(5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentan-1-ol

• ChemBase ID: 166438
• Molecular Formular: C14H19F3N2O2
• Molecular Mass: 304.3080696
• Monoisotopic Mass: 304.13986252
• SMILES: c1cc(ccc1/C(=N/OCCN)/CCCCO)C(F)(F)F
• Canonical SMILES: NCCO/N=C(/c1ccc(cc1)C(F)(F)F)\CCCCO
• InChI: InChI=1S/C14H19F3N2O2/c15-14(16,17)12-6-4-11(5-7-12)13(3-1-2-9-20)19-21-10-8-18/h4-7,20H,1-3,8-10,18H2/b19-13+
• InChIKey: GCSLDHTZSDNYEC-CPNJWEJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentan-1-ol
• IUPAC Traditional name: (5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentan-1-ol
• Synonyms: (1E)-5-Hydroxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone O-(2-Aminoethyl)oxime; Fluvoxamino Acid; EP Impurity G; Desmethyl Fluvoxamine

Database IDs

• CAS Number: 192876-02-1
• PubChem SID: 162260571
• PubChem CID: 46781165

CALCULATED PROPERTIES

• Acid pKa: 16.918608
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.78957534
• LogD (pH = 7.4): 0.40444613
• Log P: 2.152193
• Molar Refractivity: 74.4459 cm^3
• Polarizability: 27.872149 Å^3
• Polar Surface Area: 67.84 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White to Beige Solid
• Melting Point: 74-76°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D291630

Major metabolite of Fluvoxamine (FLV).

REFERENCES

• Spigset, O., et al.: Eur. J. Clin. Pharmacol., 54, 943 (1999)
• Kunii, T., et al.: Ther. Drug Monit., 27, 349 (1999)
• Fukasawa, T., et al.: Ther. Drug Monit., 28, 308 (2006)