2-[2-fluoro-4-(1H-1,2,4-triazol-1-yl)phenyl]-1,3-bis(1H-1,2,4-triazol-1-yl)(2H4)propan-2-ol

• ChemBase ID: 165567
• Molecular Formular: C15H14FN9O
• Molecular Mass: 355.3297632
• Monoisotopic Mass: 355.13053433
• SMILES: n1(CC(Cn2ncnc2)(c2ccc(cc2F)n2ncnc2)O)cncn1
• Canonical SMILES: Fc1cc(ccc1C(Cn1cncn1)(Cn1cncn1)O)n1cncn1
• InChI: InChI=1S/C15H14FN9O/c16-14-3-12(25-11-19-8-22-25)1-2-13(14)15(26,4-23-9-17-6-20-23)5-24-10-18-7-21-24/h1-3,6-11,26H,4-5H2
• InChIKey: MMBHIHSCHXTGOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-fluoro-4-(1H-1,2,4-triazol-1-yl)phenyl]-1,3-bis(1H-1,2,4-triazol-1-yl)(^2H₄)propan-2-ol
• IUPAC Traditional name: 2-[2-fluoro-4-(1,2,4-triazol-1-yl)phenyl]-1,3-bis(1,2,4-triazol-1-yl)(^2H₄)propan-2-ol
• Synonyms: α-[2-fluoro-4-(1H-1,2,4-triazol-1-yl)phenyl]-α-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-Triazole-1-ethanol-d4; Fluconazole USP Impurity B-d4; 4-Defluoro-4-(1H-1,2,4-triazol-1-yl) Fluconazole-d4

Database IDs

• PubChem SID: 162259700
• PubChem CID: 71315275

CALCULATED PROPERTIES

• Acid pKa: 12.779696
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.1830032
• LogD (pH = 7.4): -0.18245363
• Log P: -0.1824448
• Molar Refractivity: 114.5189 cm^3
• Polarizability: 33.493504 Å^3
• Polar Surface Area: 112.36 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D228852

Labelled analogue of 4-Defluoro-4-(1H-1,2,4-triazol-1-yl) Fluconazole, an impurity of the antifungal agent Fluconazole (F421000).

REFERENCES

• Ramesh, B. et al.: J. Pharm. Res., 4, 1401 (2011)
• Al-Rimawi, F.: Jor. J. Chem., 4, 357 (2011)