Title: Cephacetrile Sodium
CAS Registry Number: 23239-41-0
CAS Name: (6R,7R)-3-[(Acetyloxy)methyl]-7-[(cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt
Additional Names: sodium 7-(2-cyanoacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate acetate (ester); sodium 7-(2-cyanoacetamido)cephalosporanic acid
Manufacturers' Codes: Ciba 36278-Ba
Trademarks: Celospor (Novartis); Ubrocef (Novartis); Vetimast (Novartis)
Molecular Formula: C13H12N3NaO6S
Molecular Weight: 361.31
Percent Composition: C 43.21%, H 3.35%, N 11.63%, Na 6.36%, O 26.57%, S 8.87%
Literature References: Semi-synthetic cephalosporin antibiotic. Prepn: NL 6600586; Bickel et al., US 3483197 (1966, 1969 both to Ciba). Activity studies: Knüsel et al., Antimicrob. Agents Chemother. 1970, 140; Neu et al., J. Antibiot. 25, 400 (1972). Pharmacokinetics and clinical results: Kradolfer et al., Schweiz. Med. Wochenschr. 103, 711 (1973); Riess et al., ibid. 718. Toxicology: Kradolfer et al., Antimicrob. Agents Chemother. 1970, 150. Review: Arzneim.-Forsch. 24, 1446-1533 (1974).
Properties: White crystalline powder. LD50 in mice (mg/kg): 4500 ± 540 i.v.; 9100 ± 1500 s.c. (Kradolfer).
Toxicity data: LD50 in mice (mg/kg): 4500 ± 540 i.v.; 9100 ± 1500 s.c. (Kradolfer)
Derivative Type: Free acid
Properties: Needles from acetone + ether, mp 168-170° (dec). uv max (0.1N NaHCO3): 260 nm (e 9300).
Melting point: mp 168-170° (dec)
Absorption maximum: uv max (0.1N NaHCO3): 260 nm (e 9300)
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins. |