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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
• Wikipedia
• RxList
• Drugs.com

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