Alpha - hydrazino benzyl penicillin and alpha - hydrazino phenyl acetic acid derivatives or their salts and esters and their use, and method for producing the same.

摘要

1436566 -Hydrazisobenzyl penicillins ISF SpA 2 Nov 1973 [10 Nov 1972 15 May 1973] 50944/73 Heading C2C Novel compounds (I) and salts thereof in which R is hydrogen or C 1 -C 6 alkyl are prepared by (I) reaction of 6-aminopenicillanic acid or a salt or protected derivative thereof (preferably trimethysilyl ester) with a compound II in which Hal is chlorine or bromine or (2) reaction of 6-amino-penicillanic acid with a compound IV in which X is -O-CO-OEt imidazolyl or 2,4-diatrophenoxy and Y is carbobenzyloxy, CCl 3 CO- or Me 3 Si- and removal of the protecting Y group by hydrolysis or hydrogenolysis. Compounds I are formed as racemates and enantiomers; the R(-) and S(+) form of compound I (R = H) being prepared. Compounds II are prepared by reacting -chloro or bromo-phenylacetic acid with a hydrazine R-NH.NH 2 and reacting the hydrazino acid hydrochloride or hydrobromide produced with the appropriate phosphorus pentahalide. -(l-Methyl-2-benzyloxycarbonylhydrazino) - phenylacetic acid is prepared by reaction of benzyl chloroformate with the appropriate hydrazine acid. -(2-Benzyl oxycarbonyl - 1 - pentyl - hydrazino)phenylacetic acid is prepared by reaction of -bromophenylacetic acid with 1-pentyl-2-benzyloxycarbonylhydrazine. Compounds I have antibiotic activity and form with an excipient a pharmaceutical composition.