Key Documents

View All Documentation

SML1244

Efinaconazole

Name: Efinaconazole
Brand: SIGMA

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

Synonym(s):

(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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₂F₂N₄O

CAS Number:

164650-44-6

Molecular Weight:

348.39

UNSPSC Code:

51111800

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

Efinaconazole, ≥98% (HPLC)

Quality Segment

100

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

Description

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

GHS08

signalword

Warning

hcodes

H361

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c