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QuickView for cefotaxime (compound)


PubChem
Name: Cefotaxime
PubChem Compound ID: 10695961
Description: Semisynthetic broad-spectrum cephalosporin.
Molecular formula: C16H16N5NaO7S2
Molecular weight: 477.45 g/mol
DrugBank
Identification
Name: Cefotaxime
Name (isomeric): DB00493
Drug Type: small molecule
Description: Semisynthetic broad-spectrum cephalosporin.
Synonyms:
Cefotaxime sodium; Cephotaxime
Brand: Claforan
Category: Cephalosporins, Anti-Bacterial Agents
CAS number: 63527-52-6
Pharmacology
Indication: Used to treat gonorrhoea, meningitis, and severe infections including infections of the kidney (pyelonephritis) and urinary system. Also used before an operation to prevent infection after surgery.
Pharmacology:
Cefotaxime is a third generation intravenous cephalosporin antibiotic. It has broad spectrum activity against Gram positive and Gram negative bacteria. It does not have activity against Pseudomonas aeruginosa. Cefotaxime works by inhibiting bacterial cell wall biosynthesis. A positive feature of cefotaxime is that it display a resistance to ...
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Mechanism of Action: The bactericidal activity of cefotaxime results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cefotaxime shows high affinity for penicillin-binding proteins in the cell wall including PBP Ib and PBP III.
Absorption: Rapidly absorbed following intramuscular injection.
Biotransformation: Approximately 20-36% of an intravenously administered dose of 14C-cefotaxime is excreted by the kidney as unchanged cefotaxime and 15-25% as the desacetyl derivative, the major metabolite. The desacetyl metabolite has been shown to contribute to the bactericidal activity. Two other urinary metabolites (M2 and M3) account for about 20-25%. They lack bactericidal activity.
Route of elimination: Approximately 20-36% of an intravenously administered dose of 14C-cefotaxime is excreted by the kidney as unchanged cefotaxime and 15-25% as the desacetyl derivative, the major metabolite.
Half Life: Approximately 1 hour.
Toxicity: Adverse effects following overdosage include nausea, vomiting, epigastric distress, diarrhea, and convulsions. Oral rat LD50 is over 20,000 mg/kg while intravenous rat LD50 is over 7,000 mg/kg.
Affected organisms: Enteric bacteria and other eubacteria
Interactions
Drug interaction:
NeomycinIncreased risk of nephrotoxicity
StreptomycinIncreased risk of nephrotoxicity
TobramycinIncreased risk of nephrotoxicity
ProbenecidProbenecid may increase the serum level of cefotaxime.
KanamycinIncreased risk of nephrotoxicity
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Targets


Transporters