CEPHALOSPORINS IV

SYNTHESIS AND STRUCTURE-ACTIVITY RELATIONSHIPS OF NEW 7α-METHOXY-7β-VINYLENETHIOACETAMIDO CEPHALOSPORINS

Abstract

The synthesis and in vitro activity of 7α-methoxy-7β-vinylenethioacetamido cephalosporins with various substituents at the 3-position are described. These cephalosporins showed good activity against β-lactamase producing Gram-negative bacteria. 7α-Methoxy-7-[(Z)-β-cyanovinylenethioacetamido]-3-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid (3) was several times more active in vitro than cefoxitin and comparable to cefmetazole.