5-Carboxylic derivatives of some 1,5-benzodiazepines

5-Methoxy-, ethoxy- and phenoxycarbonyl derivatives of 2-methyl-4-phenyl-1H-tetrahydro-1,5-benzodiazepine-2-carboxylic ethyl ester (1) and 4-methyl-1H-tetrahydro-1,5-benzodiazepine-2-one (2) were obtained. 5-Methoxycarbonyl- (3) and 5-phenoxycarbonyl- (5) derivatives of 1 exerted analgesic action in doses of 0.1 LD50. Compounds 3, 5 and 7 a (5-ethoxycarbonyl-) in a dose as low as 0.063 LD50, and compound 8 (5-phenoxycarbonyl-1H-tetrahydro-1,5-benzodiazepin-2-one)--in a dose of 0.004 LD50 prolonged hexobarbital sleeping time. The toxicity of all the compounds was low.