An internal standard for the quantification of voriconazole
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Unlabeled Version(s)
15633Voriconazole
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Voriconazole-d3

Item No. 17803

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-4,4,4-d3-2-ol
CAS Number
1217661-14-7
Synonyms
  • VRC-d3
Molecular Formula
C16H11D3F3N5O
Formula Weight
352.3
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 20 mg/mlEthanol: 20 mg/ml
λmax
205, 255 nm
SMILES
FC1=CN=CN=C1[C@@H]([C@](O)(CN2N=CN=C2)C3=C(C=C(C=C3)F)F)C([2H])([2H])[2H]
InChi Code
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/i1D3
InChi Key
BCEHBSKCWLPMDN-QLWAGJNOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Voriconazole-d3 is intended for use as an internal standard for the quantification of voriconazole (Item No. 15633) by GC- or LC-MS. Voriconazole is a triazole antifungal agent and a derivative of fluconazole (Item No. 11594).1,2 It is active against a variety of yeast and fungi, including clinical isolates of A. flavus, A. fumigatus, F. oxysporum, F. solani, C. albicans, and C. neoformans (MICs = <0.03-16 µg/ml).1 Voriconazole is also active against 56 clinical isolates of fluconazole-resistant C. albicans (MICs = 0.015-8 µg/ml).2 It inhibits ergosterol biosynthesis in C. albicans, C. glabrata, A. fumigatus, and A. flavus (IC50s = 0.03-1 µg/ml).3 Voriconazole (10 mg/kg twice per day, i.v.) decreases the number of lung colony-forming units (CFUs), reduces alveolar collapse and lung inflammatory cell infiltration and necrosis, and increases survival in a rat model of invasive pulmonary aspergillosis.4 Formulations containing voriconazole have been used in the treatment of fungal infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Espinel-Ingroff, A. In vitro activity of the new triazole voriconazole (UK-109,496) against opportunistic filamentous and dimorphic fungi and common and emerging yeast pathogens. J. Clin. Microbiol. 36(1), 198-202 (1998).

    2. Cuenca-Estrella, M., Díaz-Guerra, T.M., Mellado, E., et al. Comparative in vitro activity of voriconazole and itraconazole against fluconazole-susceptible and fluconazole-resistant clinical isolates of Candida species from Spain. Eur. J. Clin. Microbiol. Infect. Dis. 18(6), 432-435 (1999).

    3. Munayyer, H.K., Mann, P.A., Chau, A.S., et al. Posaconazole is a potent inhibitor of sterol 14α-demethylation in yeasts and molds. Antimicrob. Agents Chemother. 48(10), 3690-3696 (2004).

    4. Zhang, M., Su, X., Sun, W.-K., et al. Efficacy of the combination of voriconazole and caspofungin in experimental pulmonary aspergillosis by different Aspergillus species. Mycopathologia 177(1-2), 11-18 (2014).