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Cefoperazone

Catalog No. DB01329 Name DrugBank
CAS Number 62893-19-0 Website http://www.ualberta.ca/
M. F. C25H27N9O8S2 Telephone (780) 492-3111
M. W. 645.66738 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1163

SYNONYMS

IUPAC name
(6R,7R)-7-{2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetamido}-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
IUPAC Traditional name
(6R,7R)-7-[2-(4-ethyl-2,3-dioxopiperazine-1-carbonylamino)-2-(4-hydroxyphenyl)acetamido]-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Brand Name
Cefobid
Synonyms
Cefoperazono [inn-spanish]
Cefoperazonum [inn-latin]

DATABASE IDS

PubChem CID 44185
CAS Number 62893-19-0
PubChem SID 46504543

PROPERTIES

Hydrophobicity(logP) -0.74 [HANSCH,C ET AL. (1995)]

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Semisynthetic broad-spectrum cephalosporin with a tetrazolyl moiety that is resistant to beta-lactamase. It has been proposed especially against Pseudomonas infections.
Indication For the treatment of bacterial infections caused by susceptible microorganisms.
Pharmacology Cefoperazone is a third generation cephalosporin antibiotic. Cefoperazone exerts its bactericidal effect by inhibiting the bacterial cell wall synthesis
Toxicity Symptoms of overdose include blood in the urine, diarrhea, nausea, upper abdominal pain, and vomiting.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation No significant quanitity of metabolites have been identified in urine.
Half Life The mean serum half-life is approximately 2.0 hours, independent of the route of administration.
Protein Binding The degree of reversible protein binding varies with the serum concentration from 93% at 25 mcg/mL to 90% at 250 mcg/mL and 82% at 500 mcg/mL. Cefotetan is 88% plasma protein bound.
Elimination Cefoperazone is excreted mainly in the bile.
References
Jones RN, Barry AL: Cefoperazone: a review of its antimicrobial spectrum, beta-lactamase stability, enzyme inhibition, and other in vitro characteristics. Rev Infect Dis. 1983 Mar-Apr;5 Suppl 1:S108-26. [Pubmed]
External Links
Wikipedia

REFERENCES

  • Jones RN, Barry AL: Cefoperazone: a review of its antimicrobial spectrum, beta-lactamase stability, enzyme inhibition, and other in vitro characteristics. Rev Infect Dis. 1983 Mar-Apr;5 Suppl 1:S108-26. Pubmed