Efinaconazole

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Efinaconazole.svg
Systematic (IUPAC) name
(2R,3R)-2-(2,4-Difluorophenyl)-3-(4-methylene-1-piperidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
Clinical data
Trade names Jublia, Clenafin
Licence data US FDA:link
Legal status
Routes of
administration
Topical
Pharmacokinetic data
Bioavailability Unknown oral
Identifiers
CAS Number 164650-44-6
ATC code D01AC19 (WHO)
PubChem CID: 489181
ChemSpider 428538
ChEBI CHEBI:82718 YesY
Chemical data
Formula C18H22F2N4O
Molecular mass 348.39 g/mol
  • C[C@H]([C@](CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O)N3CCC(=C)CC3
  • InChI=1S/C18H22F2N4O/c1-13-5-7-23(8-6-13)14(2)18(25,10-24-12-21-11-22-24)16-4-3-15(19)9-17(16)20/h3-4,9,11-12,14,25H,1,5-8,10H2,2H3/t14-,18-/m1/s1
  • Key:NFEZZTICAUWDHU-RDTXWAMCSA-N

Efinaconazole (trade names Jublia and Clenafin) is a triazole antifungal. It is approved for use in Canada and the USA as a 10% topical solution for the treatment of onychomycosis (fungal infection of the nail).[1][2] Efinaconazole acts as a 14α-demethylase inhibitor.[3][4]

In two clinical trials 17.8% and 15.2% of patients using Efinaconazole were cured, compared to 3.3% and 5.5% of patients using a placebo.[4]

Efinaconazole is not especially effective, but it is currently the best topical treatment available, with cure rates two or three times better than the next best topical treatment, ciclopirox. It is considered a reasonable options for patients with mild cases, or patients who can not take oral treatment.[5]

In 2014, the U.S. Food and Drug Administration (FDA) approved the New Drug Application (NDA) for Jublia, the "first topical triazole approved for the treatment of onychomycosis of the toenails."[6] According to Valeant Pharmaceuticals International Inc CEO J. Michael Pearson they acquired Jublia through their purchase of Dow Pharmaceutical Sciences in 2008.[6]

References

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