Voriconazole-d3

Voriconazole-d3 Structure
CAS No.
188416-29-7
Chemical Name:
Voriconazole-d3
Synonyms
3R)-2-(2;VORICONAZOLE-D3;Voriconazole PI-6;(2R,3R)-Voriconazole;Voriconazole Intermediate II;Intermediate 2 of voriconazole;4-triazol-1-yl)-2-butanol (RaceMic Voriconazole);4-Difluorophenyl)-3-(5-fluoro-4-pyriMidinyl)-1-(1H-1;(2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol;(2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
CBNumber:
CB92610550
Molecular Formula:
C16H14F3N5O
Molecular Weight:
349.31
MOL File:
188416-29-7.mol
Modify Date:
2023/6/1 14:25:53

Voriconazole-d3 Properties

Boiling point 508.6±60.0 °C(Predicted)
Density 1.42±0.1 g/cm3(Predicted)
pka 11.54±0.29(Predicted)

SAFETY

Risk and Safety Statements

Voriconazole-d3 Chemical Properties,Uses,Production

Description

Voriconazole-d3 is an Ergosterol biosynthesis inhibitor and a labeled form of Voriconazole. This mono triazole antifungal agent inhibits the growth of Candida, Cryptococcus, and Aspergillus species. Studies suggest that Voriconazole-d3 can be synthesized by modifying the structure of fluconazole. This antifungal agent functions by inhibiting cytochrome P450 dependent 14-α-sterol demethylase, which is responsible for the biosynthesis of Ergosterol. Furthermore, Voriconazole-d3 inhibits fungal growth, cell wall thinning, and cell membrane degradation.

Uses

Voriconazole is a triazole antifungal agent used primarily in the treatment or prevention of aspergillosis and candidal infections. However, its therapy may cause transient, asymptomatic serum aminotransferase elevations, and it is also a well-known cause of acute drug-induced liver injury.

Application

Voriconazole-d3 is derived from 2,4-Difluoro-α-(1H-1,2,4-triazolyl)acetophenone, which is an antifungal activity, particularly toward Candida albicans and Candida parapsilosis.

References

1. Voriconazole (UK-109,496) inhibits the growth and alters the morphology of fluconazole-susceptible and -resistant Candida species DOI:10.1128/AAC.41.8.1840
Belanger, P., et al. 1997. Antimicrob. Agents Chemother. 41: 1840-1842. PMID: 9257776
2. In vitro activities of voriconazole (UK-109,496) and four other antifungal agents against 394 clinical isolates of Candida spp
Marco, F., et al. 1998. Antimicrob. Agents Chemother. 42: 161-163. PMID: 9449278
3. In vitro activity of the new triazole voriconazole (UK-109,496) against opportunistic filamentous and dimorphic fungi and common and emerging yeast pathogens
Espinel-Ingroff, A. 1998. J. Clin. Microbiol. 36: 198-202. PMID: 9431946

Voriconazole-d3 Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoro-4-pyriMidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (RaceMic Voriconazole) (2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (2S,3R)-rel-2-(2,4-Difluorophenyl)-3-(5-fluoropyriMidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Voriconazole PI-6 (2R,3R)-Voriconazole (R *, S *) 3- (5-fluoropyrimidin-4-yl) -2- (2,4-difluorophenyl) -1- (1H-1,2,4-triazol-1-yl ) -2-butanol (2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol 3R)-2-(2 4-Difluorophenyl)-3-(5-fluoro-4-pyriMidinyl)-1-(1H-1 4-triazol-1-yl)-2-butanol (RaceMic Voriconazole) (2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoro-4-pyriMidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (RaceMic Voriconazole)ChemicalBook 4-Pyrimidineethanol, α-(2,4-difluorophenyl)-5-fluoro-β-methyl-α-(1H-1,2,4-triazol-1-ylmethyl)-, (αR,βS)-rel- (2R, 3S/2S, 3R)-3-(5-Fluoropyrimidin-4-yl)-2-(2,4-difluorophyenyl)-1-(1H-1,2,4 triazol-1-yl) butan-2-ol {Racemic Voriconazole} VORICONAZOLE-D3 Voriconazole Intermediate II Intermediate 2 of voriconazole 188416-29-7