Chemistry:Cefazaflur

From HandWiki
Short description: Cephalosporin antibiotic
Cefazaflur
Cefazaflur.png
Clinical data
ATC code
  • none
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC13H13F3N6O4S3
Molar mass470.46 g·mol−1
3D model (JSmol)
  (verify)

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 synthesis:[1]

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

  1. "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. January 1977. doi:10.1021/jm00211a006. PMID 319233.