CAS No 88040-23-7 , (6R,7R)-7-[[(2Z)-2-(2-amino-1,
3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-
ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Title: Cefepime
CAS Registry Number: 88040-23-7
CAS Name: 1-[[(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium inner salt
Synonyms: 1-[[(6R,7R)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium hydroxide inner salt 72-(Z)-2-(O-methyloxime); 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(1-methylpyrrolidinio)methyl-3-cephem-4-carboxylate
Manufacturers' Codes: BMY-28142
Molecular Formula: C19H24N6O5S2
Molecular Weight: 480.56
Percent Composition: C 47.49%, H 5.03%, N 17.49%, O 16.65%, S 13.34%
Literature References: Semisynthetic, fourth generation cephalosporin antibiotic. Prepn: S. Aburaki et al., DE 3307550; eidem, US 4406899 (both 1983 to Bristol-Myers); and antibacterial activity: T. Naito et al., J. Antibiot. 39, 1092 (1986). In vitro comparative antimicrobial spectrum: N. J. Khan et al., Antimicrob. Agents Chemother. 26, 585 (1984); and b-lactamase stability: H. C. Neu et al., J. Antimicrob. Chemother. 17, 441 (1986). HPLC determn in plasma and urine: R. H. Barbhaiya et al., Antimicrob. Agents Chemother. 31, 55 (1987). Clinical evaluations in infection: N. Clynes et al., Diagn. Microbiol. Infect. Dis. 12, 257 (1989); S. Oster et al., Antimicrob. Agents Chemother. 34, 954 (1990). Review of clinical pharmacokinetics: M. P. Okamoto et al., Clin. Pharmacokinet. 25, 88-102 (1993).
Properties: Colorless powder, mp 150° (dec). uv max (pH 7 phosphate buffer): 235, 257 nm (e 16700, 16100).
Melting point: mp 150° (dec)
Absorption maximum: uv max (pH 7 phosphate buffer): 235, 257 nm (e 16700, 16100)
 
Derivative Type: Sulfate
Molecular Formula: C19H24N6O5S2.H2SO4
Molecular Weight: 578.64
Percent Composition: C 39.44%, H 4.53%, N 14.52%, O 24.89%, S 16.62%
Properties: mp 210° (dec). uv max (pH 7 phosphate buffer): 236, 258 nm (e 17200, 16900).
Melting point: mp 210° (dec)
Absorption maximum: uv max (pH 7 phosphate buffer): 236, 258 nm (e 17200, 16900)
 
Derivative Type: Hydrochloride monohydrate
CAS Registry Number: 123171-59-5
CAS Name: 1-[[(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium chloride monohydrochloride monohydrate
Synonyms: cefepime hydrochloride
Trademarks: Axepim (BMS); Cepimex (Mead Johnson); Maxipime (BMS)
Molecular Formula: C19H25ClN6O5S2.HCl.H2O
Molecular Weight: 571.50
Percent Composition: C 39.93%, H 4.94%, Cl 12.41%, N 14.71%, O 16.80%, S 11.22%
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.