Cefacetrile

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Cefacetrile
Cefacetrile.svg
Systematic (IUPAC) name
(6R,7R)-3-(acetyloxymethyl)-7-[(2-cyanoacetyl)amino]-
8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-
carboxylic acid
Clinical data
Trade names Celospor, Celtol, Cristacef
AHFS/Drugs.com International Drug Names
Routes of
administration
Intravenous, intramuscular, intramammary
Legal status
Legal status
  • ℞ (Prescription only)
Pharmacokinetic data
Protein binding 23 to 38%
Biological half-life 1.2 hours
Excretion Renal (72%)
Identifiers
CAS Number 10206-21-0 YesY
ATC code J01DB10 (WHO) QJ51DB10 (WHO)
PubChem CID 91562
DrugBank DB01414 YesY
ChemSpider 82675 YesY
UNII FDM21QQ344 YesY
KEGG D07629 YesY
ChEMBL CHEMBL2104099
Chemical data
Formula C13H13N3O6S
Molar mass 339.325 g/mol
  (verify)

Cefacetrile (INN, also spelled cephacetrile) is a broad-spectrum first generation cephalosporin antibiotic effective in gram-positive and gram-negative bacterial infections. It is a bacteriostatic antibiotic.[1][2] Cefacetrile is marketed under the trade names Celospor, Celtol, and Cristacef,[3] and as Vetimast for the treatment of mammary infections in lactating cows.[2]

Synthesis[edit]

Cefacetrile synthesis: NL 6600586  (1966 to Ciba-Geigy).

It was made by reacting 7-ACA (7-aminocephalosporanic acid) with cyanoacetyl chloride in the presence of tributylamine.

References[edit]

  1. ^ "Cefacetrile Summary Report" (PDF). European Medicines Agency, Committee for Veterinary Medicinal Products. 1998. 
  2. ^ a b Haberfeld, H, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag. ISBN 3-85200-183-8. 
  3. ^ Horiuchi, N.; Oyakawa, Y.; Oka, R.; Fujiwara, T. (1980). "Clinical evaluation of cephacetrile (Celtol) for respiratory infections (author's transl)". The Japanese journal of antibiotics. 33 (10): 1145–1155. PMID 7206219.