1-[1-(4-methoxyphenyl)-2-[(2H3)methylamino]ethyl]cyclohexan-1-ol

• ChemBase ID: 166610
• Molecular Formular: C16H25NO2
• Molecular Mass: 263.3752
• Monoisotopic Mass: 263.18852905
• SMILES: c1cc(ccc1C(C1(CCCCC1)O)CNC)OC
• Canonical SMILES: CNCC(C1(O)CCCCC1)c1ccc(cc1)OC
• InChI: InChI=1S/C16H25NO2/c1-17-12-15(16(18)10-4-3-5-11-16)13-6-8-14(19-2)9-7-13/h6-9,15,17-18H,3-5,10-12H2,1-2H3
• InChIKey: MKAFOJAJJMUXLW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[1-(4-methoxyphenyl)-2-[(^2H₃)methylamino]ethyl]cyclohexan-1-ol
• IUPAC Traditional name: 1-[1-(4-methoxyphenyl)-2-[(^2H₃)methylamino]ethyl]cyclohexan-1-ol
• Synonyms: 1-[1-(4-Methoxyphenyl)-2-(methyl-d3-amino)ethyl]cyclohexanol; Norvenlafaxine-d3; rac N-Desmethyl Venlafaxine-d3

Database IDs

• PubChem SID: 162260743
• PubChem CID: 45038903

CALCULATED PROPERTIES

• Acid pKa: 14.420572
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.84841603
• LogD (pH = 7.4): 0.03040756
• Log P: 2.3554747
• Molar Refractivity: 77.7295 cm^3
• Polarizability: 30.762257 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Tetrahydrofuran
• Apperance: White Solid
• Melting Point: 74-76°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D296497

A labelled metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant.

REFERENCES

• Kelsey, J., et al.: J. Clin. Psychopharmacol., 16, 21 (1996)
• Long, C., et al.: J. Anal. Toxicol., 21, 166 (1996)
• Deecher, D., et al.: J. Pharmacol. Exp. Ther., 318, 657 (2006)