PZ0005

Voriconazole

≥98% (HPLC), powder, ergosterol synthesis inhibitor

• Synonym(s): 2R,3S-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, UK-109496
• Empirical Formula (Hill Notation): C₁₆H₁₄F₃N₅O
• CAS Number: 137234-62-9
• Molecular Weight: 349.31
• MDL number: MFCD00905717
• UNSPSC Code: 12352200
• PubChem Substance ID: 329823674
• NACRES: NA.77

Properties

• product name: Voriconazole, ≥98% (HPLC)
• 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

Description

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 used to treat invasive aspergillosis (IA). It is vigorous against Candida species, including the strains of Candida albicans, which shows resistance to fluconazole.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H341,H351,H361,H371,H372,H373,H412
• pcodes: P202 - P260 - P264 - P273 - P280 - P301 + P310
• 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
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable