Fosravuconazole Explained

Tradename:Nailin
Atc Prefix:D01
Atc Suffix:BA03
Legal Status:Rx-only
Cas Number:351227-64-0
Pubchem:9807507
Unii:L4Q6O5430L
Kegg:D10762
Synonyms:BMS-379224; BFE-1224; E-1224
Stdinchi: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
Stdinchikey:SYTNEMZCCLUTNX-NPMXOYFQSA-N
Iupac Name:[(2''R'',3''R'')-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
C:23
H:20
F:2
N:5
O:5
P:1
S:1
Smiles:C[C@@H](c1nc(-c2ccc(C#N)cc2)cs1)[C@@](Cn1cncn1)(OCOP(=O)(O)O)c1ccc(F)cc1F

Fosravuconazole (trade name Nailin) is a triazole antifungal agent.[1] [2] In Japan, it is approved for the treatment of onychomycosis, a fungal infection of the nail.[3] It is a prodrug that is converted into ravuconazole.[1]

Drugs for Neglected Diseases Initiative (DNDi) and the Japanese pharmaceutical company Eisai found that fosravuconazole works as a treatment for mycetoma, 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 is itraconazole, which is much more expensive at about US$2,000 for a year than fosravuconazole and unaffordable, and not available in all endemic countries.[7]

Notes and References

  1. Yamaguchi H . Potential of Ravuconazole and its Prodrugs as the New OralTherapeutics for Onychomycosis . Medical Mycology Journal . 57 . 4 . E93–E110 . 2016 . 27904057 . 10.3314/mmj.16-00006 .
  2. Web site: Fosravuconazole - Seren Pharmaceuticals . Springer Nature Switzerland AG . Adis Insight .
  3. Oral Antifungal Agent Nailin Capsules 100 mg Approved in Japan . Eisai . January 19, 2018.
  4. Web site: 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. Eisai Co., Ltd.. 10 September 2015.
  6. World's first clinical trial for devastating fungal disease mycetoma shows efficacy of new, promising treatment . Drugs for Neglected Diseases initiative (DNDi) . 23 November 2023 .
  7. News: Johnson . Sarah . Cheap over-the-counter nail drug found to work on crippling flesh-eating disease . The Guardian . 23 November 2023 . 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'..