Structure via PubChem · Public domain (PubChem)
fluconazolo
Sign in to saveAlso known as 2-(2,4-difluorophenyl)-1,3-di(1H-1,2,4-triazol-1-yl)propan-2-ol, 2,4-difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol
farmaco
OverviewAI-generated
Fluconazole is a chemical compound with the formula C₁₃H₁₂F₂N₆O. Its IUPAC name is 2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol. The substance has a molecular mass of 306.104065444 and a weight of 306.27. It possesses a charge of 0, an xlogp of 0.4, and a topological polar surface area of 81.7.
The molecule contains one hydrogen bond donor and seven hydrogen bond acceptors. Its canonical SMILES representation is C1=CC(=C(C=C1F)F)C(CN2C=NC=N2)(CN3C=NC=N3)O. Fluconazole is the subject of 18786 PubMed entries and is referenced by 261 other encyclopedia articles.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.KEGG
- D00322
- Drug.KEGG2
- C07002
- Drug.ChEBI
- 46081
- Drug.ChEMBL
- 106
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 456485284
- Drug.image
- Fluconazole skeletal formula.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 185
- Drug.image2
- Fluconazole ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 175
- Drug.tradename
- Diflucan, others
- Drug.MedlinePlus
- a690002
- Drug.DailyMedID
- Fluconazole
- Drug.pregnancy_AU
- D
via Wikipedia infobox
Chemical data
- Formula
- C13H12F2N6O
- Molecular weight
- 306.27 g/mol
- IUPAC name
- 2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
- SMILES
- C1=CC(=C(C=C1F)F)C(CN2C=NC=N2)(CN3C=NC=N3)O
- InChIKey
- RFHAOTPXVQNOHP-UHFFFAOYSA-N
- XLogP
- 0.4
- Polar surface area
- 81.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1990
- Admin. routes
- oral, parenteral
- Indications
- Candidemia, aspergillosis, infection, neoplasm
via ChEMBL · EBI
Research
18,786 papers- Candida albicans targets that potentially synergize with fluconazole.Critical reviews in microbiology · 2021
- Fluconazole: pharmacokinetics and indications.Archives of medical research · 1993
- Fluconazole: a new antifungal agent.Clinical pharmacy · 1991
- Fluconazole prophylaxis in high-risk neonates.The Annals of pharmacotherapy · 2010
- Efficacy of fluconazole for the treatment of onychomycosis.The Annals of pharmacotherapy · 2009
via PubMed
Wikidata facts
- Subclass of
- tertiary alcohol
- Mass
- 306.104
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₃H₁₂F₂N₆O
- Commons category
- Fluconazole
- found in taxon
- Biatriospora
- subject has role
- essential medicine
- canonical SMILES
- C1=CC(=C(C=C1F)F)C(CN2C=NC=N2)(CN3C=NC=N3)O
- World Health Organisation international non-proprietary name
- fluconazole
- significant drug interaction
- tacrolimus
Sources (6)
via Wikidata · CC0
Article · Italiano
Il fluconazolo è un farmaco antimicotico facente parte della categoria dei farmaci azolici.Esso è commercializzato sia da Pfizer con il nome di Diflucan sia da Fidia con il nome di Zeflun e IDI farmaceutici con il nome di Zerfun. Appartiene alla classe dei e viene usato per la prevenzione e il trattamento di infezioni fungine superficiali e sistemiche. Appare come una polvere bianca cristallina, poco solubile in acqua e solubile in alcool..
Abstract from DBpedia / Wikipedia · CC BY-SA