(2S,3R)-Efinaconazole
(2S,3R)-Efinaconazole is a stereoisomeric impurity of the antifungal drug Efinaconazole, specifically a diastereomer. It features a 2,4-difluorophenyl group, a 4-methylenepiperidine moiety, and a 1H-1,2,4-triazole ring attached to a butan-2-ol core. Its defining characteristic is the (2S) configuration at the tertiary alcohol-bearing carbon, contrasting with the (2R) configuration found in the parent API, while maintaining the (3R) configuration at the adjacent chiral center.
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Molecular Formula
C18H22F2N4O
Molecular Weight
348.4000
CAS Number
2055038-61-2
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PubChem CID
9819704 ↗
IUPAC Name
(2S,3R)-2-(2,4-Difluorophenyl)-3-(4-methylenepiperidin-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
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📝 Synonyms
2055038-61-2
(2S,3R)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidin-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
2S,3R-Efinaconazole
(2S,3R)-2-(2,4-Difluorophenyl)-3-(4-methylidenepiperidin-1-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol
Efinaconazole (SR) diastereomer
SCHEMBL18289601
PD132766
🔬 Chemical Identifiers
FC1=C(C=CC(=C1)F)[C@](CN1N=CN=C1)([C@@H](C)N1CCC(CC1)=C)O
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
NFEZZTICAUWDHU-KDOFPFPSSA-N
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