(1R,2R)-2-{[benzyl(methyl)amino]methyl}-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride

• ChemBase ID: 161644
• Molecular Formular: C22H30ClNO2
• Molecular Mass: 375.9321
• Monoisotopic Mass: 375.19650689
• SMILES: c1c(cccc1[C@]1(CCCC[C@@H]1CN(C)Cc1ccccc1)O)OC.Cl
• Canonical SMILES: COc1cccc(c1)[C@@]1(O)CCCC[C@@H]1CN(Cc1ccccc1)C.Cl
• InChI: InChI=1S/C22H29NO2.ClH/c1-23(16-18-9-4-3-5-10-18)17-20-11-6-7-14-22(20,24)19-12-8-13-21(15-19)25-2;/h3-5,8-10,12-13,15,20,24H,6-7,11,14,16-17H2,1-2H3;1H/t20-,22+;/m1./s1
• InChIKey: JTFWBVUPLSMPMJ-LBPAWUGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-2-{[benzyl(methyl)amino]methyl}-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• IUPAC Traditional name: (1R,2R)-2-{[benzyl(methyl)amino]methyl}-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• Synonyms: 1-(3-Methoxyphenyl)-2-[[methyl(phenylmethyl)amino]methyl]cyclohexanol, Hydrochloride; N-Benzyl-N-demethyltramadol hydrochloride; (1R,2R)-rel-1-(3-methoxyphenyl)-2-[[methyl(phenylmethyl)amino]methyl]cyclohexanol, Hydrochloride; cis-(+/-)-2-[(N-Benzyl-N-methyl)aminomethyl]-1-(3-methoxyphenyl)cyclohexanol, Hydrochloride

Database IDs

• CAS Number: 1018989-95-1
• PubChem SID: 162255779
• PubChem CID: 71313856

CALCULATED PROPERTIES

• Acid pKa: 13.795189
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.8372616
• LogD (pH = 7.4): 2.2425444
• Log P: 4.1743345
• Molar Refractivity: 102.8818 cm^3
• Polarizability: 40.4592 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 220-222°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B285675

A metabolite of Tramadol.

REFERENCES

• Lintz, V.W., et al.: Arzneim.-Forsch./Drug Res., 31, II, 11, 1932 (1981)