itraconazole

E850011

Itraconazole is a triazole antifungal medication commonly used to treat systemic and superficial fungal infections and known for significant drug–drug interactions via CYP3A4 inhibition.

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Statements (65)

Predicate Object
instanceOf azole antifungal
systemic antifungal agent
triazole antifungal drug
accumulatesIn keratinous tissues
nails
skin
approvedBy U.S. Food and Drug Administration NERFINISHED
availableAs capsules
intravenous formulation
oral solution
belongsTo World Health Organization Model List of Essential Medicines NERFINISHED
boxedWarningIncludes coadministration with certain CYP3A4-metabolized drugs can cause QT prolongation
canCause congestive heart failure exacerbation
hepatotoxicity
canProlong QT interval when combined with susceptible drugs
contraindicatedIn patients with ventricular dysfunction or heart failure
discoveredBy Janssen Pharmaceutica NERFINISHED
eliminatedVia bile
feces
hasActiveMetabolite hydroxy-itraconazole
hasATCCode J02AC02
hasBioavailability variable and formulation-dependent
hasBlackBoxWarning risk of congestive heart failure
hasBrandName Sporanox NERFINISHED
hasChemicalClass triazole
hasCommonAdverseEffect abdominal pain
diarrhea
elevated liver enzymes
headache
nausea
vomiting
hasHalfLife approximately 24–42 hours in adults
hasMechanismOfAction inhibition of fungal lanosterol 14α-demethylase
hasMolecularFormula C35H38Cl2N8O4
hasPharmacologicalEffect fungicidal activity at high concentrations
fungistatic activity
hasPregnancyCategory C (systemic use; varies by jurisdiction)
hasRouteOfAdministration oral
hasSignificantDrugInteractionVia CYP3A4 inhibition
increasesPlasmaLevelsOf many CYP3A4 substrates
inhibits CYP3A4
isHighlyProteinBound true
isInhibitorOf P-glycoprotein NERFINISHED
isLipophilic true
isSubstrateOf CYP3A4 NERFINISHED
isTeratogenicIn animal studies
metabolizedIn liver
requires gastric acidity for optimal absorption of capsule formulation
shouldBeUsedWithCautionIn hepatic impairment
renal impairment
targets fungal cytochrome P450 14α-demethylase (CYP51)
usedFor aspergillosis
blastomycosis
dermatophytosis
esophageal candidiasis
histoplasmosis
onychomycosis
oral candidiasis
pityriasis versicolor
sporotrichosis
superficial fungal infections
systemic fungal infections
tinea corporis
tinea cruris
tinea pedis

Referenced by (1)

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

CYP3A4 inhibitedBy itraconazole