1949. Ceftibuten
Nomenclature
CAS number: 97519-39-6
(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-4-carboxy-1-oxo-2-butenyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic
acid; 7β-[(Z)-2-(2-aminothiazol-4-yl)-4-carboxy-2-butenoylamino]-3-cephem-4-carboxylic
acid; 7432-S; Sch-39720. C15H14N4O6S2; mol wt 410.42.
C 43.90%, H 3.44%, N 13.65%, O 23.39%, S 15.63%.
Description and references
Orally active third generation cephalosporin antibiotic. Prepn: Y. Hamashima, EP 136721; idem, US 4634697 (1985, 1987 both to Shionogi); and in vitro antibacterial activity: Y. Hamashima et al., J. Antibiot. 40, 1468 (1987). Industrial synthesis utilizing penicillin G: M. Yoshioka, Pure Appl. Chem. 59, 1041 (1987). Comparative antibacterial spectrum: R. N. Jones, A. L. Barry, Antimicrob. Agents Chemother. 32, 1576 (1988). Pharmacokinetics in humans: M. Nakashima et al., J. Clin. Pharmacol. 28, 246 (1988).
Derivative
Dihydrate.Nomenclature
CAS number: 118081-34-8
Cedax (Schering-Plough); Isocef (Schering-Plough); Seftem (Shionogi). C15H14N4O6S2.2H2O; mol wt 446.46.
C 40.35%, H 4.06%, N 12.55%, O 28.67%, S 14.36%.
Therapeutic Category
Antibacterial.
Keywords
Antibacterial (Antibiotics); β-Lactams; Cephalosporins