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pd_meltingpoint:127-130 °C
Appearance:cyrstalline solid
Purity:99%
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Voriconazole is cyrstalline solid, while it's Molecular Formula is C16H14F3N5O. Voriconazole is a triazole, antifungal agent that inhibits a broad range of pathogenic yeasts, including Candida (MIC = 0.03-8 μg/ml), and filamentous fungi such as Aspergillus, Scedosporium, and Fusarium. Its inhibitory action results from its ability to inhibit the synthesis of ergosterol, the major sterol of the fungal cell membrane.
The CAS number of Voriconazole is 137234-62-9.
More information of Voriconazole 137234-62-9 are:
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Synonyms |
4-Pyrimidineethanol, alpha-(2,4-difluorophenyl)-5-fluoro-beta-methyl-alpha-(1H-1,2,4-triazol-1-ylmethyl)-,(alphaR,betaS)-;DRG-0301;UK-109,496;UNII-JFU09I87TR;Vfend;VRC; |
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CAS Number |
137234-62-9 |
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Molecular Formula |
C16H14F3N5O |
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Molecular Weight |
349.315 |
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Density |
1.42 g/cm3 |
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Melting Point |
127-130 °C |
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Boiling Point |
508.6 °C at 760 mmHg |
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Flash Point |
261.4 °C |
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HS CODE |
29335990 |
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PSA |
76.72000 |
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LogP |
2.17690 |
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Pka |
11.54±0.29(Predicted) |
Voriconazole was introduced in the US for the treatment of acute invasive aspergillosis, candidosis and other emerging fungal infections seen in immuno compromised patients. It can be synthesized in 3 steps by reaction of readily available 6-( 1 -bromoethyl)-4-chloro-5 fluoropyrimidine with I-(2,4-difluorophenyl)-2-(1,2,4-triazol-I-yl) ethanone in the presence of zinc metal. The resulting racemic mixture was submitted to a reductive dechlorination step followed by resolution with (R)-camphorsulfonic acid. Voriconazole is structurally related to fluconazole (Pfizer, diflucan?) and acts by inhibiting the cytochrome P450- dependant enzyme 14a-sterol demethylase of ergosterol synthesis (thereby resulting in the formation of a cell membrane with abnormal characteristics and accumulation of toxic sterol intermediates). Voriconazole was more active than itraconazole and fluconazole against Cryptococcus neoformans and a variety of Candidas species such as C. albicans, C. glabrata C. krusei. It also exhibits similar or superior activity compared to amphotericin B and itraconazole against filamentous fungi such as Aspergillus, an important pathogen which is not susceptible to fluconazole. In clinical trials, voriconazole was effective in the treatment of neutropenic patients with acute invasive aspergillosis, non-neutropenic patients with chronic invasive aspergillosis and HIV patients with oropharyngeal candidiasis. Voriconazole is available as oral or intravenous formulations. Following oral administration, absorption is rapid and the bioavailability is greater than 80%. Voriconazole exhibits non linear pharmacokinetics, a large volume of distribution (2 L/Kg) and a relatively short half-life (6 h). It was extensively metabolized via hepatic cytochrome P450 and has a drug interactions potential similar to itraconazole. Voriconazole was generally well tolerated, the most common treatment-related adverse events were transient visual disturbances.
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
Articles related to Voriconazole:
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Article |
Source |
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Process development of voriconazole: A novel broad-spectrum triazole antifungal agent |
Butters, Mike,Ebbs, Julie,Green, Stuart P.,MacRae, Julie,Morland, Matthew C.,Murtiashaw, Charles W.,Pettman, Alan J. , p. 28 - 36 (2001) |
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Synthesis method of voriconazole and intermediate of voriconazole |
- Paragraph 0049; 0053-0058, (2020/02/14) |
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