fluconazole

E561768

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

All labels observed (2)

Label Occurrences
fluconazole canonical 4
Diflucan 1

How this entity was disambiguated

Statements (53)

Predicate Object
instanceOf WHO Essential Medicine
azole antifungal
pharmaceutical drug
triazole antifungal drug
activeAgainst Candida albicans
Cryptococcus neoformans
other Candida species (variable susceptibility)
approvedBy U.S. Food and Drug Administration
commonAdverseEffect abdominal pain
diarrhea
headache
nausea
crosses blood–brain barrier
developedBy Pfizer
discoveredIn 1980s
eliminatedBy renal excretion
eliminationHalfLife approximately 20–50 hours in adults
hasATCCode J02AC01
hasBioavailability high oral bioavailability
hasBrandName Diflucan
linked to: fluconazole
hasCASNumber 86386-73-4
hasChemicalFormula C13H12F2N6O
hasDrugInteraction certain benzodiazepines
phenytoin
some statins
sulfonylureas
warfarin
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
CYP2C9
CYP3A4
isOn World Health Organization Model List of Essential Medicines
isWaterSoluble yes
notActiveAgainst Mucorales
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

How these facts were elicited

Referenced by (5)

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

Candida albicans isTreatedWith fluconazole
CYP2J2 inhibitedBy fluconazole
fluconazole hasBrandName Diflucan
linked to: fluconazole
CYP2C9 inhibitedBy fluconazole
Naegleria fowleri treatmentOption fluconazole