{[6-(benzyloxy)-1H-indol-3-yl]methyl}dimethylamine

• ChemBase ID: 161722
• Molecular Formular: C18H20N2O
• Molecular Mass: 280.3642
• Monoisotopic Mass: 280.15756327
• SMILES: CN(C)Cc1c[nH]c2c1ccc(OCc1ccccc1)c2
• Canonical SMILES: CN(Cc1c[nH]c2c1ccc(c2)OCc1ccccc1)C
• InChI: InChI=1S/C18H20N2O/c1-20(2)12-15-11-19-18-10-16(8-9-17(15)18)21-13-14-6-4-3-5-7-14/h3-11,19H,12-13H2,1-2H3
• InChIKey: ARPLSLHBKDIBNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[6-(benzyloxy)-1H-indol-3-yl]methyl}dimethylamine
• IUPAC Traditional name: {[6-(benzyloxy)-1H-indol-3-yl]methyl}dimethylamine
• Synonyms: (6-Benzyloxyindolyl)-N,N-dimethylmethylamine; N,N-dimethyl-6-(phenylmethoxy)-1H-indole-3-methanamine; NSC 92545; 6-Benzyloxygramine

Database IDs

• CAS Number: 57765-22-7
• PubChem SID: 162255857
• PubChem CID: 260808

CALCULATED PROPERTIES

• Acid pKa: 15.875267
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.2701164
• LogD (pH = 7.4): 1.7259041
• Log P: 3.5802064
• Molar Refractivity: 86.763 cm^3
• Polarizability: 34.789757 Å^3
• Polar Surface Area: 28.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Beige Waxy Solid
• Melting Point: 134-136°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B285960

A benzyloxyindole derivative as PPARγ agonist.

REFERENCES

• Nolte, R., et al.: Nature, 395, 137 (1998)
• Momose, Y., et al.: Chem. Pharm. Bull., 39, 1440 (1998)
• Henke, B., et al.: Bioorg. Med. Chem. Lett., 9, 3329 (1998)
• Henke, B., et al.: J. Med. Chem., 47, 4118 (1998)