Product Name

Cefaclor

CAS Number

53994-73-3

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Product Name:
Cefaclor
CAS Number:
53994-73-3
Indication:
For the treatment of certain infections caused by bacteria such as pneumonia and ear, lung, skin, throat, and urinary tract infections.
Mode of Action:

Cefaclor, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins. It is possible that cefaclor interferes with an autolysin inhibitor.

Pharmacodynamics:

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 _-hemolytic streptococci). Gram-negative aerobes – Escherichia coli, Haemophilus influenzae (including _-lactamase-producing ampicillin-resistant strains), Klebsiella sp, and Proteus mirabilis.

Metabolism:

No appreciable biotransformation in liver (approximately 60% to 85% of the drug is excreted unchanged in the urine within 8 hours).

Toxicity:

Symptoms of overdose include diarrhea, nausea, stomach upset, and vomiting.

IUPAC:
(6R, 7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
ATC:
J01DC04
PubChem:
51038
DrugBank:
DB00833 (APRD00243)
Formula:
C16H26N2O5S
Molecular Mass:
367.807
Synonyms:
CCL Cefaclor anhydrous Cefaclorum [INN-Latin] Cephaclor
SMILES:
[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O
AHFS Code:
08:12.06.08
InChi:
QYIYFLOTGYLRGG-GPCCPHFNSA-N
General Reference:
General Reference:

  1. 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
  2. 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

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