GB1441345A - Azetidionone derivatives - Google Patents

Abstract

1441345 Azetidinone derivatives AMERICAN HOME PRODUCTS CORP 23 July 1974 [25 July 1973] 32449/74 Heading C2C The invention comprises compounds of Formula I, and pharmaceutically acceptable addition salts of such compounds where R 1 is hydrogen, C 1 -C 6 alkyl, C 6 -C 10 aryl or C 7 -C 12 aralkyl; R<SP>2</SP> is hydrogen or C 1 -C 6 alkyl; R<SP>3</SP> is hydrogen C 1 -C 6 alkyl, C 6 -C 10 monocyclic aryl, C 7 -C 10 monocyclic aralkyl, hydroxy, amino or a carboxy radical; Y is where R<SP>4</SP> is hydrogen, alkanoyloxy with 1-6 carbon atoms in the alkyl moiety, n is an integer from 0 to 5. Compounds of Formula I are prepared by coupling an acid of Formula II or an acylating functional derivative thereof (e.g. anhydride, acid halide, active ester or azide) with an azetidinone derivative of Formula III, or a functional derivative thereof in which the amino group is activated a condensing agent may be used, and groups on the compounds II and III may be protected during reaction and the protecting entity removed afterwards; the product may be converted to an alkali metal or ammonium salt, or to a pharmaceutically acceptable addition salt. In the examples, III is aminocephalosporanic acid, aminopenicillanic acid and amino-desacetoxy-cephalosporanic acid. Compounds of Formula II may be prepared by reacting carbon disulphide, and CClR<SP>1</SP>R<SP>2</SP>COOH. Compounds of Formula I have antibacterial activity, which is exemplified.