Synthesis and structure-activity relationships of 7 beta-[2-(2-aminothiazol-4-yl)acetamido]cephalosporin derivatives. V. Synthesis and antibacterial activity of 7 beta-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-cephalosporin derivates and related compounds.
1981
In order to improve the antibacterial activity of 7b-[2-(2-aminothiazol-4-yl)acetamido]-cephalosporins new derivatives having a methoxyimino moiety in the 7-acyl side chain and related compounds were synthesized. Of these, 7b-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido] cephalosporins were found to possess excellent activity against a variety of Gram-positive and Gram-negative bacteria including b-lactamase-producing strains. An extensive study of structure-activity relationships led to the selection of 7b-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]-ceph-3-em-4-carboxylic acid, SCE-1365, for further biological and clinical evaluation.
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