ethyl 2-phenyl-2-[(E)-(phenylmethylidene)amino]acetate

• ChemBase ID: 161600
• Molecular Formular: C17H17NO2
• Molecular Mass: 267.32238
• Monoisotopic Mass: 267.12592879
• SMILES: c1ccc(cc1)/C=N/C(C(=O)OCC)c1ccccc1
• Canonical SMILES: CCOC(=O)C(c1ccccc1)/N=C/c1ccccc1
• InChI: InChI=1S/C17H17NO2/c1-2-20-17(19)16(15-11-7-4-8-12-15)18-13-14-9-5-3-6-10-14/h3-13,16H,2H2,1H3/b18-13+
• InChIKey: LOPYPCFPVBVOPQ-QGOAFFKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-phenyl-2-[(E)-(phenylmethylidene)amino]acetate
• IUPAC Traditional name: ethyl 2-phenyl-2-[(E)-(phenylmethylidene)amino]acetate
• Synonyms: α-[(Phenylmethylene)amino]benzeneacetic Acid Ethyl Ester; N-Benzylidene-DL-phenylglycine Ethyl Ester

Database IDs

• CAS Number: 77290-52-9
• PubChem SID: 162255735
• PubChem CID: 10400779

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.838267
• LogD (pH = 7.4): 3.8391888
• Log P: 3.8392005
• Molar Refractivity: 79.556 cm^3
• Polarizability: 30.61846 Å^3
• Polar Surface Area: 38.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - B279550

Intermediate in the preparation of Trimebutine metabolites.

REFERENCES

• Cereda, E., et al.: Eur. J. Med. Chem., 29, 411 (1994)