3-amino-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol; methanesulfonic acid

• ChemBase ID: 160075
• Molecular Formular: C18H25NO6S
• Molecular Mass: 383.4592
• Monoisotopic Mass: 383.14025853
• SMILES: c1(ccccc1OC(c1ccccc1)C(O)CN)OCC.S(=O)(=O)(O)C
• Canonical SMILES: CS(=O)(=O)O.CCOc1ccccc1OC(c1ccccc1)C(CN)O
• InChI: InChI=1S/C17H21NO3.CH4O3S/c1-2-20-15-10-6-7-11-16(15)21-17(14(19)12-18)13-8-4-3-5-9-13;1-5(2,3)4/h3-11,14,17,19H,2,12,18H2,1H3;1H3,(H,2,3,4)
• InChIKey: YLWMFGZOMMEAOU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol; methanesulfonic acid
• IUPAC Traditional name: 3-amino-1-(2-ethoxyphenoxy)-1-phenylpropan-2-ol; methanesulfonic acid
• Synonyms: α-(Aminomethyl)-β-(2-ethoxyphenoxy)benzeneethanol Methanesulfonate; (2RS,3RS)-1-Amino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane Methanesulfonate Salt

Database IDs

• CAS Number: 93853-04-4
• PubChem SID: 162254210
• PubChem CID: 46780268

CALCULATED PROPERTIES

• Acid pKa: 13.721362
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.56760955
• LogD (pH = 7.4): 0.6359678
• Log P: 2.3716326
• Molar Refractivity: 81.9281 cm^3
• Polarizability: 32.628113 Å^3
• Polar Surface Area: 64.71 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 118-120°C

DETAILS

Toronto Research Chemicals - A608820

An intermediate in the synthesis of Reboxetine (R142000).

REFERENCES

• Melloni, P., et al.: Eur. J. Med. Chem., 19, 235 (1984)