4-[1-(1-hydroxycyclohexyl)-2-(methylamino)ethyl]phenol

• ChemBase ID: 167258
• Molecular Formular: C15H23NO2
• Molecular Mass: 249.34862
• Monoisotopic Mass: 249.17287898
• SMILES: c1cc(ccc1C(C1(CCCCC1)O)CNC)O
• Canonical SMILES: CNCC(C1(O)CCCCC1)c1ccc(cc1)O
• InChI: InChI=1S/C15H23NO2/c1-16-11-14(12-5-7-13(17)8-6-12)15(18)9-3-2-4-10-15/h5-8,14,16-18H,2-4,9-11H2,1H3
• InChIKey: MMSWXJSQCAEDLK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[1-(1-hydroxycyclohexyl)-2-(methylamino)ethyl]phenol
• IUPAC Traditional name: 4-[1-(1-hydroxycyclohexyl)-2-(methylamino)ethyl]phenol
• Synonyms: 4-[1-(1-Hydroxycyclohexyl)-2-(methylamino)ethyl]phenol; rac N,O-Didesmethyl Venlafaxine

Database IDs

• CAS Number: 135308-74-6
• PubChem SID: 162261391
• PubChem CID: 3451347

CALCULATED PROPERTIES

• Acid pKa: 10.286884
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.9930219
• LogD (pH = 7.4): -0.10319282
• Log P: 1.7392237
• Molar Refractivity: 73.2472 cm^3
• Polarizability: 28.84519 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 164-165°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D441575

A metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor.

REFERENCES

• Klamerus, K., et al.: J. Clin. Pharmacol., 32, 716 (1992)
• Long, C., et al.: J. Anal. Tox., 21, 166 (1992)
• Rudaz, S., et al.: J. Pharm. Bio. Anal ., 23, 107 (2000)