itraconazole

Term ID

CHEBI:6076

Synonyms

• 2-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one
• itraconazole
• Itrizole (TN)
• Oriconazole
• Sporanox (TN)

Definition

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.

References

• CAS:84625-61-6
• DrugBank:DB01167
• KEGG:D00350
• PMID:11219548
• PMID:11403818
• PMID:11422002
• PMID:15521894
• PMID:19025521
• PMID:20400651
• PMID:25326091
• Patent:EP6711
• Patent:US4267179
• VSDB:1853
• Wikipedia:Itraconazole

Ontology

ChEBI  ( EBI )