ES396761A1 - Penicillanic acid derivatives - Google Patents

Abstract

Procedure for the preparation of new derivatives of amidino-penicillanic acid and its pharmaceutically acceptable salts, of the general formula: ** (See formula) ** wherein R1, R2 and R3 represent an aliphatic hydrocarbon radical, an aryl mono- or bicyclic radical, an aralkyl radical, a cycloalkyl radical, a cycloalkylalkyl radical, a heterocyclic radical or a heterocyclicly substituted alkyl radical; R1 and R2 when taken together with the nitrogen atom represent a ring system; R1 and R3 when taken together with the N-C atoms represent a ring system; R1, R2 and R3 are optionally substituted with halogen atoms, an alkyl, hydroxy, alkoxy, aryloxy, carbocyclic, alkylthio, arylthio carbocyclic group, an acyl group, a carboxy, carbalkoxy, carbamyl, carbamido, cyano or sulfonyl group, a group azido, amino- or substituted amino; R4 represents a hydrogen atom or an unsubstituted or substituted alkyl or aralkyl radical; and its pharmaceutically acceptable salts; the reaction of a reactive derivative of an amide or thioamide of the general formula II comprising: ** (See formula) ** wherein R1, R2, and R3 have the meanings defined above and R5 is O or S, with a 6-amino-penicilllanic acid derivative of general formula III: ** (See formula) ** wherein COOR4 is an ester group, or with a silyl ester of 6-aminopenicilanic acid, after which, if desired, the reaction is continued by a cleavage of the ester to the free acid. (Machine-translation by Google Translate, not legally binding)