Chemicals and Drugs

Itraconazole

A triazole antifungal agent that inhibits cytochrome P-450-dependent enzymes required for ERGOSTEROL synthesis.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A triazole antifungal agent that inhibits cytochrome P-450-dependent enzymes required for ERGOSTEROL synthesis.

Chemical Identity

Chemical Information

Molecular Formula
C35H38Cl2N8O4
Molecular Weight
705.6 g/mol
CAS Registry No.
84625-61-6
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
InChIKey
VHVPQPYKVGDNFY-ZPGVKDDISA-N
SMILES
CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OC[C@H]5CO[C@](O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl
MeSH Unique ID
D017964
Source
PubChem CID 55283

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

5 entry terms
  • Orungal
  • R-51211
  • Sporanox
  • R 51211
  • R51211

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

94; was ITRACONAZOLE (NM) 1984-93

MeSH Record

Previous Indexing

  • Ketoconazole/analogs & derivatives (1984-1993)

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Itraconazole. Medical Subject Headings (MeSH). 2026. Unique ID D017964. http://id.nlm.nih.gov/mesh/2026/D017964
  2. Itraconazole. In: Wikipedia. https://en.wikipedia.org/wiki/Itraconazole
  3. Itraconazole. In: Wikidata. https://www.wikidata.org/wiki/Q411229
  4. Itraconazole. In: PubChem Compound. CID 55283. https://pubchem.ncbi.nlm.nih.gov/compound/55283