1923. Cefetamet
Nomenclature
CAS number: 65052-63-3
(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic
acid; (6R,7R)-7-[2-(2-aminothiazol-4-yl)-(Z)-2-(methoxyimino)acetamido]-3-methyl-3-cephem-4-carboxylic
acid; (6R,7R)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic
acid 72-(Z)-(O-methyloxime); deacetoxycefotaxime; LY-097964; Ro-15-8074. C14H15N5O5S2; mol wt 397.43.
C 42.31%, H 3.80%, N 17.62%, O 20.13%, S 16.14%.
Description and references
Third generation cephalosporin antibiotic. Prepn: R. Heymes, A. Lutz, DE 2713272; eidem, US 4396618 (1977, 1983 both to Roussel-UCLAF); R. Bucourt et al., Tetrahedron 34, 2233 (1978). Prepn of the pivaloyloxymethyl ester: M. Ochiai et al., DE 2715385; eidem, US 4680390 (1977, 1987 both to Takeda). Antibacterial spectrum: M. G. Thomas, S. D. R. Lang, Antimicrob. Agents Chemother. 29, 945 (1986). HPLC determn in biological fluids: R. Wyss, F. Bucheli, J. Chromatogr. 430, 81 (1988). Pharmacokinetics: K. Stoeckel et al., Curr. Med. Res. Opin. 11, 432 (1989). Multicenter clinical trial: L. Bernstein-Hahn et al., ibid. 442.
Derivative
Pivaloyloxymethyl ester.Nomenclature
CAS number: 65243-33-6
Cefetamet pivoxil; Ro-15-8075; Cefyl (Takeda); Globocef (Roche). C20H25N5O7S2; mol wt 511.57.
C 46.96%, H 4.93%, N 13.69%, O 21.89%, S 12.54%.
Therapeutic Category
Antibacterial.
Therapeutic Category (Veterinary)
Antibacterial.Keywords
Antibacterial (Antibiotics); β-Lactams; Cephalosporins