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QuickView for Fluconazole (compound)

Name: Fluconazole
PubChem Compound ID: 3365
Description: Triazole antifungal agent that is used to treat oropharyngeal candidiasis and cryptococcal meningitis in AIDS.
Molecular formula: C13H12F2N6O
Molecular weight: 306.271 g/mol
Spectrum2_001607; 2-(2,4-Difluorophenyl)-1,3-di-1H-1,2,4-triazol-1-ylpropan-2-ol; Triflucan; .alpha.-(2,4-Difluorophenyl)-.alpha.-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol; Zoltec; 2-(2,4-DIFLUOROPHENYL)-1,3-DI(1H-1,2,4-TRIAZOL-1-YL)PROPAN-2-OL; NINDS_001030; Spectrum4_000090; Flukezol; AIDS-112166.
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Name: Fluconazole
Name (isomeric): DB00196
Drug Type: small molecule
Description: Triazole antifungal agent that is used to treat oropharyngeal candidiasis and cryptococcal meningitis in AIDS.
Brand: Flunizol, Elazor, Diflucan, Flukezol, Biozolene, Triflucan, Flucazol, Biocanol, Pritenzol, Flucostat, Flusol
Category: Antifungal Agents, Antifungals
CAS number: 86386-73-4
Indication: For the treatment of fungal infections.
Pharmacology: Fluconazole, a synthetic antifungal agent of the imidazole class, is used to treat vaginal candidiasis. It inhibits the fungal lanosterol 14 alpha-demethylase which thereby prevents the formation of ergosterol which is an essential component in the fungal cell membrane.
Mechanism of Action:
Fluconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Fluconazole may also inhibit endogenous respirat...
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Absorption: 90%
Protein binding: 11 to 12%
Biotransformation: Hepatic
Route of elimination: In normal volunteers, fluconazole is cleared primarily by renal excretion, with approximately 80% of the administered dose appearing in the urine as unchanged drug.
Half Life: 30 hours (range 20-50 hours)
Clearance: 0.23 mL/min/Kg [adults] 0.18 mL/min/Kg [In premature newborns within 36 hours of birth] 0.22 mL/min/Kg [In premature newborns 6 days old] 0.33 mL/min/Kg [In premature newborns 12 days old] 0.4 mL/min/kg [9 Months-13 yearsreceiving single-oral 2 mg/kg] 0.51 mL/min/Kg [9 Months-13 yearsreceiving single-oral 8 mg/kg] 0.49 mL/min/Kg [5-15 yearsreceiving multiple IV 2 mg/kg] 0.59 mL/min/Kg [5-15 yearsreceiving multiple IV 4 mg/kg] 0.66 mL/min/Kg [5-15 yearsreceiving multiple IV 8 mg/kg]
Toxicity: Symptoms of overdose include hallucinations and paranoid behavior.
Affected organisms: Fungi
Food interaction:
Take without regard to meals.
Drug interaction:
AcenocoumarolFluconazole may increase the serum concentration of acenocoumarol by decreasing its metabolism.
TolterodineFluconazole may decrease the metabolism and clearance of tolterodine. Adjust tolterodine dose and monitor for efficacy and toxicity.
DiazepamFluconazole may increase the effect of the benzodiazepine, diazepam.
HalazepamFluconazole may increase the effect of the benzodiazepine, halazepam.
LumefantrineAdditive QTc-prolongation may occur. Concomitant therapy should be avoided.
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