137234-71-0

137234-71-0 structure

Name: Voriconazole
Chemical Name: (2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoro-4-pyrimidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (1R)-10-camphorsulfonate
CAS Number: 137234-71-0
Molecular Formula: C₂₆H₃₀F₃N₅O₅S
Molecular Weight: 581.607
Catalog: Signaling Pathways Anti-infection Fungal
Create Date: 2018-07-29 16:18:19
Modify Date: 2024-01-14 12:32:11
Voriconazole (UK-109496) camphorsulfonate is a second-generation, broad-spectrum triazole antifungal agent that inhibits fungal ergosterol biosynthesis. Voriconazole camphorsulfonate exerts its antifungal activity by inhibition of 14-α-lanosterol demethylation, which is mediated by fungal cytochrome P450 enzymes[1][2].

Name	(2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoro-4-pyrimidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (1R)-10-camphorsulfonate
Synonyms	voriconazole [(1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid - (2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoro-4-pyrimidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (1:1) Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1R,4S)-, compd. with (αR,βS)-α-(2,4-difluorophenyl)-5-fluoro-β-methyl-α-(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidine ethanol (1:1) voriconazole (1r)-(-)-10-camphorsulfonate (2r,3s)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1h-1,2,4-triazol-1-yl)butan-2-ol l(-)-camphorsulfonate (2r,3s)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1h-1,2,4-triazol-1-yl)butan-2-oll-(-)-10-camphorsulfonate

Description	Voriconazole (UK-109496) camphorsulfonate is a second-generation, broad-spectrum triazole antifungal agent that inhibits fungal ergosterol biosynthesis. Voriconazole camphorsulfonate exerts its antifungal activity by inhibition of 14-α-lanosterol demethylation, which is mediated by fungal cytochrome P450 enzymes[1][2].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> Fungal
In Vitro	Voriconazole camphorsulfonate has great activity against S. apiospermum and C. neoformans with the MICs of 0.5 μg/mL and 0.125–0.25 μg/mL, respectively[1]. Voriconazole camphorsulfonate inhibits the cytochrome P450 (CYP)-dependent enzyme 14-alpha-sterol demethylase, thereby disrupting the cell membrane and halting fungal growth[2].
In Vivo	Voriconazole (5-20 mg/kg; p.o. for 21 days) camphorsulfonate prolongs survival in a dose-dependent fashion. Voriconazole (40 mg/kg/day) camphorsulfonate decreases the fungal burden in the lungs[3]. Animal Model: Male specific-pathogen-free BALB/cByJ mice[3] Dosage: 1, 5, 20 mg/kg/day Administration: P.o. once daily for 21 days Result: Improved survival in a dose-response fashion, with median survival times (MSTs) of 21, 28, and 35 days with doses of 1, 5, and 20 mg/kg, respectively.
References	[1]. Nickie D Greer. Voriconazole: the newest triazole antifungal agent.Proc (Bayl Univ Med Cent). 2003 Apr;16(2):241-8. [2]. Lesley J Scott, et al. Voriconazole : a review of its use in the management of invasive fungal infections.Drugs. 2007;67(2):269-98. [3]. A M Sugar,et al. Efficacy of voriconazole in treatment of murine pulmonary blastomycosis.Antimicrob Agents Chemother. 2001 Feb;45(2):601-4.

Molecular Formula	C₂₆H₃₀F₃N₅O₅S
Molecular Weight	581.607
Exact Mass	581.191956
PSA	156.54000
LogP	4.52730

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