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The synthesis and in vitro activity of 7 beta-(substituted vinylthioacetamido)-1-oxacephem antibiotics are described. The compounds having a cis-chlorovinylthioacetamido group at C-7 showed high activity against Gram-positive as well as Gram-negative bacteria. The most interesting compound of the series was 51 I because of its high activity and high plasma level in mice.

journal of antibiotics

cis-Halovinylthioacetamido side chain, a new effective structural element for 7.BETA.-substitution in cephem and oxacephem antibiotics. I. 7.BETA.-cis-Chlorovinylthioacetamino-7.ALPHA.-methoxy-1-oxacephems.