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1982•The Journal of AntibioticsOpen access

Cephalosporins. IV. Synthesis and structure-activity relationships of new 7.ALPHA.-methoxy-7.BETA.-vinylenethioacetamido cephalosporins.

Ettore Perrone, Giuliano Nannini, Franco Giudici, Dino Severino, PIER NICOLA GIRALD, GIUSEPPE MEINARDI, ANGELO CERIANI

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Abstract

The synthesis and in vitro activity of 7 alpha-methoxy-7 beta-vinylenethioacetamido cephalosporins with various substituents at the 3-position are described. These cephalosporins showed good activity against beta-lactamase producing Gram-negative bacteria. 7 alpha-Methoxy-7-[(Z)-beta-cyano-vinylenethioacetamido]-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.

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The synthesis and in vitro activity of 7 alpha-methoxy-7 beta-vinylenethioacetamido cephalosporins with various substituents at the 3-position are described. These cephalosporins showed good activity against beta-lactamase producing Gram-negative bacteria. 7 alpha-Methoxy-7-[(Z)-beta-cyano-vinylenethioacetamido]-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.

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Available abstract

The synthesis and in vitro activity of 7 alpha-methoxy-7 beta-vinylenethioacetamido cephalosporins with various substituents at the 3-position are described. These cephalosporins showed good activity against beta-lactamase producing Gram-negative bacteria. 7 alpha-Methoxy-7-[(Z)-beta-cyano-vinylenethioacetamido]-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.

Key concepts: Cephalosporin, Cefmetazole, Cefoxitin, Cephem, In vitro, Chemistry, Bacteria, Microbiology

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Cephalosporins. IV. Synthesis and structure-activity relationships of new 7.ALPHA.-methoxy-7.BETA.-vinylenethioacetamido cephalosporins. — Research Paper | ScholarLens