CAS 188416-29-7

(±)-Voriconazole

Description:

(±)-Voriconazole is a triazole antifungal agent primarily used in the treatment of invasive fungal infections, particularly those caused by Aspergillus species and Candida. It functions by inhibiting the enzyme lanosterol 14α-demethylase, which is crucial for ergosterol synthesis in fungal cell membranes, thereby disrupting their integrity and function. This compound is characterized by its chiral nature, existing as a racemic mixture of two enantiomers, which contributes to its pharmacological properties. Voriconazole is typically administered orally or intravenously and exhibits a broad spectrum of antifungal activity. Its solubility in organic solvents and moderate lipophilicity facilitate its absorption and distribution in the body. The drug is metabolized primarily in the liver, with a significant role played by cytochrome P450 enzymes, leading to various metabolites. Voriconazole is also known for its potential side effects, including visual disturbances and hepatotoxicity, necessitating careful monitoring during treatment. Overall, its efficacy against resistant fungal strains makes it a critical option in antifungal therapy.

Formula: C₁₆H₁₄F₃N₅O

InChI: InChI=1/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+/s2

InChI key: InChIKey=BCEHBSKCWLPMDN-YOHDCIQFNA-N

SMILES: [C@@]([C@@H](C)C=1C(F)=CN=CN1)(CN2C=NC=N2)(O)C3=C(F)C=C(F)C=C3

Synonyms:

• (2R,3S/2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoro-4-pyrimidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• (±)-Voriconazole
• 4-Pyrimidineethanol, α-(2,4-difluorophenyl)-5-fluoro-β-methyl-α-(1H-1,2,4-triazol-1-ylmethyl)-, (R*,S*)-
• 4-Pyrimidineethanol, α-(2,4-difluorophenyl)-5-fluoro-β-methyl-α-(1H-1,2,4-triazol-1-ylmethyl)-, (αR,βS)-rel-
• Racemic Voriconazole
• rel-(αR,βS)-α-(2,4-Difluorophenyl)-5-fluoro-β-methyl-α-(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol

(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)

CAS: 188416-29-7

Formula: C₁₆H₁₄F₃N₅O

Purity: %

Color and Shape: Solid

Molecular weight: 349.3105

Ref: IN-DA00AOHK

(±)-Voriconazole

CAS: 188416-29-7

(±)-Voriconazole

Purity: 98%

Molecular weight: 349.31g/mol

Ref: 54-PC110423

(±)-Voriconazole-d3

CAS: 188416-29-7

Formula: C₁₆H₁₁D₃F₃N₅O

Color and Shape: Off-White Solid

Molecular weight: 352.34

Ref: 4Z-V-102

(±)-Voriconazole-d3(difluorophenyl-d3)

CAS: 188416-29-7

Purity: 98 atom % D

Molecular weight: 352.33

Ref: 3U-D7613

(±)-Voriconazole-13C-d3

CAS: 188416-29-7

Formula: C₁₅₁₃CH₁₁D₃F₃N₅O

Molecular weight: 353.33

Ref: 4Z-V-1045

(±)-Voriconazole

CAS: 188416-29-7

Formula: C₁₆H₁₄F₃N₅O

Molecular weight: 349.32

Ref: 4Z-V-1062

(±)-Voriconazole-d6

CAS: 188416-29-7

Formula: C₁₆H₈D₆F₃N₅O

Molecular weight: 355.35

Ref: 4Z-V-1043

(±)-Voriconazole

Controlled Product

CAS: 188416-29-7

Formula: C₁₆H₁₄F₃N₅O

Color and Shape: Neat

Molecular weight: 349.31

Ref: TR-V759995

(±)-Voriconazole

CAS: 188416-29-7

(±)-Voriconazole is an analog of voriconazole, which is a potent inhibitor of kinases that play a role in cancer cell growth and apoptosis. It has been shown to be effective against tumors in human and Chinese hamster cells. (±)-Voriconazole also inhibits angiotensin-converting enzyme (ACE), which may play a role in its anticancer activity. This drug has been found to have a low potential for toxicity and is well-tolerated by patients. It is excreted primarily through the urine and has been shown to be effective as an inhibitor of multiple kinases involved in cancer progression.

Formula: C₁₆H₁₄F₃N₅O

Purity: Min. 95%

Molecular weight: 349.31 g/mol

Ref: 3D-NHA41629