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

• ChemBase ID: 178795
• Molecular Formular: C16H25NO2
• Molecular Mass: 263.3752
• Monoisotopic Mass: 263.18852905
• SMILES: C1CCC[C@]([C@@H]1CN(C)C)(c1cc(ccc1)OC)O
• Canonical SMILES: COc1cccc(c1)[C@]1(O)CCCC[C@H]1CN(C)C
• InChI: InChI=1S/C16H25NO2/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/t14-,16+/m0/s1
• InChIKey: TVYLLZQTGLZFBW-GOEBONIOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 123134-25-8
• PubChem SID: 164234705
• PubChem CID: 667511

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

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Methanol
• Apperance: Clear Colourless Viscous Liquid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T712520

An analgesic.

REFERENCES

• Raffa, R.B., et al.: J. Pharmacol. Exp. Ther., 267, 331 (1993)