Efinaconazole
SIGMA/SML1244 - ≥98% (HPLC)
Synonym: (αR,βR)-, α-(2,4-Difluorophenyl)-β-methyl-4-methylene-α-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidineethanol; (2R,3R)
CAS Number: 164650-44-6
Empirical Formula (Hill Notation): C18H22F2N4O
Molecular Weight: 348.39
Linear Formula: C18H22F2N4O
Product Type: Chemical
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| assay | ≥98% (HPLC) |
| color | white to beige |
| form | powder |
| InChI | 1S/C18H22F2N4O/c1-13-5-7- |
| InChI key | NFEZZTICAUWDHU-RDTXWAMCSA |
| optical activity | [α]/D -85 to -95°, c = 1 in chloroform |
| Quality Level | 100  |
| SMILES string | Fc1c(ccc(c1)F)[C@](O)([C@ |
| solubility | DMSO: 20 mg/mL, clear |
| storage temp. | −20°C |
| 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. |
| 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. |
| Biochem/physiol Actions: | Triazole antifungal; inhibitor of sterol biosynthesis |
| Packaging: | 10, 50 mg in glass bottle |
| Symbol |  GHS08 |
| Signal word | Warning |
| Hazard statements | H361 |
| Precautionary statements | P201 - P308 + P313 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 51111800 |