Cephradine
Title: Cephradine
CAS Registry Number: 38821-53-3
CAS Name: (6R,7R)-7-[[(2R)-Amino-1,4-cyclohexadien-1-ylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: 7-[D-2-amino-2-(1,4-cyclohexadienyl)acetamido]desacetoxycephalosporanic acid; cefradine
Manufacturers' Codes: SQ-11436
Trademarks: Cefro (Sankyo); Dexef (Dexo); Eskacef (GSK); Velocef (BMS); Zeefra (Bouchara-Recordati)
Molecular Formula: C16H19N3O4S
Molecular Weight: 349.40
Percent Composition: C 55.00%, H 5.48%, N 12.03%, O 18.32%, S 9.18%
Literature References: A semisynthetic cephalosporin antibiotic. Prepn and activity data: Weisenborn et al., US 3485819 (1969 to Squibb); Dolfini et al., J. Med. Chem. 14, 117 (1971). Clinical trials: Limson et al., Curr. Ther. Res. 14, 101 (1972); Landa, ibid. 496. Comprehensive description: K. Florey, Anal. Profiles Drug Subs. 5, 21-59 (1976). Review: W. E. Brown, J. R. Knill, in Pharmacological and Biochemical Properties of Drug Substances vol. 2, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1979) pp 279-304.
 
Derivative Type: Monohydrate
CAS Registry Number: 75975-70-1
Properties: Small, colorless crystals. mp 140-142° (dec). pK1 2.63; pK2 7.27. Sol in propylene glycol; slightly sol in acetone, ethanol. Insol in ether, chloroform, benzene, hexane.
Melting point: mp 140-142° (dec)
pKa: pK1 2.63; pK2 7.27
 
Derivative Type: Dihydrate
CAS Registry Number: 31828-50-9
Manufacturers' Codes: SQ-22022
Properties: mp 183-185°.
Melting point: mp 183-185°
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.

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