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About This Item
Empirical Formula (Hill Notation):
C16H14F3N5O
CAS Number:
Molecular Weight:
349.31
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Voriconazole, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
white
solubility
DMSO: >20 mg/mL
storage temp.
room temp
SMILES string
C[C@@H](c1ncncc1F)[C@](O)(Cn2cncn2)c3ccc(F)cc3F
InChI
1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1
InChI key
BCEHBSKCWLPMDN-MGPLVRAMSA-N
General description
Voriconazole is a triazole and a synthetic derivative of fluconazole.
Application
Voriconazole has been used:
- as a control and Erg11 inhibitor in YPD medium
- as a reference drug to test the activity of essential oils against clinical strains of Candida sp.
- as an antifungal agent to test its interactions with valproic acid (VPA)
- to compare its in vitro antifungal activity with essential oils and its components against Cryptococcus neoformans azole-susceptible and not-susceptible clinical isolates
Biochem/physiol Actions
Voriconazole is an antifungal used to treat serious fungal infections. Voriconazole inhibits ergosterol synthesis by inhibiting CYP450-dependent 14-α sterol demethylase resulting in a depletion of ergosterol in fungal cell membranes.
Voriconazole is an antifungal, which inhibits ergosterol synthesis.
Voriconazole is used to treat invasive aspergillosis (IA). It is vigorous against Candida species, including the strains of Candida albicans, which shows resistance to fluconazole.
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signalword
Danger
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Chronic 3 - Carc. 2 - Muta. 2 - Repr. 2 - STOT RE 1 - STOT RE 2 Oral - STOT SE 2 Oral
target_organs
Eyes, Liver,Kidney
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
flash_point_f
Not applicable
flash_point_c
Not applicable
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Identification and evaluation of novel acetolactate synthase inhibitors as antifungal agents
Richie D L, et al.
Antimicrobial agents and chemotherapy, 57(5), 2272-2280 (2013)
pH-dependant antifungal activity of valproic acid against the human fungal pathogen Candida albicans
Chaillot J, et al.
Frontiers in Microbiology, 8, 1956-1956 (2017)
Voriconazole: a new triazole antifungal agent
Saravolatz L D, et al.
Clinical Infectious Diseases, 36(5), 630-637 (2003)

