2-Acylaminomethyl-1,4-benzodiazepine compounds and analgesic use

Details 2-Acylaminomethyl-1,4-benzodiazepine compounds and analgesic use 2-Acylaminomethyl-1,4-benzodiazepine compounds and analgesic use

1981-12-14

1985-08-06

Rollins, Alton D.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

260239BD, 2603309, A61K 3155, C07D24316, C07D40510

Patent

active

045336628

ABSTRACT:
Novel 2-acyl amino methyl-5-phenyl-1H-2,3-dihydro-1,4-benzo diazepine compounds of the following Formula I ##STR1## which have valuable pharmacological properties are provided. In said Formula I the acyl group --CO--R.sub.3 represents a benzoyl group or a phenyl alkanoyl group which may be unsubstituted or mono- or di-substituted in the phenyl ring. The substituent R.sub.1 in said compounds indicates lower alkyl, lower alkenyl, or cyclopropyl methyl, and the substituent R.sub.2 indicates hydrogen, lower alkyl, or lower alkenyl, while the substituent R.sub.6 indicates hydrogen, halogen, lower alkyl, lower alkoxy, hydroxyl, lower alkylthio, nitro, trifluoro methyl, cyano, amino, mono- or di-lower alkyl amino, lower mono-alkanoyl amino, lower N-alkyl-N-alkanoyl amino, or lower alkanoyloxy, and the substituent R.sub.7 indicates hydrogen, halogen, lower alkyl, lower alkoxy, hydroxyl, or lower alkanoyloxy, whereby R.sub.6 and R.sub.7, when attached to adjacent carbon atoms, may form together the methylene dioxy or the ethylene dioxy group. The substituents R.sub.8 and R.sub.9 designate the same substituents as indicated for the substituents R.sub.6 and R.sub.7.
The compounds of Formula I have a surprising analgesic activity.

REFERENCES:
patent: 3998809 (1976-12-01), Milkowski et al.
patent: 4096141 (1978-06-01), Milkowski et al.
patent: 4325957 (1982-04-01), Zeugner et al.
Burger, Medicinal Chemistry, (Second Edition, New York, 1960), pp. 79-81.
Wagner et al., Synthetic Organic Chemistry, (New York, 1953), pp. 566-569.

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