3-[(1R,2R)-2-{[bis(2H3)methylamino]methyl}-1-hydroxycyclohexyl]phenol

• ChemBase ID: 166602
• Molecular Formular: C15H23NO2
• Molecular Mass: 249.34862
• Monoisotopic Mass: 249.17287898
• SMILES: C1CCC[C@@]([C@H]1CN(C)C)(c1cc(ccc1)O)O
• Canonical SMILES: CN(C[C@H]1CCCC[C@]1(O)c1cccc(c1)O)C
• InChI: InChI=1S/C15H23NO2/c1-16(2)11-13-6-3-4-9-15(13,18)12-7-5-8-14(17)10-12/h5,7-8,10,13,17-18H,3-4,6,9,11H2,1-2H3/t13-,15+/m1/s1
• InChIKey: UWJUQVWARXYRCG-HIFRSBDPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R,2R)-2-{[bis(^2H₃)methylamino]methyl}-1-hydroxycyclohexyl]phenol
• IUPAC Traditional name: 3-[(1R,2R)-2-{[bis(^2H₃)methylamino]methyl}-1-hydroxycyclohexyl]phenol
• Synonyms: cis-(+/-)-3-[2-[(Dimethylamino-d6)methyl]-1-hydroxycyclohexyl]phenol; cis-(+/-)-2-[(Dimethylamino-d6)methyl]-1-(m-hydroxyphenyl)cyclohexanol; O-Desmethyl Tramadol-d6

Database IDs

• PubChem SID: 162260735
• PubChem CID: 44407381

CALCULATED PROPERTIES

• Acid pKa: 9.616299
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.99180937
• LogD (pH = 7.4): 0.48243254
• Log P: 1.7186112
• Molar Refractivity: 73.7869 cm^3
• Polarizability: 28.921167 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 143-146°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D294742

A labelled metabolite of Tramadol, an analgesic.

REFERENCES

• Frink, M.C., et al.: Arzneim-Forsch., 46, 1029 (1996)