PROCESS FOR PRODUCING BETA-LACTAME-DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AS ACTIVE AGENTS

摘要

Beta-lactams of formula (I) and their pharmaceutically acceptable salts are new: A=H or CH3O, B=phenyl (opt. substd. by >=1 OH, halo, CH3O, CN and CH3SO2), thienyl, cyclohexenyl or 1,4-cyclohexadien-1-yl. E=O or S. Y is one of the groups -S-C(CH3)2. CH(COOH)- or -U-CH2. C(CH2T)=C(COOH)-, T=H, alkanoyloxy, OH, pyridinium, aminopyridinium, carbamoyloxy, azido, CN, thiocarbamoylthio, or opt. substd. phenylthio or 5-6 membered heterocyclylthio. U = O, S or CH2. Z = opt. substd. cycloalkyl, cycloalkenyl or cycloalkadienyl, the CH2 gps. opt. replaced by one O, S, SO, SO2 or by one or two CO, and a benzene ring can be fused on; or Z is an opt. substd. 5-6 membered pseudoaromatic heterocycle. (I) can have either configuration about the asterisked C atom or may be mixtures of the diastereoisomers). They are prepd. from corresp. alpha-aminoacetamido penicillins, etc. by reaction with 1-(CEW)-3-(Z)-imidazolidin-2-one (W=halo, azido or other nucleophilically-displaceable gp.). (I) are antibacterials. They may be used for therapeutic or prophylactic control of disease; to preserve polymers, foods etc. against spoilage and as feed additives to improve feed utilisation and growth rate. Specified cpd., D-alpha-((3-cyclopropylimidazolidin-2-one-1lyl) carbonylamino)benzylpenicillin was prepd. by reacting ampicillin trihydrate with 1-chlorocarbonyl-2-oxo-3-cyclopropylimidazolidine.