SML1244

Efinaconazole

≥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
• 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

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 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

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.

Safety Information

• Pictograms: GHS08
• Signal Word: Warning
• Hazard Codes: H361
• Precautionary Statements: 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): Not applicable