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US3678033A Expired / Lapsed US ⏱️ 0.0 years remaining

7-nitro-1h-1, 5-benzodiazepine-2,4-(3h,5h)-diones

Assignee: C.H. Boehringer Sohn AG and Co KG
•
Filing: 1971-02-02
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Granted: 1972-07-18
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Expires: 1991-02-02
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Abstract

Abstract Compounds of the formula WHEREIN R1 is hydrogen, straight or branched alkyl of one to four carbon atoms, hydroxy-(alkyl of one to four carbon atoms), methoxy(alkyl of one to four carbon atoms), acetoxy-(alkyl of one to four carbon atoms), cyclopropyl-methyl, cyclohexyl or allyl, and R2 is hydrogen, phenyl, o-halo-phenyl, o-trifluoromethyl-phenyl, o-nitro-phenyl, o-cyano-phenyl or pyridyl, PROVIDED, HOWEVER, THAT R1 and R2 are other than both hydrogen at the same time; the compounds are useful as psychosedatives and anticonvulsives.

Inventors

  • 👤 Karl-Heinz Weber
  • 👤 Adolf Bauer
  • 👤 Herbert Merz
  • 👤 Klaus Minck

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 19:02
CPC Classifications
C; C07; C07D; C07D243/00; C07D243/06; C07D243/10; C07D243/12

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 48 words
A compound according to claim 1, wherein R1 is hydrogen, alkyl of one to four carbon atoms, hydroxy-ethyl, allyl or cyclopropyl-methyl, and R2 is hydrogen, phenyl, o-chloro-phenyl, o-fluoro-phenyl, o-nitro-phenyl, o-trifluoromethyl-phenyl or Alpha -pyridyl, provided, however, that R1 and R2 are other than both hydrogen at the same time.
Claim 2
Dependent Claim 9 words
A compound according to claim 2, which is 1-methyl-5-phenyl-7-nitro-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione.
Claim 3
Dependent Claim 26 words
A compound according to claim 1, wherein R1 is hydrogen, methyl, Beta -hydroxy-ethyl or allyl, and R2 is phenyl, o-chloro-phenyl, o-fluoro-phenyl, o-nitro-phenyl, o-trifluoromethyl-phenyl or Alpha -pyridyl.
Claim 4
Dependent Claim 9 words
A compound according to claim 2, which is 5-phenyl-7-nitro-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione.
Claim 5
Dependent Claim 11 words
A compound according to claim 2, which is 1-( Beta -hydroxy-ethyl)-5-phenyl-7-nitro-1H,1,5-benzodiazepine-2,4-(3H,5H)-dione.
Claim 6
Dependent Claim 10 words
A compound according to claim 2, which is 1-methyl-5-(o-fluoro-phenyl)-7-nitro-1H-1,5-benzodiazepine-2,4-(3H,5H) -dione.
Claim 7
Dependent Claim 10 words
A compound according to claim 2, which is 1-methyl-5-(2'' -pyridyl)-7-nitro-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione.
Claim 8
Dependent Claim 19 words
The process of preparing a compound according to claim 1, which consists of oxidizing a compound of the formula
Claim 9
Dependent Claim 31 words
The process according to claim 9, wherein said strong oxidizing agent is selected from the group consisting of potassium permanganate, activated manganese dioxide and mixtures of chromic acid and sulfuric acid.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-07-18 1976-01-17 1976-07-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-07-18 1980-01-17 1980-07-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-07-18 1984-01-17 1984-07-18 $7700.00 Window Closed / Lapsed

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