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

• ChemBase ID: 167250
• Molecular Formular: C14H21NO2
• Molecular Mass: 235.32204
• Monoisotopic Mass: 235.15722892
• SMILES: C1CCC[C@@]([C@H]1CNC)(c1cc(ccc1)O)O
• Canonical SMILES: CNC[C@H]1CCCC[C@]1(O)c1cccc(c1)O
• InChI: InChI=1S/C14H21NO2/c1-15-10-12-5-2-3-8-14(12,17)11-6-4-7-13(16)9-11/h4,6-7,9,12,15-17H,2-3,5,8,10H2,1H3/t12-,14+/m1/s1
• InChIKey: CJXNQQLTDXASSR-OCCSQVGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R,2R)-1-hydroxy-2-{[(^2H₃)methylamino]methyl}cyclohexyl]phenol
• IUPAC Traditional name: 3-[(1R,2R)-1-hydroxy-2-{[(^2H₃)methylamino]methyl}cyclohexyl]phenol
• Synonyms: rel-3-[(1R,2R)-1-Hydroxy-2-[(methyl-d3-amino)methyl]cyclohexyl]-phenol; cis-(+/-))-3-[1-Hydroxy-2-[(methyl-d3-amino)methyl]cyclohexyl]-phenol; Di-N,O-demethyltramadol-d3; rac N,O-Didesmethyl Tramadol-d3

Database IDs

• CAS Number: 1261398-22-4
• PubChem SID: 162261383
• PubChem CID: 49849457

CALCULATED PROPERTIES

• Acid pKa: 9.2225685
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.2842838
• LogD (pH = 7.4): -0.4221025
• Log P: 1.032377
• Molar Refractivity: 68.4922 cm^3
• Polarizability: 27.07731 Å^3
• Polar Surface Area: 52.49 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: 73-75°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D441222

A labelled metabolite of Tramadol.

REFERENCES

• Garrido, M., et al.: J. Pharmacol. Exp. Ther., 305, 710 (2003)
• Pedersen, R., et al.: Eur. J. Clin. Pharmacol., 62, 513 (2003)