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US4094984A Expired / Lapsed US ⏱️ 0.0 years remaining

6-Phenyl-8-bromo-4H-s-triazolo-[3,4C]-thieno-[2,3E]-1,4-diazepines and salts thereof

Assignee: Boehringer Ingelheim GmbH
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Filing: 1977-10-06
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Granted: 1978-06-13
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Expires: 1997-10-06
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Abstract

Abstract Compounds of the formula <IMAGE> wherein R1 is hydrogen, chlorine, bromine or alkyl of 1 to 4 carbon atoms; R2 is hydrogen, fluorine, chlorine, bromine, nitro or trifluoromethyl; and R3 is chlorine, bromine, alkoxy of 1 to 3 carbon atoms, alkylmercapto of 1 to 3 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, cycloalkenyl of 3 to 6 carbon atoms, or a saturated or unsaturated 5- to 6-membered heterocycle comprising an oxygen, sulfur or nitrogen heteroatom, where a substitutable nitrogen heteroatom may optionally have a lower akyl substituent attached thereto; and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as tranquilizers, muscle-relaxants and anticonvulsants.

Inventors

  • 👤 Karl-Heinz Weber
  • 👤 Adolf Bauer
  • 👤 Peter Danneberg
  • 👤 Franz Josef Kuhn

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 12:59
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; A; A61; A61P; A61P25/00; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/30; C07D333/36; C07D495/12; C07D495/14

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 46 words
A compound of the formula ##STR17## wherein R 1 is hydrogen, fluorine, chlorine, bromine, nitro or trifluoromethyl; and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms or hydroalkyl of 1 to 4 carbon atoms; or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 2
Dependent Claim 46 words
A compound of the formula ##STR17## wherein R 1 is hydrogen, fluorine, chlorine, bromine, nitro or trifluoromethyl; and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms or hydroalkyl of 1 to 4 carbon atoms; or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 3
Dependent Claim 26 words
A compound of claim 1, where R 1 is chlorine or bromine, and R 2 is methyl or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 4
Dependent Claim 17 words
A compound of claim 2, which is 8-bromo-6-(o-chloro-phenyl)-1-methyl-4H-s-triazolo-[3,4c]-thieno-[2,3e]-1,4-diazepine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 5
Dependent Claim 17 words
A compound of claim 2, which is 8-bromo-6-(o-bromo-phenyl)-1-methyl-4H-s-triazolo-[3,4c]-thieno-[2,33]-1,4-diazepine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 6
Dependent Claim 17 words
A compound of claim 2, which is 8-bromo-6-(o-fluoro-phenyl)-1-methyl-4H-s-triazolo-[3,4c]-thieno-[2,33]-1,4-diazepine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 7
Dependent Claim 17 words
A compound of claim 2, which is 8-bromo-6-(o-chloro-phenyl)-1-hydroxyethyl-4H-s-triazolo-[3,4c]-thieno[2,3e]-1,4-diazepine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 8
Dependent Claim 27 words
A pharmaceutical dosage unit composition consisting essentially of an inert pharmaceutical carrier and an effective anxiolytic, tension-relieving, muscle-relaxing or anticonvulsive amount of a compound of claim 1.
Claim 9
Dependent Claim 42 words
The method of relieving anxiety, relieving tension, relaxing the muscles or suppressing convulsions in a warm-blooded animal, which comprises perorally, parenterally or rectally administering to said animal an effective anxiolytic, tension-relieving, muscle relaxing or anticonvulsive amount of a compound of claim 1.

References Cited (Backward Citations)

US3681343A Cited
US3904641A Cited
US3952006A Cited
DE2405682A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-06-12 1981-12-12 1982-06-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-06-12 1985-12-12 1986-06-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-06-12 1989-12-12 1990-06-13 $7700.00 Window Closed / Lapsed

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