Structure via PubChem · Public domain (PubChem)
voriconazole
Sign in to saveAlso known as (AlphaR,betas)-alpha-(2,4-difluorophenyl)-5-fluoro-beta-methyl-alpha(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol, Voriconazolum, (R-(R*,s*))-alpha-(2,4-difluorophenyl)-5-fluoro-beta-methyl-alpha-(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol, Voriconazol, VCZ, UK-109496
Voriconazole, sold under the brand name Vfend among others, is an antifungal medication used to treat a number of fungal infections. This includes aspergillosis, candidiasis, coccidioidomycosis, histoplasmosis, penicilliosis, and infections by Scedosporium or Fusarium. It can be taken by mouth or used by injection into a vein.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 470631790
- Drug.image
- Voriconazole structure.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Voriconazole ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Vfend, others
- Drug.MedlinePlus
- a605022
- Drug.DailyMedID
- Voriconazole
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- Intravenous, by mouth
- Drug.ATC_prefix
- J02
- Drug.ATC_suffix
- AC03
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.legal_status
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C16H14F3N5O
- Molecular weight
- 349.31 g/mol
- IUPAC name
- (2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol
- SMILES
- C[C@@H](C1=NC=NC=C1F)[C@](CN2C=NC=N2)(C3=C(C=C(C=C3)F)F)O
- InChIKey
- BCEHBSKCWLPMDN-MGPLVRAMSA-N
- XLogP
- 1.5
- Polar surface area
- 76.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Research
10,369 papers- Pharmacokinetic/pharmacodynamic profile of voriconazole.Clinical pharmacokinetics · 2006
- Voriconazole.Clinical therapeutics · 2003
- Voriconazole-refractory invasive aspergillosis.The Korean journal of internal medicine · 2017
- Voriconazole in the management of invasive pulmonary aspergillosis in patients with severe liver disease: balancing efficacy and hepatotoxicity.Journal de mycologie medicale · 2025
- [Voriconazole-induced periostitis].Ugeskrift for laeger · 2019
via PubMed
Wikidata facts
- Mass
- 349.115
Show 6 more facts
- chemical formula
- C₁₆H₁₄F₃N₅O
- NCI Thesaurus ID
- C1707
- canonical SMILES
- CC(C1=NC=NC=C1F)C(CN2C=NC=N2)(C3=C(C=C(C=C3)F)F)O
- World Health Organisation international non-proprietary name
- voriconazole
- isomeric SMILES
- C[C@@H](C1=NC=NC=C1F)[C@](O)(CN2C=NC=N2)C3=CC=C(F)C=C3F
- Commons category
- Voriconazole
Sources (6)
via Wikidata · CC0
~5 min read
Article
11 sectionsContents
- Medical uses
- Contraindications
- Side effects
- Interactions
- Pharmacology
- Pharmacokinetics
- History
- Society and culture
- Brand names
- References
- Further reading
Voriconazole, sold under the brand name Vfend among others, is an antifungal medication used to treat a number of fungal infections. This includes aspergillosis, candidiasis, coccidioidomycosis, histoplasmosis, penicilliosis, and infections by Scedosporium or Fusarium. It can be taken by mouth or used by injection into a vein.
Common side effects include vision problems, nausea, abdominal pain, rash, headache, and hallucinations. Use during pregnancy may result in harm to the fetus. It is in the triazole family of medications., and works by affecting fungal metabolism and fungal cell membranes.