1-{[2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole

• ChemBase ID: 167376
• Molecular Formular: C11H9F2N3O
• Molecular Mass: 237.2054664
• Monoisotopic Mass: 237.07136836
• SMILES: n1cncn1CC1(c2ccc(cc2F)F)CO1
• Canonical SMILES: Fc1ccc(c(c1)F)C1(CO1)Cn1cncn1
• InChI: InChI=1S/C11H9F2N3O/c12-8-1-2-9(10(13)3-8)11(5-17-11)4-16-7-14-6-15-16/h1-3,6-7H,4-5H2
• InChIKey: UIXQTZYZQHYHRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole
• IUPAC Traditional name: 1-{[2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1,2,4-triazole
• Synonyms: 1-[[2-(2,4-Difluorophenyl)oxiranyl]methyl]-1H-1,2,4-triazole; 2-(2,4-Difluorophenyl)-2,3-epoxy-1-(1H-1,2,4-triazol-1-yl)propane; 2-(2,4-Difluorophenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane; Fluconazole Epoxy Impurity; 1-[2-(2,4-Difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole

Database IDs

• PubChem SID: 162261509
• PubChem CID: 10130921

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4892683
• LogD (pH = 7.4): 1.4894956
• Log P: 1.4894985
• Molar Refractivity: 67.8152 cm^3
• Polarizability: 20.76121 Å^3
• Polar Surface Area: 43.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D446045

1-[2-(2,4-Difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole is an epoxy impurity of the antifungal agent Fluconazole (F421000).

REFERENCES

• Bourichi, H. et al.: STP Pharm. Prat., 18, 285 (2008)
• Dongre, V.G. et al.: J. Pharmac. Biomed. Anal., 42, 334 (2006):