Cephalosporins. II. Synthesis and structure-activity relationships of new 7-vinylenethioacetamido and thioacrylamido cephalosporins.
The synthesis and in vitro structure-activity relationships of 7-vinylenethioacetamido and thioacrylamido cephalosporins with various substituents at the 3-position are described. 7(Z)-beta-Vinylenethioacetamido cephalosporins proved the most active against Gram-positive and Gram-negative bacteria. 7-[(Z)-beta-Cyanovinylenethioacetamido]-3-[(1-methyl-1H-tetrazol-5-yl)-thiomethyl]-3-cephem-4-carboxylic acid (K 13101, 40) was several times more active in vitro than cefazolin.
D000179:Acrylates / Q000138:chemical synthesis / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D013329:Structure-Activity Relationship; D013853:Thioacetamide / Q000138:chemical synthesis / Q000494:pharmacology; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000494:pharmacology
D000179:Acrylates; D002511:Cephalosporins; D014753:Vinyl Compounds; D013853:Thioacetamide