(1R,2R)-2-(aminomethyl)-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride

• ChemBase ID: 162261
• Molecular Formular: C14H22ClNO2
• Molecular Mass: 271.78298
• Monoisotopic Mass: 271.13390663
• SMILES: C1CCC[C@@]([C@H]1CN)(c1cc(ccc1)OC)O.Cl
• Canonical SMILES: NC[C@H]1CCCC[C@]1(O)c1cccc(c1)OC.Cl
• InChI: InChI=1S/C14H21NO2.ClH/c1-17-13-7-4-6-11(9-13)14(16)8-3-2-5-12(14)10-15;/h4,6-7,9,12,16H,2-3,5,8,10,15H2,1H3;1H/t12-,14+;/m1./s1
• InChIKey: AFFXUWQWSARNJX-OJMBIDBESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-2-(aminomethyl)-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• IUPAC Traditional name: (1R,2R)-2-(aminomethyl)-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• Synonyms: cis-(+/-)-2-Aminomethyl-1-(3-methoxyphenyl)cyclohexanol Hydrochloride; (1R,2R)-rel-2-(Aminomethyl)-1-(3-methoxyphenyl)-cyclohexanol Hydrochloride; rac N-Bisdesmethyl Tramadol, Hydrochloride

Database IDs

• CAS Number: 541505-91-3
• PubChem SID: 162256396
• PubChem CID: 71314061

CALCULATED PROPERTIES

• Acid pKa: 13.796064
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.368632
• LogD (pH = 7.4): -0.5727777
• Log P: 1.6342331
• Molar Refractivity: 68.1999 cm^3
• Polarizability: 27.150063 Å^3
• Polar Surface Area: 55.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 164-166°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B426130

A metabolite of Tramadol.

REFERENCES

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