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

• ChemBase ID: 167669
• Molecular Formular: C15H21NO2
• Molecular Mass: 247.33274
• Monoisotopic Mass: 247.15722892
• SMILES: c1c(cc2c(c1)CC[C@H]2CCNC(=O)CC)OC
• Canonical SMILES: CCC(=O)NCC[C@@H]1CCc2c1cc(OC)cc2
• InChI: InChI=1S/C15H21NO2/c1-3-15(17)16-9-8-12-5-4-11-6-7-13(18-2)10-14(11)12/h6-7,10,12H,3-5,8-9H2,1-2H3,(H,16,17)/t12-/m0/s1
• InChIKey: BURWKXUNJOXCGV-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 178678-16-5
• PubChem SID: 162261802
• PubChem CID: 9816335

CALCULATED PROPERTIES

• Acid pKa: 15.883004
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5306695
• LogD (pH = 7.4): 2.53067
• Log P: 2.53067
• Molar Refractivity: 72.2089 cm^3
• Polarizability: 27.975836 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D449315

Intermediate in the production of Ramelteon.

REFERENCES

• Uchikawa, O., et al.: J. Med. Chem., 45, 4222 (2002)
• Tarui, N., et al.: Biosci.,Biotechnol., Biochem., 66, 464 (2002)