N-{2-[(1S)-5-bromo-6-methoxy-2,3-dihydro-1H-inden-1-yl]ethyl}propanamide

• ChemBase ID: 162835
• Molecular Formular: C15H20BrNO2
• Molecular Mass: 326.2288
• Monoisotopic Mass: 325.06774089
• SMILES: c1(c(cc2c(c1)CC[C@H]2CCNC(=O)CC)OC)Br
• Canonical SMILES: CCC(=O)NCC[C@@H]1CCc2c1cc(OC)c(c2)Br
• InChI: InChI=1S/C15H20BrNO2/c1-3-15(18)17-7-6-10-4-5-11-8-13(16)14(19-2)9-12(10)11/h8-10H,3-7H2,1-2H3,(H,17,18)/t10-/m0/s1
• InChIKey: ABLCLDGSSBMYHP-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[(1S)-5-bromo-6-methoxy-2,3-dihydro-1H-inden-1-yl]ethyl}propanamide
• IUPAC Traditional name: N-{2-[(1S)-5-bromo-6-methoxy-2,3-dihydro-1H-inden-1-yl]ethyl}propanamide
• Synonyms: N-[2-[(1S)-5-Bromo-2,3-dihydro-6-methoxy-1H-inden-1-yl]ethyl]propanamide; (S)-N-[2-(5-Bromo-2,3-dihydro-6-methoxy-1H-inden-1-yl)ethyl]propanamide

Database IDs

• CAS Number: 19597-83-8
• PubChem SID: 162256970
• PubChem CID: 11012817

CALCULATED PROPERTIES

• Acid pKa: 14.902045
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.299422
• LogD (pH = 7.4): 3.2994225
• Log P: 3.2994225
• Molar Refractivity: 79.8317 cm^3
• Polarizability: 30.748764 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
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B683510

Intermediate in the production of Ramelteon.

REFERENCES

• Uchikawa, O., et al.: J. Med. Chem., 45, 4222 (2002)