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QuickView for Cefuroxime (compound)


PubChem
Name: Cefuroxime
PubChem Compound ID: 2659
Description: Broad-spectrum cephalosporin antibiotic resistant to beta-lactamase. It has been proposed for infections with gram-negative and gram-positive organisms, GONORRHEA, and HAEMOPHILUS.
Molecular formula: C16H16N4O8S
Molecular weight: 424.386 g/mol
Synonyms:
DivK1c_000159; Spectrum2_000706; KBio1_000159; KBio3_002603; KBio2_001903; Spectrum4_000156; Spectrum_001423; SPBio_000891; Spectrum3_001492; KBio2_007039.
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DrugBank
Identification
Name: Cefuroxime
Name (isomeric): DB01112
Drug Type: small molecule
Description: Broad-spectrum cephalosporin antibiotic resistant to beta-lactamase. It has been proposed for infections with gram-negative and gram-positive organisms, GONORRHEA, and HAEMOPHILUS.
Synonyms:
Cefuroxim; Cefuroximum [INN-Latin]; Cefuroxime [USAN:BAN:INN]; Cefuroximo [INN-Spanish]
Brand: Kefzol, Velosef, Cefzil, Zinat, Rocephin, Zinnat, Duricef, Elobact, Mefoxin, Cephuroxime, Monocid, Cefotan, Ancef, Cefuril, Cefobid, Kerurox, Ceftin, Cedax, Maxipime, Cefizox, Mandol, Cefurax, Biofuroksym, Sharox, Zinacef, Cepazine, Kefurox, Oraxim
Category: Cephalosporins, Anti-Bacterial Agents
CAS number: 55268-75-2
Pharmacology
Indication: For the treatment of many different types of bacterial infections such as bronchitis, sinusitis, tonsillitis, ear infections, skin infections, gonorrhea, and urinary tract infections.
Pharmacology:
Cefuroxime is a β-lactam type antibiotic. More specifically, it is a second-generation cephalosporin. Cephalosporins work the same way as penicillins: they interfere with the peptidoglycan synthesis of the bacterial wall by inhibiting the final transpeptidation needed for the cross-links. This effect is bactericidal. Cefuroxime is effective ag...
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Mechanism of Action:
Cefuroxime, 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 cefuroxim...
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Absorption: Absorbed from the gastrointestinal tract. Absorption is greater when taken after food (absolute bioavailability increases from 37% to 52%).
Protein binding: 50% to serum protein
Biotransformation: The axetil moiety is metabolized to acetaldehyde and acetic acid.
Half Life: Approximately 80 minutes following intramuscular or intravenous injection.
Toxicity: Allergic reactions might be expected, including rash, nasal congestion, cough, dry throat, eye irritation, or anaphylactic shock. Overdosage of cephalosporins can cause cerebral irritation leading to convulsions.
Affected organisms: Enteric bacteria and other eubacteria
Interactions
Food interaction:
Take with food to increase absorption.
Drug interaction:
ProbenecidProbenecid may increase the serum level of cefuroxime.
TobramycinIncreased risk of nephrotoxicity
AmikacinIncreased risk of nephrotoxicity
NetilmicinIncreased risk of nephrotoxicity
GentamicinIncreased risk of nephrotoxicity

Targets


Transporters