Efinaconazole , 10mMinDMSO , 164650-44-6

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

CAS NO.：164650-44-6

Empirical Formula: C18H22F2N4O

Molecular Weight: 348.39

MDL number: MFCD00936406

EINECS: 813-597-5

PRODUCT Properties

• Melting point: 192-195°C
• Boiling point: 512.2±60.0 °C(Predicted)
• Density: 1.26±0.1 g/cm3(Predicted)
• storage temp.: -20°C
• solubility: Chloroform (Slightly), Methanol (Slightly)
• pka: 12.11±0.29(Predicted)
• form: powder
• color: white to beige
• optical activity: [α]/D -85 to -95°, c = 1 in chloroform

Description and Uses

In October 2013, efinaconazole (also known as KP-103) was approved in Canada as a 10% topical solution for the treatment of onychomycosis. Like other azole antifungal agents, efinaconazole acts by disrupting fungal cell membranes through inhibition of sterol 14α-demethylase, an enzyme involved in the biosynthesis of ergosterol, which is a key component of the fungal cell membrane. Efinaconazole has potent antifungal activity against clinical isolates of dermatophytes, including Trichophyton mentagrophyes (MIC₈₀ =0.125 μg/mL) and Trichophyton rubrum (MIC₈₀ =0.25 μg/mL), as well as against Candida and Malassezia species. Unlike other antifungal agents, efinaconazole retains activity in the presence of keratin, indicating that more unbound drug is available at the site of action. Efinaconazole is efficacious in guinea-pig models of fungal infection. Efinaconazole is prepared by reaction of an epoxide intermediate with 4-methylenepiperidine.

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

Safety

• Symbol(GHS): GHS08
• Signal word: Warning
• Hazard statements: H361
• Precautionary statements: P201-P308+P313
• Hazardous Substances Data: 164650-44-6(Hazardous Substances Data)