Ravuconazole
- Product Name
- 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
- Formula Weight
- 437.47
- MOL File
- 170864-29-6.mol
Ravuconazole Property
- Melting point:
- 148-151°C
- storage temp.
- -20°C Freezer
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Off-White
Ravuconazole Chemical Properties,Usage,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%.
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View Lastest Price from Ravuconazole manufacturers
- Product
- Ravuconazole 170864-29-6
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.9%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-06-24