(1R,2S)-2-[(2H3)methylamino]-1-phenylpropan-1-ol

• ChemBase ID: 168030
• Molecular Formular: C10H15NO
• Molecular Mass: 165.2322
• Monoisotopic Mass: 165.11536411
• SMILES: c1cccc(c1)[C@H]([C@@H](NC)C)O
• Canonical SMILES: CN[C@H]([C@@H](c1ccccc1)O)C
• InChI: InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1
• InChIKey: KWGRBVOPPLSCSI-WPRPVWTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-2-[(^2H₃)methylamino]-1-phenylpropan-1-ol
• IUPAC Traditional name: (1R,2S)-2-[(^2H₃)methylamino]-1-phenylpropan-1-ol
• Synonyms: (αR)-,α-[(1S)-1-(Methylamino)ethyl]benzenemethanol-d3 Hemisulfate; (-)-erythro-1-Hydroxy-2-(methylamino)-1-phenylpropane-d3 Sulfate; (-)-Ephedrine-d3 Sulfate; (1R,2S)-1-Phenyl-2-methylaminopropanol-1-d3 Sulfate; Ephedrine Sulphate; Isofedrol; l-Ephedrine-d3 Sulfate; (1R,2S)-(-)-Ephedrine-d3 Sulfate; (-)-erythro-Ephedrine-d3 Sulfate

Database IDs

• PubChem SID: 162262162
• PubChem CID: 16213494

CALCULATED PROPERTIES

• Acid pKa: 13.889531
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.8580045
• LogD (pH = 7.4): -0.7786886
• Log P: 1.3178347
• Molar Refractivity: 49.6873 cm^3
• Polarizability: 19.85273 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E575012

Labeled analogue of (-)-erythro-Ephedrine Sulfate, the sulfate salt of the α- and β-adrenergic agonist Ephedrine. (-)-erythro-Ephedrine is a sympathomimetic amine with stimulant properties. (-)-erythro-Ephedrine Sulfate is a bronchodilator used in the tre

REFERENCES

• Familiar, R.G. et al.: J. Pharmac. Sci, 56, 768 (1967)
• Weinberger, M. et al.: J. Pediat., 84, 421 (1967)
• Vidrio, H. et al.: J. Pharmacol. Exp. Therap., 187, 308 (1967)