Benzophenone glycinamide derivatives

Abstract

This invention is directed toward pharmacologically active compounds of the formula ##STR1## wherein A represents a nitrogen atom which may be substituted by a methyl, cyclopropylmethyl, di(C 1-4 alkyl)aminoethyl, methoxymethyl or hydroxyethyl group and B represents a carbonyl group or A and B together represent a grouping of the formula ##STR2## in which R a represents a hydrogen or a lower alkyl or hydroxymethyl group and X represents a nitrogen atom or C-R b wherein R b represents a hydrogen atom or a lower alkyl or hydroxymethyl group; R represents a halogen atom or a nitro or trifluoromethyl group; R 1 represents a hydrogen atom or a lower alkyl group; R 2 represents an acyl group derived from a naturally occurring amino acid (all such groups which contain an asymmetric carbon atom having the L- or D,L-configuration) and R 3 represents a phenyl, halophenyl or 2-pyridyl group and acid addition salts thereof. Also provided are methods for their preparation and intermediates thereof. These compounds exhibit activity as anticonvulsants, muscle relaxants and sedatives.

We claim: .[.1. A compound of the formula.]. ##STR24## .[.wherein R is selected from the group consisting of a halogen atom, nitro and a trifluoromethyl group; R 1  is a hydrogen atom or a lower alkyl group; R 2  is an acyl group derived from a naturally occurring amino acid; R 3  is selected from the group consisting of phenyl and halophenyl; and R 4  is selected from the group consisting of a hydrogen atom, a methyl, cyclopropylmethyl, di(C 1-4  alkyl) aminomethyl, methoxymethyl and a hydroxyethyl group and the acid addition 
     
        salts thereof..]. .[.2.  The compound of claim 1 wherein R is a chlorine, bromine or a nitro group; R 1  is a hydrogen atom; R 3  is a phenyl, o-fluorophenyl, o-chlorophenyl; and R 4  is a hydrogen atom, a methyl, diethylaminoethyl or methoxymethyl group, and acid addition salts thereof..]. .Iadd. 3. The compound: L-prolyl-N-(2-benzoyl-4-nitrophenyl)glycinamide. .Iaddend..Iadd. 4. The compound: L-lysyl-N-(2-benzoyl-4-chlorophenyl)-N-methylglycinamide. .Iaddend..Iadd. 5. The compound: L-phenylalanyl-N-(2-benzoyl-4-nitrophenyl)-glycinamide. .Iaddend..Iadd. 6. The compound: L-arginyl-N-(2-benzoyl-4-chlorophenyl)-N-methylglycinamide. .Iaddend. .Iadd. 7. L-arginyl-N-(2-benzoyl-4-chlorophenyl)glycinamide. .Iadd. 8. L-phenylalanyl-N-(2-benzoyl-4-chlorophenyl)-N-methyl-L-alaninamide. .Iaddend.