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Ravuconazole

CAS No.
170864-29-6
Chemical Name:
Ravuconazole
Synonyms
rac-Ravuconazole;Ravuconazole USP/EP/BP;Benzonitrile, 4-[2-[2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]-
CBNumber:
CB3970649
Molecular Formula:
C22H17F2N5OS
Molecular Weight:
437.47
MDL Number:
MFCD09837767
MOL File:
170864-29-6.mol
MSDS File:
SDS
Last updated:2025-02-23 21:28:46

Ravuconazole Properties

Melting point 148-151°C
storage temp. -20°C Freezer
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color Off-White
FDA UNII 95YH599JWV
NCI Dictionary of Cancer Terms ravuconazole
NCI Drug Dictionary ravuconazole

Ravuconazole Chemical Properties, Uses, Production

Description

Ravuconazole belongs to a group of ‘‘second generation’’ triazoles; developed to overcome limitations, drug resistance, and drug interactions of the earlier triazoles. Formerly BMS-207147 and ER-30346, it was discovered by Eisai Co. Ltd. in Japan, developed by Bristol-Myers Squibb, and is now held again by Eisai. It is structurally related to fluconazole and voriconazole but, like isavuconazole, has a long half-life.

Chemical Properties

Off-White Solid

Uses

Ergosterol biosynthesis inhibitor. Antifungal.

Antimicrobial activity

The primary mode of action of ravuconazole is by inhibition of cytochrome P450 14a-demethylase, an enzyme in the sterol biosynthesis pathway. It is most potent against Candida spp. but has a broader spectrum of activity than fluconazole and itraconazole. It also has activity against Cryptococcus neoformans, Aspergillus fumigatus, dermatophytes, and dematiaceous fungi with limited activity against Sporothrix schenckii, Pseudallescheria boydii, Scedosporium apiospermum, Fusarium spp., and Zygomycetes. It is currently undergoing phase II clinical trials.

Biological Activity

In animal models, the oral bioavailability of ravuconazole ranged from 48% to 74%. The presence of food enhanced absorption, with a 2- to 4-fold increase in bioavailability when administered with a high-fat meal. Ravuconazole had a long serum elimination half-life ranging from 3.9 to 202 hours. Protein binding was high at 95.8% to 98%.

Mechanism of action

As with the other azoles, ravuconazole inhibits the P450-dependent enzyme lanosterol 14-a demethylase, resulting in depletion of ergosterol and the accumulation of 14-a demethylated precursors. This interferes with the function of ergosterol in fungal membranes and breaks down the integrity of the membranes.

Toxicology

For doses o2.5 mg/kg/day in human volunteers, there has been minimal hepatotoxicity and nephrotoxicity. Headache and abdominal pain were most frequently reported, followed by diarrhea, pruritus, and rash. No side-effects have been noted in rats and dogs treated with ravuconazole for a week. There are still ongoing clinical trials assessing the tolerability of this drug in both the oral and parenteral formulations.

Drug interactions

Ravuconazole may have a lower potential for drug interactions as it is a less-potent inhibitor of CYP3A4 than voriconazole; however, no information is available about interaction with other liver cytochrome enzymes such as CYP2C9 or 2C19. One clinical trial of ravuconazole in subjects with oral candidiasis and HIV found that rifampicin reduced ravuconazole levels by over 50%.

170862-37-0
20099-89-2
170864-29-6
Synthesis of Ravuconazole from 1H-1,2,4-Triazole-1-butanethioamide, β-(2,4-difluorophenyl)-β-hydroxy-α-methyl- and 4-(2-Bromoacetyl)benzonitrile

Ravuconazole Preparation Products And Raw materials

Raw materials

Preparation Products

Ravuconazole Suppliers

Global Suppliers ( 35)
Supplier Tel Email Country ProdList Advantage
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Capot Chemical Co.,Ltd. +86-(0)57185586718 +86-13336195806 sales@capot.com China 29626 60
Nanjing crow LuNing pharmaceutical technology co., LTD 13382066392 CHINA 4851 58
Shaanxi Dideu Medichem Co. Ltd +86-29-81139210 +86-17392587031 1059@dideu.com China 9885 58
Shaanxi Dideu Medichem Co. Ltd 029-81024372 17792795018 1053@dideu.com China 9999 58
Wuhan Yingnuo Pharmaceutical Technology Co., Ltd. +86-027-59232304 15387063101 1276242629@qq.com China 9977 58
Olix ( Hubei) Pharmaceutical Technology Co., Ltd 17316404525 17316404525 209533805@qq.com China 9769 58
Shaanxi Dideu New Materials Co. Ltd 18192503167 1036@dideu.com China 13339 58

View Latest Price from Ravuconazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ravuconazole pictures 2026-06-30 Ravuconazole
170864-29-6
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
  • Ravuconazole pictures
  • Ravuconazole
    170864-29-6
  • $0.00
  • 99%
  • Shaanxi Dideu New Materials Co. Ltd
Benzonitrile, 4-[2-[2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]- Ravuconazole USP/EP/BP rac-Ravuconazole 170864-29-6 C22H13D4F2N5OS Aromatics Chiral Reagents Heterocycles Inhibitors Intermediates & Fine Chemicals Isotope Labelled Compounds Pharmaceuticals