Cefacetrile

Cefacetrile

Cefacetrile
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
Legal status
  • (Prescription only)
Routes of
administration
Intravenous, intramuscular, intramammary
Pharmacokinetic data
Protein binding 23 to 38%
Biological half-life 1.2 hours
Excretion Renal (72%)
Identifiers
CAS Registry Number  Y
ATC code J01 QJ51
PubChem CID:
DrugBank  Y
ChemSpider  Y
UNII  Y
KEGG  Y
ChEMBL
Chemical data
Formula C13H13N3O6S
Molecular mass 339.325 g/mol
 Y   

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

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

  1. ^ "Cefacetrile Summary Report" (PDF).  
  2. ^ a b Haberfeld, H, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag.  
  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.