(5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentanoic acid

• ChemBase ID: 169313
• Molecular Formular: C14H17F3N2O3
• Molecular Mass: 318.2915896
• Monoisotopic Mass: 318.11912707
• SMILES: c1cc(ccc1/C(=N/OCCN)/CCCC(=O)O)C(F)(F)F
• Canonical SMILES: NCCO/N=C(/c1ccc(cc1)C(F)(F)F)\CCCC(=O)O
• InChI: InChI=1S/C14H17F3N2O3/c15-14(16,17)11-6-4-10(5-7-11)12(19-22-9-8-18)2-1-3-13(20)21/h4-7H,1-3,8-9,18H2,(H,20,21)/b19-12+
• InChIKey: KUIZEDQDELAFQK-XDHOZWIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentanoic acid
• IUPAC Traditional name: (5E)-5-[(2-aminoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentanoic acid
• Synonyms: (E)-δ-[(2-Aminoethoxy)imino]-4-(trifluoromethyl)benzenepentanoic Acid; Fluvoxamine Acid

Database IDs

• CAS Number: 88699-91-6
• PubChem SID: 162263445
• PubChem CID: 46781630

CALCULATED PROPERTIES

• Acid pKa: 3.731849
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5385314E-4
• LogD (pH = 7.4): -7.6477387E-4
• Log P: 0.0041158963
• Molar Refractivity: 74.1826 cm^3
• Polarizability: 27.874935 Å^3
• Polar Surface Area: 84.91 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 186-189°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F603490

The major metabolite of Fluvoxamine.

REFERENCES

• Overmars, H., et al.: Eur. J. Drug Metab. Pharmacokinet., 8, 269 (1983)
• Benfield, P., et al.: Drugs, 32, 313 (1983)
• Perucca, E., et al.: Clin. Pharmacokinet., 27, 175 (1983)
• Jerling, M., et al.: Br. J. Clin. Pharmacol., 44, 447 (1983)