1929. Cefonicid

Nomenclature

CAS number: 61270-58-4
(6R,7R)-7-[[(2R)-Hydroxyphenylacetyl]amino]-8-oxo-3-[[[1-(sulfomethyl)-1H-tetrazol-5-yl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[(R)-mandelamido]-8-oxo-3-[[[1-(sulfomethyl)-1H-tetrazol-5-yl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.
C18H18N6O8S3; mol wt 542.57.
C 39.85%, H 3.34%, N 15.49%, O 23.59%, S 17.73%.

Description and references

Injectable semi-synthetic cephalosporin antibiotic related to cefamandole, q.v. Prepn: D. A. Berges, DE 2611270; idem, US 4048311 (1976, 1977 both to Smith Kline); US 4093723, US 4159373 (1978, 1979 both to Smith Kline). Antibacterial activity, pharmacokinetics: P. Actor et al., Antimicrob. Agents Chemother. 13, 784 (1978). Series of articles on stability, comparative in vitro activity, serum levels: Curr. Chemother. Infect. Dis., Proc. 11th Int. Congr. Chemother. vol. 1 (Am. Soc. Microbiol., Washington, D.C., 1979) pp 246-254. Stability towards β-lactamases: R. Mehta et al., J. Antibiot. 34, 202 (1981). Kinetics and renal handling: D. Pitkin et al., Clin. Pharmacol. Ther. 30, 587 (1981). In vitro evaluation vs Group B streptococci: A. S. Bayer et al., Antimicrob. Agents Chemother. 21, 344 (1982). Review of antibacterial activity, pharmacology, therapeutic use: E. Saltiel, R. N. Brogden, Drugs 32, 222-259 (1986).

Chemical structure

Derivative

Disodium salt.

Nomenclature

CAS number: 61270-78-8
SKF-75073; Cefodie (SKB); Monocid (SKB); Monocidur (SKB); Praticef (Zambon).
C18H16N6Na2O8S3; mol wt 586.53.
C 36.86%, H 2.75%, N 14.33%, Na 7.84%, O 21.82%, S 16.40%.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); β-Lactams; Cephalosporins