Cefaclor

Title: Cefaclor
CAS Registry Number: 70356-03-5
CAS Name: (6R,7R)-7-[[(2R)-Aminophenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate
Additional Names: 7-(D-2-amino-2-phenylacetamido)-3-chloro-3-cephem-4-carboxylic acid monohydrate; 3-chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylic acid monohydrate
Manufacturers' Codes: compd 99638
Trademarks: Alfacet (Galenika); Alfatil (Lilly); Ceclor (Lilly); Distaclor (Lilly); Panacef (Lilly); Panoral (Lilly)
Molecular Formula: C15H14ClN3O4S.H2O
Molecular Weight: 385.82
Percent Composition: C 46.70%, H 4.18%, Cl 9.19%, N 10.89%, O 20.73%, S 8.31%
Literature References: Semi-synthetic cephalosporin antibiotic, related to cephalexin, q.v. Prepn: R. R. Chauvette, DE 2408698 (1974 to Lilly), C.A. 82, 4278n (1975); US 3925372 (1975 to Lilly); R. R. Chauvette, P. A. Pennington, J. Med. Chem. 18, 403 (1975). In vitro studies: M. S. Silver et al., Antimicrob. Agents Chemother. 12, 591 (1977); R. N. Jones, J. Antibiot. 30, 753 (1977); B. R. Meyers, S. Z. Hirschman, J. Clin. Pharmacol. 18, 85 (1978). Metabolism: N. G. Waterman, L. F. Sharfenberger, Antimicrob. Agents Chemother. 14, 614 (1978). Human pharmacology: G. R. Hodges et al., ibid. 454; A. Glynne et al., J. Antimicrob. Chemother. 4, 343 (1978). Clinical studies: J. D. Nelson et al., Am. J. Dis. Child. 132, 992 (1978); B. M. Gray et al., Antimicrob. Agents Chemother. 13, 988 (1978). Comprehensive description: L. J. Lorenz, Anal. Profiles Drug Subs. 9, 107-123 (1980).
Properties: Crystalline solid. uv max (pH 7 buffer): 265 nm (e 6800). Sol in water. Practically insol in methanol, chloroform, benzene. Solns are stable at pH 2.5-4.5.
Absorption maximum: uv max (pH 7 buffer): 265 nm (e 6800)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.
Cefadroxil Cefamandole Cefatrizine Cefazedone Cefazolin

Cefaclor
Cefaclor.svg
Systematic (IUPAC) name
(6R,7R)-7-{[(2R)-2-amino-2-phenylacetyl]amino}- 3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene- 2-carboxylic acid
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a682729
Pregnancy cat. B1 (AU) B (US)
Legal status Prescription only
Routes Oral
Pharmacokinetic data
Bioavailability Well absorbed, independent of food intake
Metabolism 15% to 40%
Half-life 0.6 to 0.9 hours
Excretion Renal
Identifiers
CAS number 53994-73-3 YesY
ATC code J01DC04
PubChem CID 51038
DrugBank DB00833
ChemSpider 46260 N
UNII 3Z6FS3IK0K YesY
KEGG D00256 YesY
ChEMBL CHEMBL8867 N
Chemical data
Formula C15H14ClN3O4S 
Mol. mass 367.808 g/mol
 N (what is this?)  (verify)

Cefaclor, also known as cefachlor or cefaclorum (brand names Biocef, Ceclor, Distaclor, Keflor, Raniclor), is a second-generation cephalosporin antibiotic used to treat certain infections caused by bacteria such as pneumonia and infections of the ear, lung, skin, throat, and urinary tract.