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Merck

SML1244

Efinaconazole

≥98% (HPLC), Sterol biosynthesis inhibitor, powder

Sinónimos:

(αR,βR)-, α-(2,4-Difluorophenyl)-β-methyl-4-methylene-α-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidineethanol, (2R,3R)-2-(2,4-Difluorophenyl)-3-(4-methylenepiperidin-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, KP-103

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Fórmula empírica (notación de Hill):
C18H22F2N4O
Número CAS:
Peso molecular:
348.39
UNSPSC Code:
51111800
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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Nombre del producto

Efinaconazole, ≥98% (HPLC)

Quality Segment

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -85 to -95°, c = 1 in chloroform

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

Fc1c(ccc(c1)F)[C@](O)([C@H](N3CCC(=C)CC3)C)C[n]2ncnc2

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

InChI key

NFEZZTICAUWDHU-RDTXWAMCSA-N

Application

Efinaconazole has been used as:
  • a topical anti-onychomycosis drug to determine its effects on Trichophyton rubrum and Trichophyton interdigitale
  • as an anti-fungal agent to study its permeability into the nail lysates
  • as an anti-fungal agent to study its effects on Candida africana and Candida dubliniensis

Biochem/physiol Actions

Efinaconazole exhibits its activity against pathogens such as Trichophyton mentagrophytes, Trichophyton rubrum, and Candida albicans. It is active against Candida sp. that cause nail and skin candidiasis. Efinaconazole is also effective against Malassezia sp. that causes tinea versicolor.
Efinaconazole is a triazole antifungal drug approved clinically for the treatment of nail fungus (Onychomycosis). It inhibits sterol biosynthesis by inhibition of cytochrome P450 14α-demethylase, an enzyme in the sterol biosynthesis pathway that leads from lanosterol to ergosterol. Efinaconazole has better nail penetration, so is more effective than other topical agents and as effective as oral medication for nail fungus.
Triazole antifungal; inhibitor of sterol biosynthesis


pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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