N-{2-[(1E)-6-methoxy-2,3-dihydro-1H-inden-1-ylidene]ethyl}propanamide

• ChemBase ID: 167667
• Molecular Formular: C15H19NO2
• Molecular Mass: 245.31686
• Monoisotopic Mass: 245.14157885
• SMILES: c1c(cc2c(c1)CC/C/2=C\CNC(=O)CC)OC
• Canonical SMILES: CCC(=O)NC/C=C/1\CCc2c1cc(OC)cc2
• InChI: InChI=1S/C15H19NO2/c1-3-15(17)16-9-8-12-5-4-11-6-7-13(18-2)10-14(11)12/h6-8,10H,3-5,9H2,1-2H3,(H,16,17)/b12-8+
• InChIKey: VQMLNKJTLJWZSE-XYOKQWHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[(1E)-6-methoxy-2,3-dihydro-1H-inden-1-ylidene]ethyl}propanamide
• IUPAC Traditional name: N-{2-[(1E)-6-methoxy-2,3-dihydroinden-1-ylidene]ethyl}propanamide
• Synonyms: N-[(2E)-2-(2,3-Dihydro-6-methoxy-1H-inden-1-ylidene)ethyl]propanamide; (E)-N-[2-(2,3-Dihydro-6-methoxy-1H-inden-1-ylidene)ethyl]propanamide

Database IDs

• CAS Number: 196597-82-7
• PubChem SID: 162261800
• PubChem CID: 11086040

CALCULATED PROPERTIES

• Acid pKa: 15.659396
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.419731
• LogD (pH = 7.4): 2.4197311
• Log P: 2.4197311
• Molar Refractivity: 72.9049 cm^3
• Polarizability: 27.80987 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale-Brown Solid

DETAILS

Toronto Research Chemicals - D449305

Intermediate in the preparation of Ramelteon.

REFERENCES

• Fukatsu, K., et al.: J. Med. Chem., 45, 4212 (2002)