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

• ChemBase ID: 122524
• Molecular Formular: C16H26ClNO2
• Molecular Mass: 299.83614
• Monoisotopic Mass: 299.16520676
• SMILES: [C@]1([C@H](CN(C)C)CCCC1)(c1cc(OC)ccc1)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+;/m0./s1
• InChIKey: PPKXEPBICJTCRU-KUARMEPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• IUPAC Traditional name: (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol hydrochloride
• Synonyms: (1S,2S)-(-)-2-[(Dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Hydrochloride; (1S-cis)-2-[(Dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Hydrochloride; (-)-(1S,2S)-Tramadol Hydrochloride; E 381; (-)-Tramadol Hydrochloride; (1S,2S)-2-((dimethylamino)methyl)-1-(3-methoxyphenyl)cyclohexanol hydrochloride; Tramadol Hydrochloride

Database IDs

• CAS Number: 148229-78-1; 148229-79-2
• PubChem SID: 162216877
• PubChem CID: 10017651

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: Dichloromethane; Methanol; Water
• Apperance: White Solid
• Melting Point: 171-172°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

Pharmacology Properties

• Mechanism of Action: Mu-opioid receptor agonist and monoamine reuptake inhibitor

Product Information

• Salt Data: HCl
• Application(s): Analgesic

DETAILS

Toronto Research Chemicals - T712525

An analgesic. Used in the treatment of urinary incontinence.

REFERENCES

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