Cefazaflur (
INN) is a first-generation
cephalosporin antibiotic.
Synthesis
Cefazaflur stands out among this group of analogues because it lacks an arylamide C-7 side chain (see
cephacetrile for another example).
Cefazaflur is synthesized by reaction of 3-(1-methyl-1H-tetrazol-5-ylthiomethylene)-7-amino-cephem-4-carboxylic acid (1) with trifluoromethylthioacetyl chloride (2).
References
^DeMarinis RM, Boehm JC, Dunn GL, Hoover JR, Uri JV, Guarini JR, et al. (January 1977). "Semisynthetic cephalosporins. Synthesis and structure-activity relationships of analogues with 7-acyl groups derived from 2-(cyanomethylthio)acetic acid or 2-[(2,2,2-trifluoroethyl)thio]acetic acid and their sulfoxides and sulfones". Journal of Medicinal Chemistry. 20 (1): 30–5.
doi:
10.1021/jm00211a006.
PMID319233.