Itraconazole
Itraconazole is an N-arylpiperazine that is cis-ketoconazole in which the imidazol-1-yl group is replaced by a 1,2,4-triazol-1-yl group and in which the actyl group attached to the piperazine moiety is replaced by a p-[(+-)1-sec-butyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]phenyl group. A potent P-glycoprotein and CYP3A4 inhibitor, it is used as an antifungal drug for the treatment of various fungal infections, including aspergillosis, blastomycosis, candidiasis, chromoblastomycosis, coccidioidomycosis, cryptococcosis, histoplasmosis, and sporotrichosis. It has a role as a Hedgehog signaling pathway inhibitor, a P450 inhibitor and an EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor. It is a dichlorobenzene, an aromatic ether, a member of triazoles, a dioxolane, a N-arylpiperazine, a cyclic ketal, a conazole antifungal drug and a triazole antifungal drug. — ChEBI
- IUPAC name
- 2-butan-2-yl-4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one
- Molecular formula
- C35H38Cl2N8O4
- Molecular weight
- 705.6 g/mol
- Exact mass
- 704.2393071 Da
- XLogP3
- 5.7
- Topological polar surface area
- 101.0 Ų
- Hydrogen-bond donors
- 0
- Hydrogen-bond acceptors
- 9
- Covalent units
- 1
- Defined stereocentres
- 2
Also known as
16 more reported names
External database identifiers
Retrieved from NIH PubChem on 2026-08-31 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.