claim 1, said compound being 1-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-2-dimethylaminomethyl-5-methylimidazole.
Claim 7
Dependent Claim 10 words
A compound according to claim 1, said compound being 1-(3-benzoyl-5-ethyl-2-thienyl)-2-dimethylaminomethylimidazole.

References Cited (Backward Citations)

US3609959A Cited
DE2107356A1 Cited
US3763179A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-04-20 1979-10-20 1980-04-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-04-20 1983-10-20 1984-04-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-04-20 1987-10-20 1988-04-20 $7700.00 Window Closed / Lapsed

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