(1S,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride

• ChemBase ID: 178737
• Molecular Formular: C16H26ClNO2
• Molecular Mass: 299.83614
• Monoisotopic Mass: 299.16520676
• SMILES: C1CCC[C@]([C@H]1CN(C)C)(c1cc(ccc1)OC)O.Cl
• Canonical SMILES: COc1cccc(c1)[C@]1(O)CCCC[C@@H]1CN(C)C.Cl
• InChI: InChI=1S/C16H25NO2.ClH/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3;/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3;1H/t14-,16-;/m1./s1
• InChIKey: PPKXEPBICJTCRU-VNYZMKMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• IUPAC Traditional name: (1S,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• Synonyms: (1S,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Hydrochloride; trans-(-)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Hydrochloride,; (1S,2R)-Tramadol Hydrochloride

Database IDs

• CAS Number: 36474-71-2
• PubChem SID: 164234647
• PubChem CID: 23623939

CALCULATED PROPERTIES

• Acid pKa: 13.7952175
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.8504328
• LogD (pH = 7.4): 0.6215551
• Log P: 2.4498615
• Molar Refractivity: 78.2692 cm^3
• Polarizability: 30.83849 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T712550

A Tramadol(T712500) impurity classified as an analgesic.

REFERENCES

• Liu, H. et al.: Chirlality, 16, 112 (2004)
• Dray, A., et al.: J. Pharmacol. Exp. Ther., 231, 254(2004)
• Raffa, R.B., et al.: J. Pharmacol. Exp. Ther., 267, 331 (2004)