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US3681343A Expired / Lapsed US ⏱️ 0.0 years remaining

6-phenyl-s-triazolo{8 4,3-a{9 {8 1,4{9 {0 benzodiazepines

Assignee: Pharmacia and Upjohn Co
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Filing: 1971-05-11
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Granted: 1972-08-01
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Expires: 1991-05-11
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Abstract

Abstract This invention relates to novel 6-phenyl-s-triazolo (4,3-a) (1,4)benzodiazepines embraced by the formulas WHEREIN R is selected from the group consisting of hydrogen, lower alkyl of one through three carbon atoms, phenyl, benzyl, nitromethyl, cyanomethyl, lower alkoxymethyl having an alkoxy moiety of one through three carbon atoms IN WHICH N IS AN INTEGER OF 1 THROUGH 2, R'' and R'''' are each selected from the group consisting of hydrogen and alkyl of one through three carbon atoms and when combined is an alkylidene bridge of four through five carbon atoms; R1 is selected from the group consisting of hydroxy and lower acyloxy; R2, R3, R4 and R5 are selected from the group consisting of hydrogen, lower alkyl of one through three carbon atoms, halogen, nitro, cyano, trifluoromethyl, lower alkoxy, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, amino, lower alkanoylamino and lower dialkylamino; and a pharmacologically acceptable acid addition sat thereof. It also relates to novel processes for the preparation of the aforesaid compounds. The new products of Formulas I, II, III and IV are useful as sedatives, hypnotics, tranquilizers, muscle relaxants and anticonvulsants. Also, as feed additives for increasing growth rate and feed efficiency of livestock.

Inventors

  • 👤 Jackson B Hester Jr

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 21:19
CPC Classifications
C; C07; C07D; C07D249/00; C07D249/02; C07D249/08; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/00; C07D233/54; C07D233/56; C07D471/00; C07D471/02; C07D471/04; C07D487/00; C07D487/02; C07D487/04

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 28 words
A compound of Formula I of claim 1 wherein R is methyl, R1 is hydroxy, R2, R3 and R5 are hydrogen and R4 is 8-chloro, namely, 8-chloro-1-methyl-6-phenyl-4H-s-triazolo-(4,3-a)(1, 4)benzodiazepin-4-ol.
Claim 2
Dependent Claim 28 words
A compound of Formula I of claim 1 wherein R is methyl, R1 is acetoxy, R2, R3 and R5 are hydrogen and R4 is 8-chloro, namely, 4-acetoxy-8-chloro-1-methyl-6-phenyl-4H-s-triazolo-(4,3-a)(1, 4)benzodiazepine.
Claim 3
Dependent Claim 25 words
A compound of Formula II of claim 1 wherein R is methyl, R2, R3 and R5 are hydrogen and R4 is 8-chloro, namely, 8-chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)-(1,4)benzodiazepine 5-oxide.
Claim 4
Dependent Claim 25 words
A compound of Formula III of claim 1 wherein R is methyl, R2, R3 and R5 are hydrogen and R4 is 10-chloro, namely, 10-chloro-6-methyl-11b-phenyl-3H,11bH-oxazirino-(3,2-d)-s-triazolo(4,3-a)(1, 4)benzodiazepine.
Claim 5
Dependent Claim 25 words
A compound of Formula IV of claim 1 wherein R is methyl, R2, R3 and R5 are hydrogen and R4 is 8-chloro, namely, 8-chloro-5,6-dihydro-1-methyl-6-phenyl-4H-s-triazolo(4,3 -a)(1,4)benzodiazepin-4-one.

References Cited (Backward Citations)

US3558606A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-08-01 1976-01-31 1976-08-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-08-01 1980-01-31 1980-08-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-08-01 1984-01-31 1984-08-01 $7700.00 Window Closed / Lapsed

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