Section 45
Chapter 44,292

Semisynthetic beta-lactam antibiotics IX. Synthesis and antibacterial activity of 7-[2- (2-aminothiazol-4-yl) -2-sulfoacetamido]-cephalosporanic acid and its derivatives

Minami, I.; Akimoto, H.; Kondo, M.; Nomura, H.

Chemical and Pharmaceutical Bulletin 31(2): 482-489


ISSN/ISBN: 0009-2363
PMID: 6883583
DOI: 10.1248/cpb.31.482
Accession: 044291997

Download citation:  

Novel 2-(2-aminothiazol-4-yl)-2-sulfoacetyl cephalosporins were synthesized by 2 routes: acylation of 7-aminocephalosporanic acid or its analogs with an active derivative of 2-(2-aminothiazol-4-yl)-2-sulfoacetic acid, and side chain sulfonation of .gamma.-chloroacetoacetyl cephalosporins with SO3-dioxane and subsequent thiazole ring formation by treatment with thiourea. The cephalosporin with 4-carbamoylpyridiniomethyl at the 3-position showed a potent antipseudomonal activity but had poor activity against other gram-negative bacteria; the cephalosporin with 1-methyltetrazol-5-ylthiomethyl at the 3-position showed a broad spectrum activity, but caused no inhibition of Pseudomonas aeruginosa.

PDF emailed within 0-6 h: $19.90