fluconazole

E561768

Fluconazole is a triazole antifungal medication commonly used to treat and prevent a wide range of Candida infections in humans.

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Statements (53)

Predicate Object
instanceOf WHO Essential Medicine
azole antifungal
pharmaceutical drug
triazole antifungal drug
activeAgainst Candida albicans NERFINISHED
Cryptococcus neoformans NERFINISHED
other Candida species (variable susceptibility)
approvedBy U.S. Food and Drug Administration NERFINISHED
commonAdverseEffect abdominal pain
diarrhea
headache
nausea
crosses blood–brain barrier
developedBy Pfizer NERFINISHED
discoveredIn 1980s
eliminatedBy renal excretion
eliminationHalfLife approximately 20–50 hours in adults
hasATCCode J02AC01
hasBioavailability high oral bioavailability
hasBrandName Diflucan NERFINISHED
hasCASNumber 86386-73-4
hasChemicalFormula C13H12F2N6O
hasDrugInteraction certain benzodiazepines
phenytoin NERFINISHED
some statins
sulfonylureas
warfarin NERFINISHED
hasIUPACName 2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol
hasMechanismOfAction inhibits ergosterol synthesis in fungal cell membranes
inhibits fungal cytochrome P450 enzyme 14α-demethylase
hasMolarMass 306.27 g/mol
hasProteinBinding low to moderate protein binding
hasRouteOfAdministration intravenous
oral
topical (some formulations)
inhibitsEnzyme CYP2C19 NERFINISHED
CYP2C9
CYP3A4
isOn World Health Organization Model List of Essential Medicines NERFINISHED
isWaterSoluble yes
notActiveAgainst Mucorales NERFINISHED
most Aspergillus species
pregnancyCategory Category D in first trimester (US, systemic use)
seriousAdverseEffect QT interval prolongation
hepatotoxicity
torsades de pointes (rare)
usedFor prophylaxis of fungal infections in immunocompromised patients
treatment of candidemia
treatment of cryptococcal meningitis
treatment of esophageal candidiasis
treatment of oropharyngeal candidiasis
treatment of systemic Candida infections
treatment of vulvovaginal candidiasis

Referenced by (2)

Full triples — surface form annotated when it differs from this entity's canonical label.

CYP2J2 inhibitedBy fluconazole
Candida albicans isTreatedWith fluconazole