Novel hydrazinocarboxamide derivatives and preparation thereof

Abstract

Abstract Alpha -Hydrazinocarboxamide and Alpha -( Alpha ''acylhydrazino)carboxamide derivatives of formula I in which R1 and R2 each are lower alkyl or R1 and R2 together with the nitrogen atom to which they are joined form a piperidino or morpholino radical; R3 is hydrogen, lower alkanoyl, benzoyl, p-nitrobenzoyl, p-aminobenzoyl, p-chlorobenzoyl, isocyanoacetyl, or protected amino acyl radicals, for example, N-formylglycyl or (N-carbobenzoxyglycylglycyl); R4 is lower alkyl, CHR7COOR8 or CH2CH2COOR8 wherein R7 is hydrogen or phenyl and R8 is hydrogen or lower alkyl; R5 is hydrogen or lower alkyl; or R4 and R5 together with the carbon atom to which they are joined form a cyclohexylidene radical; and R6 is a cyclohexyl or CHR9COY wherein R9 is hydrogen or benzyl and Y is hydroxyl, lower alkoxy or amino, with the provisos that when Y is hydroxyl then R8 is hydrogen, that when Y is lower alkoxy then R8 is lower alkyl and that when Y is amino R4 is lower alkyl, are disclosed herein along with the related Alpha -hydrazinocarboxamide and Alpha ( Alpha ''-acylhydrazino)carboxamide compounds of formula III in which R1, R2, R3, R5 and R7 are as defined above and Y is lower alkoxy. These compounds possess antibacterial activity. Methods for their preparation and use are disclosed also.

Inventors

• 👤 Amedeo Failli
• 👤 Verner R Nelson
• 👤 Hans U Immer
• 👤 Manfred K Gotz

Bibliographic Details