N-(2-{1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl}ethyl)(3,3,3-2H3)propanamide

• ChemBase ID: 177342
• Molecular Formular: C16H21NO2
• Molecular Mass: 259.34344
• Monoisotopic Mass: 259.15722892
• SMILES: c1c2c(c3c(c1)CCC3CCNC(=O)CC)CCO2
• Canonical SMILES: CCC(=O)NCCC1CCc2c1c1CCOc1cc2
• InChI: InChI=1S/C16H21NO2/c1-2-15(18)17-9-7-12-4-3-11-5-6-14-13(16(11)12)8-10-19-14/h5-6,12H,2-4,7-10H2,1H3,(H,17,18)
• InChIKey: YLXDSYKOBKBWJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-{1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl}ethyl)(3,3,3-^2H₃)propanamide
• IUPAC Traditional name: N-(2-{1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl}ethyl)(3,3,3-^2H₃)propanamide
• Synonyms: rac N-[[1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl]propanamide-d3; rac TAK-375-d3; rac Rozerem-d3; rac Ramelteon-d3

Database IDs

• PubChem SID: 164233252
• PubChem CID: 45040332

CALCULATED PROPERTIES

• Acid pKa: 15.82243
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5705578
• LogD (pH = 7.4): 2.5705583
• Log P: 2.5705583
• Molar Refractivity: 75.5185 cm^3
• Polarizability: 29.00936 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Ethanol; Methanol,
• Apperance: Off-White Solid
• Melting Point: 113-115°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R110052

Melatonin MT1/MT2 receptor agonist. Sedative, hypnotic.

REFERENCES

• Yukuhiro, N., et al.: Brain Res., 59, 1027 (2004)
• Cajochen, C., et al.: Curr. Opin. Invest. Drugs, 6, 114 (2004)
• Kato, K., et al.: Neuropharmacology, 48, 301 (2004)