(1S,2R)-2-(dimethylamino)-1-phenylpropan-1-ol hydrochloride

• ChemBase ID: 173677
• Molecular Formular: C11H18ClNO
• Molecular Mass: 215.71972
• Monoisotopic Mass: 215.10769188
• SMILES: c1cccc(c1)[C@@H]([C@H](N(C)C)C)O.Cl
• Canonical SMILES: O[C@H]([C@H](N(C)C)C)c1ccccc1.Cl
• InChI: InChI=1S/C11H17NO.ClH/c1-9(12(2)3)11(13)10-7-5-4-6-8-10;/h4-9,11,13H,1-3H3;1H/t9-,11-;/m1./s1
• InChIKey: NTCYWJCEOILKNG-FOKYBFFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R)-2-(dimethylamino)-1-phenylpropan-1-ol hydrochloride
• IUPAC Traditional name: (1S,2R)-2-(dimethylamino)-1-phenylpropan-1-ol hydrochloride
• Synonyms: rac-Methyl Ephedrine Hydrochloride; (αS)-rel-α-[(1R)-1-(Dimethylamino)ethyl]benzenemethanol Hydrochloride; (+/-)-N-Methylephedrine Hydrochloride; dl-Methylephedrine Hydrochloride

Database IDs

• CAS Number: 18760-80-0
• PubChem SID: 164229587
• PubChem CID: 3041454

CALCULATED PROPERTIES

• Acid pKa: 13.882206
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.4248142
• LogD (pH = 7.4): 0.22741346
• Log P: 1.7008827
• Molar Refractivity: 54.982 cm^3
• Polarizability: 21.698908 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M304250

Ephedrine derivative for controlling respiratory tract goblet cell hyperplasia in respiratory diseases including infection and bronchitis.

REFERENCES

• Tan, Z., et al.: J. Therm. Anal., 45, 59 (1995)
• van Berkel, G., et al.: Anal. Chem., 76, 479 (1995)
• Di, Y., et al.: Chin. Phy., 17, 3276 (1995)