2-chloro-N-[3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]acetamide

• ChemBase ID: 164079
• Molecular Formular: C19H22ClNO4
• Molecular Mass: 363.83528
• Monoisotopic Mass: 363.12373587
• SMILES: c1(ccccc1OC(c1ccccc1)C(O)CNC(=O)CCl)OCC
• Canonical SMILES: CCOc1ccccc1OC(c1ccccc1)C(CNC(=O)CCl)O
• InChI: InChI=1S/C19H22ClNO4/c1-2-24-16-10-6-7-11-17(16)25-19(14-8-4-3-5-9-14)15(22)13-21-18(23)12-20/h3-11,15,19,22H,2,12-13H2,1H3,(H,21,23)
• InChIKey: PPLKMZSFXPAVNG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]acetamide
• IUPAC Traditional name: 2-chloro-N-[3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]acetamide
• Synonyms: 2-Chloro-N-[3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]acetamide; (2RS,3RS)-1-Chloroacetylamino-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropane

Database IDs

• CAS Number: 93852-40-5
• PubChem SID: 162258214
• PubChem CID: 13479310

CALCULATED PROPERTIES

• Acid pKa: 12.968549
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.727823
• LogD (pH = 7.4): 2.727822
• Log P: 2.727823
• Molar Refractivity: 96.1251 cm^3
• Polarizability: 37.828453 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - C363325

An intermediate in the synthesis of Reboxetine (R142000).