(1R,2S)-N-benzyl-N-ethyl-2-(hydroxymethyl)-1-phenylcyclopropane-1-carboxamide

• ChemBase ID: 161440
• Molecular Formular: C20H23NO2
• Molecular Mass: 309.40212
• Monoisotopic Mass: 309.17287898
• SMILES: [C@]1(C[C@@H]1CO)(c1ccccc1)C(=O)N(CC)Cc1ccccc1
• Canonical SMILES: CCN(C(=O)[C@@]1(C[C@@H]1CO)c1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C20H23NO2/c1-2-21(14-16-9-5-3-6-10-16)19(23)20(13-18(20)15-22)17-11-7-4-8-12-17/h3-12,18,22H,2,13-15H2,1H3/t18-,20+/m1/s1
• InChIKey: SRPLDSLLBYXJSS-QUCCMNQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-N-benzyl-N-ethyl-2-(hydroxymethyl)-1-phenylcyclopropane-1-carboxamide
• IUPAC Traditional name: (1R,2S)-N-benzyl-N-ethyl-2-(hydroxymethyl)-1-phenylcyclopropane-1-carboxamide
• Synonyms: (1R-cis)-N-Benzyl-N-ethyl-2-(hydroxymethyl)-1-phenyl-cyclopropanecarboxamide; rac N-Benzyl-N-ethyl-2-(hydroxymethyl)-1-phenyl-cyclopropanecarboxamide

Database IDs

• PubChem SID: 162255575
• PubChem CID: 71313784

CALCULATED PROPERTIES

• Acid pKa: 15.421378
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.8962536
• LogD (pH = 7.4): 2.8962536
• Log P: 2.8962536
• Molar Refractivity: 92.016 cm^3
• Polarizability: 35.76231 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Clear Oil

DETAILS

Toronto Research Chemicals - B276410

Used in the preparation of a Milnacipran (M344600) metabolite.