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Fosravuconazole

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Fosravuconazole
Clinical data
Trade namesNailin
Other namesBMS-379224; BFE-1224; E-1224
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • [(2R,3R)-3-[4-(4-Cyanophenyl)-1,3-thiazol-2-yl]-2-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-yl)butan-2-yl]oxymethyl dihydrogen phosphate
CAS Number
PubChemCID
UNII
KEGG
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC23H20F2N5O5PS
Molar mass547.47 g·mol−1
3D model (JSmol)
  • C[C@@H](c1nc(-c2ccc(C#N)cc2)cs1)[C@@](Cn1cncn1)(OCOP(=O)(O)O)c1ccc(F)cc1F
  • InChI=1S/C23H20F2N5O5PS/c1-15(22-29-21(10-37-22)17-4-2-16(9-26)3-5-17)23(11-30-13-27-12-28-30,34-14-35-36(31,32)33)19-7-6-18(24)8-20(19)25/h2-8,10,12-13,15H,11,14H2,1H3,(H2,31,32,33)/t15-,23+/m0/s1
  • Key:SYTNEMZCCLUTNX-NPMXOYFQSA-N

Fosravuconazole (trade nameNailin) is atriazole antifungal agent.[1][2] In Japan, it is approved for the treatment ofonychomycosis, a fungal infection of the nail.[3] It is aprodrug that is converted intoravuconazole.[1]

Drugs for Neglected Diseases Initiative (DNDi) and the Japanese pharmaceutical companyEisai found that fosravuconazole works as a treatment formycetoma, a serious condition.[1][4][5] The Phase II clinical trial found that oral fosravuconazole was safe, patient-friendly, and effective in treating eumycetoma.[6][7] Eumycetoma mainly affects young adults in poorer, rural areas; the standard treatment isitraconazole, which is much more expensive at aboutUS$2,000 for a year than fosravuconazole and unaffordable, and not available in all endemic countries.[7]

References

[edit]
  1. ^abcYamaguchi H (2016)."Potential of Ravuconazole and its Prodrugs as the New OralTherapeutics for Onychomycosis".Medical Mycology Journal.57 (4):E93 –E110.doi:10.3314/mmj.16-00006.PMID 27904057.
  2. ^"Fosravuconazole - Seren Pharmaceuticals".Adis Insight. Springer Nature Switzerland AG.
  3. ^"Oral Antifungal Agent Nailin Capsules 100 mg Approved in Japan" (Press release). Eisai. January 19, 2018.
  4. ^"Fosravuconazole". Drugs for Neglected Diseases Initiative. 23 November 2023 [Project started in 2015; updated in 2023 with results of the Phase II clinical trial].
  5. ^"Drugs for Neglected Diseases initiative and Eisai Co., Ltd. to Test Drug Candidate for Eumycetoma" (Press release). Eisai Co., Ltd. 10 September 2015.
  6. ^"World's first clinical trial for devastating fungal disease mycetoma shows efficacy of new, promising treatment" (Press release). Drugs for Neglected Diseases initiative (DNDi). 23 November 2023.
  7. ^abJohnson, Sarah (23 November 2023)."Cheap over-the-counter nail drug found to work on crippling flesh-eating disease".The Guardian.The head of mycetoma at the DNDi labelled the discovery 'momentous', and said 'We were all very excited, it's going to be a gamechanger'.
Wall/
membrane
Ergosterol
inhibitors
Azoles (lanosterol 14α-
demethylase
inhibitors)
Imidazoles
Triazoles
Thiazoles
Polyene antimycotics
(ergosterol binding)
Squalene monooxygenase
inhibitors
Allylamines
Benzylamines
Others
β-glucan synthase
inhibitors
Intracellular
Pyrimidine analogues/
thymidylate synthase inhibitors
Mitotic inhibitors
Aminoacyl tRNA synthetase inhibitors
Others
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