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Cefaclor

Catalog No. DB00833 Name DrugBank
CAS Number 53994-73-3 Website http://www.ualberta.ca/
M. F. C15H14ClN3O4S Telephone (780) 492-3111
M. W. 367.80736 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 712

SYNONYMS

IUPAC name
(6R,7R)-7-(2-amino-2-phenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
IUPAC Traditional name
cefaclor
Brand Name
Kefral
Distaclor
Ceclor CD
Alfacet
Alenfral
Alfatil
Ceclor
Panacef
Panoral
Raniclor
Synonyms
Cefaclor anhydrous
CCL
Cefaclorum [INN-Latin]
Cephaclor

DATABASE IDS

CAS Number 53994-73-3

PROPERTIES

Hydrophobicity(logP) 0.4
Solubility 8.6 mg/mL

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Semisynthetic, broad-spectrum antibiotic derivative of cephalexin. [PubChem]
Indication For the treatment of certain infections caused by bacteria such as pneumonia and ear, lung, skin, throat, and urinary tract infections.
Pharmacology Cefaclor is a second generation cephalosporin antibiotic with a spectrum resembling first-generation cephalosporins. In vitro tests demonstrate that the bactericidal action of the cephalosporins results from inhibition of cell-wall synthesis. Cefaclor has been shown to be active against most strains of the following microorganisms, both in vitro and in clinical infections: Gram positive aerobes - Staphylococci (including coagulase-positive, coagulase-negative, and penicillinase-producing strains), Streptococcus pneumoniae, and Streptococcus pyogenes (group A ß-hemolytic streptococci). Gram-negative aerobes - Escherichia coli, Haemophilus influenzae (including ß-lactamase-producing ampicillin-resistant strains), Klebsiella sp, and Proteus mirabilis.
Toxicity Symptoms of overdose include diarrhea, nausea, stomach upset, and vomiting.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation No appreciable biotransformation in liver (approximately 60% to 85% of the drug is excreted unchanged in the urine within 8 hours).
Absorption Well absorbed after oral administration, independent of food intake.
Half Life 0.6-0.9 hour
Protein Binding 23.5%
Elimination Approximately 60% to 85% of the drug is excreted unchanged in the urine within 8 hours, the greater portion being excreted within the first 2 hours.
References
Hebert AA, Sigman ES, Levy ML: Serum sickness-like reactions from cefaclor in children. J Am Acad Dermatol. 1991 Nov;25(5 Pt 1):805-8. [Pubmed]
Parra FM, Igea JM, Martin JA, Alonso MD, Lezaun A, Sainz T: Serum sickness-like syndrome associated with cefaclor therapy. Allergy. 1992 Aug;47(4 Pt 2):439-40. [Pubmed]
External Links
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REFERENCES

  • Hebert AA, Sigman ES, Levy ML: Serum sickness-like reactions from cefaclor in children. J Am Acad Dermatol. 1991 Nov;25(5 Pt 1):805-8. Pubmed
  • Parra FM, Igea JM, Martin JA, Alonso MD, Lezaun A, Sainz T: Serum sickness-like syndrome associated with cefaclor therapy. Allergy. 1992 Aug;47(4 Pt 2):439-40. Pubmed