Cefoperazone

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Cefoperazone
File:Cefoperazone.svg
Systematic (IUPAC) name
(6R,7S)-7-{[2-[(4-ethyl-2,3-dioxo-piperazine-1-
carbonyl)amino]-2-(4-hydroxyphenyl)acetyl}amino]-
3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-
1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Pharmacokinetic data
Excretion Hepatic
Identifiers
CAS Number 62893-19-0
ATC code J01DD12 (WHO) QJ51DA32
PubChem CID 44185
ChemSpider 40206
Chemical data
Formula C25H27N9O8S2
Molar mass 645.67 g/mol[[Script error: No such module "String".]]
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Cefoperazone is a third generation cephalosporin antibiotic, marketed by Pfizer under the name Cefobid, and also marked by pharco B international under the name of Cefazone. It is one of few cephalosporin antibiotics effective in treating Pseudomonas bacterial infections which are otherwise resistant to these antibiotics.

Cefina-SB is a combination of sulbactam and cefoperazone. Cefoperazone exerts its bactericidal effect by inhibiting the bacterial cell wall synthesis, and sulbactam acts as a beta-lactamase inhibitor, to increase the antibacterial activity of cefoperazone against beta-lactamase producing organisms. In some countries, the combination is sold as Sulperazone. Gepach International markets this combination of Cefoperazone with Sulbactam under the brand name Bacperazone

Adverse effects

Cefoperazone contains an N-methylthiotetrazole (NMTT or 1-MTT) side chain. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase) and a reaction with ethanol similar to that produced by disulfiram (Antabuse), due to inhibition of aldehyde dehydrogenase.[1]

References

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  1. Stork CM (2006). "Antibiotics, antifungals, and antivirals". In Nelson LH, Flomenbaum N, Goldfrank LR, Hoffman RL, Howland MD, Lewin NA (eds.). Goldfrank's toxicologic emergencies. New York: McGraw-Hill. p. 847. ISBN 0-07-143763-0. Retrieved 2009-07-03.