3-[(1,2,3-Thiadiazol-5-ylthio)methyl]cephalosporins

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Abstract
The syntheses of ten 3-[(1,2,3-thiadiazol-5-ylthio)methyl]cephalosporins, made by displacement of the 3''-acetoxy group by the novel thiol derivatives, potassium 1,2,3-thiadiazole-5-thiolate and dipotassium 1,2,3-thiadiazole-4-carbocylate-5-thiolate, are described. Several of the compounds showed good in vitro antibacterial activity against gram-positive and gram-negative organisms. The s.c. in vivo activities against Staphylococcus aureus were generally less than that of cefazolin. Four of the compounds were administered orally and all were active; the 7.beta.-(thiophen-2-acetamido) and 7.beta.-(D-2-amino-2-phenylacetamido)-3-[(1,2,3-thiadiazol-5-ylthio)methyl] compounds were equally active by either route.

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