Itraconazole

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Itraconazole, a triazole-based antifungal agent.
itraconazole
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
Synonyms: itraconazol, itraconazolum
Formula: C35H38Cl2N8O4

 Uses: antifungal drug

 Properties: triazole compound

 Hazards: see drug interactions

Mass (g/mol): CAS #:
705.6334 84625-61-6



Itraconazole is an azole-based antifungal drug containing three azoles, like fluconazole. It inhibits cytochrom P450-dependent enzymes and impairs the biosynthesis of ergosterol. It can be used to treate apergillosis, blasoplasmosis, cryptococcal meningitis, histoplasmosis and onychomycosis.

Mechanism of action

Like other azole-based antifungal agents, itraconazole interacts with 14--demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol, an essential component of fungal cell membranes, by stopping sterol C-14 -demethylation. Itraconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis[1].

Drug interactions

The azole-based antifungal agents have many drug interactions and some can be sever. This section is under construction, see ketoconazole for a partial list of drug interactions.

Chemical information

The IUPAC name for itraconazole is 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, and its chemical formula, C35H38Cl2N8O4, gives a molecular mass of 705.6334 g/mol.

Synonyms

  • ITC
  • ITCZ
  • ITR
  • Itraconazol
  • Itraconazolum
  • ITZ

Brand names

  • Itrizole®
  • Oriconazole®
  • Sporal®
  • Sporanos®
  • Sporanox®
  • Sporonox®
  • Triasporn®

References and external links

  1. The most up-to-date information about Itraconzole and other drugs can be found at the following sites.