Cephapirin

• Catalog No.: DB01139
• CAS Number: 21593-23-7
• M. F.: C17H17N3O6S2
• M. W.: 423.46338

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)

• 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.