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QuickView for Cephapirin (compound)


PubChem
Name: Cephapirin
PubChem Compound ID: 2616
Description: Cephalosporin antibiotic, partly plasma-bound, that is effective against gram-negative and gram-positive organisms.
Molecular formula: C17H17N3O6S2
Molecular weight: 423.466 g/mol
Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[ (acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-, monosodium salt, (6R-trans)-; BL-P 1322; BLP sodium 1322; Sodium (6R, 7R)-3-hydroxymethyl)-8-oxo-7-[2-(4-pyridylthio)acetamido-5-thia-1- azabicyclo[4.2.0]oct-2-carboxylic acid, acetate ester; 24356-60-3; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-, monosodium salt, [6R-trans]-; CEPHAPIRIN - NSC 183501; Cefa lak; Sodium cephapirin; Sodium 7-(pyrid-4-ylthioacetamido)cephalosporanate.
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DrugBank
Identification
Name: Cephapirin
Name (isomeric): DB01139
Drug Type: small molecule
Description: Cephalosporin antibiotic, partly plasma-bound, that is effective against gram-negative and gram-positive organisms.
Synonyms:
Cephapirin Sodium; Cefaprin sodium; Cefapirinum [INN-Latin]; Cephapirine; Cefaprin; Cefapirin; Cefapirina [INN-Spanish]; Cefapirine [INN-French]
Brand: Cefatrexyl, Cefadyl, Cefatrex, Ambrocef, Cefa
Category: Cephalosporins, Anti-Bacterial Agents
CAS number: 21593-23-7
Pharmacology
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.
Mechanism of Action: The bactericidal activity of cephapirin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).
Biotransformation: Major metabolite detected is desacetylcephapirin.
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
Interactions
Drug interaction:
TobramycinIncreased risk of nephrotoxicity
AmikacinIncreased risk of nephrotoxicity
NetilmicinIncreased risk of nephrotoxicity
GentamicinIncreased risk of nephrotoxicity

Targets