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2-(2-Alkynylamino)-3H-1,4-benzodiazepines

Assignee: Pharmacia and Upjohn Co
•
Filing: 1973-09-10
•
Granted: 1976-01-20
•
Expires: 1993-09-10
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Abstract

Abstract Novel 6-substituted 4H-imidazo[1,2-a][1,4]benzodiazepines, the intermediate 5-substituted-2-(2-alkynylamino)-3H-1,4-benzodiazepines, pharmacologically acceptable acid addition salts thereof, and processes for their production. The compounds of this invention and the pharmacologically acceptable acid addition salts thereof are central nervous system depressants. They are useful as sedatives, hypnotics, tranquilizers, muscle relaxants and anticonvulsants, and also as feed additives for increasing growth rate and feed efficiency of livestock and poultry, milk production in the mammalian species and egg production in avian species.

Inventors

  • 👤 Jackson B. Hester, Jr.
  • 👤 Arthur R. Hanze, deceased

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 07:44
CPC Classifications
C; C07; C07D; C07D243/00; C07D243/06; C07D243/10; C07D243/14; C07D243/16; C07D243/18; C07D243/22; C07D243/20; C07D243/24

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 116 words
A compound of the formula: ##SPC5## wherein R 1 and R 6 are each selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms, inclusive; R 3 and R 4 are each selected from the group consisting of hydrogen, halogen, nitro, trifluoromethyl, alkylthio in which the carbon chain moieties are of 1 to 3 carbon atoms, inclusive; R 5 is selected from the group consisting of pyridyl and a phenyl radical of the formula ##SPC6## in which R 8 and R 9 each have the same meaning as given above for R 3 and R 4 ; and R 7 is selected from the group consisting of hydrogen, methyl and ethyl.
Claim 2
Dependent Claim 116 words
A compound of the formula: ##SPC5## wherein R 1 and R 6 are each selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms, inclusive; R 3 and R 4 are each selected from the group consisting of hydrogen, halogen, nitro, trifluoromethyl, alkylthio in which the carbon chain moieties are of 1 to 3 carbon atoms, inclusive; R 5 is selected from the group consisting of pyridyl and a phenyl radical of the formula ##SPC6## in which R 8 and R 9 each have the same meaning as given above for R 3 and R 4 ; and R 7 is selected from the group consisting of hydrogen, methyl and ethyl.
Claim 3
Dependent Claim 30 words
7-chloro-6-phenyl-2-(2-propynylamino)-3H-1,4-benzodiazepine, the compound of claim 1, wherein R 1 , R 4 , R 6 and R 7 are each hydrogen; R 3 is 7-chloro; and R 5 is phenyl.
Claim 4
Dependent Claim 30 words
7-chloro-5-(2-chlorophenyl)-2-(2-propynylamino)-3H-1,4-benzodiazepine, the compound of claim 1, wherein R 1 , R 4 , R 6 and R 7 are each hydrogen, R 3 is 7-chloro; and R 5 is 2-chlorophenyl.

References Cited (Backward Citations)

US2893992A Cited
US3422091A Cited
US3320239A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-19 1979-07-21 1980-01-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-19 1983-07-21 1984-01-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-19 1987-07-21 1988-01-20 $7700.00 Window Closed / Lapsed

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