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Cephapirin

Catalog No. DB01139 Name DrugBank
CAS Number 21593-23-7 Website http://www.ualberta.ca/
M. F. C17H17N3O6S2 Telephone (780) 492-3111
M. W. 423.46338 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1010

SYNONYMS

IUPAC name
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
IUPAC Traditional name
cephapirin
Brand Name
Ambrocef
Cefa
Cefatrex
Cefatrexyl
Cefadyl
Synonyms
Cefaprin sodium
Cephapirine
Cephapirin Sodium
Cefapirin
Cefapirina [INN-Spanish]
Cefapirine [INN-French]
Cefapirinum [INN-Latin]
Cefaprin

DATABASE IDS

CAS Number 21593-23-7
PubChem SID 46505227
PubChem CID 30699

PROPERTIES

Hydrophobicity(logP) -0.1
Solubility 1030 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Cephalosporin antibiotic, partly plasma-bound, that is effective against gram-negative and gram-positive organisms. [PubChem]
Indication For treatment of infections caused by susceptible bacteria.
Pharmacology Cephapirin is a first-generation cephalosporin that has a wide spectrum of activity against gram-positive and gram-negative organisms. Cephapirin is more resistant to beta-lactamases than are the penicillins and so is effective against staphylococci, with the exception of methicillin-resistant staphylococci.
Toxicity Rats exposed via the oral route to cephapirin displayed low acute toxicity (LD50 = 14000 mg/kg). The most common adverse reactions are hypersensitivity reactions and alterations to liver function. Evidence of white blood cell disorders and anaemia were noted in some subjects.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Major metabolite detected is desacetylcephapirin.

REFERENCES