5-phenyl-1,3,4,5-tetrahydro-2h-1,4- benzodiazepin-2-ones,...

Details 5-phenyl-1,3,4,5-tetrahydro-2h-1,4- benzodiazepin-2-ones,... 5-phenyl-1,3,4,5-tetrahydro-2h-1,4- benzodiazepin-2-ones,...

C - Chemistry, Metallurgy

07

D

260/240.3

C07D 243/24 (2006.01)

Patent

CA 1151166

ABSTRACT OF THE DISCLOSURE The invention relates to new optically active or racemic 5-phenyl- 1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-one derivatives of the general formula (I) (I) Image wherein R1 stands for hydrogen, halogen, trifluoromethyl or a nitro group; R2 stands for hydrogen or alkyl having 1 to 6 carbon atoms; R3 represents a C1-6 alkyl group, a phenyl-(C1-4 alkyl) group optionally sub- stituted by a hydroxyl group, or a 3-indolylmethyl group; R4 is hydrogen, chlorocarbonyl or carbamoyl; and X is hydrogen, halogen or trifluoromethyl, with the proviso that if in the racemic compounds R4 stands for hydrogen R3 is other than alkyl having 1 to 6 carbon atoms, in which the centres of asymmetry in the 3- and 5-positions have the same absolute configuration, and pharmaceutically acceptable acid addition salts thereof, and a process for their preparation. The new compounds show valuable enzyme inducing activity and are substantially devoid of the sedative effect of related compounds. They can therefore be employed as active ingred- ients of pharmaceutical compositions, which are also within the scope of the present invention.

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