2-[(8S)-1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl]ethan-1-amine

• ChemBase ID: 166657
• Molecular Formular: C13H17NO
• Molecular Mass: 203.28018
• Monoisotopic Mass: 203.13101417
• SMILES: c1c2c(c3c(c1)CC[C@H]3CCN)CCO2
• Canonical SMILES: NCC[C@@H]1CCc2c1c1CCOc1cc2
• InChI: InChI=1S/C13H17NO/c14-7-5-10-2-1-9-3-4-12-11(13(9)10)6-8-15-12/h3-4,10H,1-2,5-8,14H2/t10-/m0/s1
• InChIKey: BFNUHWYOQCGTCA-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(8S)-1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl]ethan-1-amine
• IUPAC Traditional name: 2-[(8S)-1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl]ethanamine
• Synonyms: (S)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine Hydrochloride; Despropionyl Ramelteon Hydrochloride; 6,7,8,9-Tetrahydro-1H-imidazo[4,5-h]isoquinoline Hydrochloride

Database IDs

• CAS Number: 196597-80-5
• PubChem SID: 162260790
• PubChem CID: 10856581

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.96856534
• LogD (pH = 7.4): -0.44050157
• Log P: 2.0511758
• Molar Refractivity: 61.4478 cm^3
• Polarizability: 23.73681 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - D297275

Ramelteon (R110051) intermediate.

Toronto Research Chemicals - T293720

A series of 7,8-fused heterocyclic tetrahydroisoquinolines were prepared and tested as inhibitors of rabbit adrenal phenylethanolamine-N-methyltransferase (PNMT).

REFERENCES

• Fourmaintraux, E., et al.: Bioorg. Med. Chem., 6, 9 (1998)
• Paul, P., et al.: J. Pharmacol. Exp. Ther., 290, 334 (1998)
• Nosjean, O., et al.: J. Biol. Chem., 275, 31311 (1998)
• Girard, G.R., et al.: J. Med. Chem., 32, 1566 (1989)