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.
Ceresin Ceric Fluoride Ceric Oxide Ceric Sulfate Cerium(IV) Ammonium Nitrate

Cefradine
Cefradine.svg
Systematic (IUPAC) name
(6R,7R)-7-{[(2R)-2-amino-2-(1-cyclohexa-1,4-
dienyl)acetyl]amino}-3-methyl-8-oxo-5-thia-
1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names Intracef, Velocef
AHFS/Drugs.com International Drug Names
MedlinePlus a601206
Legal status Prescription only
Routes Oral, IM, IV
Pharmacokinetic data
Bioavailability Well absorbed
Protein binding <10%
Metabolism Nil
Half-life 0.9 hours
Excretion Renal, unchanged
Identifiers
CAS number 38821-53-3 YesY
ATC code J01DB09
PubChem CID 38103
DrugBank DB01333
ChemSpider 34933 YesY
UNII 9YA6SX5S4D YesY
KEGG D00264 YesY
ChEBI CHEBI:3547 YesY
ChEMBL CHEMBL1604 YesY
Chemical data
Formula C16H19N3O4S 
Mol. mass 349.406 g/mol
 YesY (what is this?)  (verify)

Cefradine (INN) (formerly cephradine BAN) is a first generation cephalosporin antibiotic.International Brands Velocef, Intracef (by Beximco Pharma) SEFRIL(The ACME laboratories Ltd., Bangladesh), REOCEF(Rephco Pharmaceuticals Ltd., Bangladesh). Lebac (by Square pharmaceuticals Ltd., Bangladesh)