2-[4-(benzyloxy)-1H-indol-3-yl]-N,N-dimethyl-2-oxoacetamide

• ChemBase ID: 161795
• Molecular Formular: C19H18N2O3
• Molecular Mass: 322.35782
• Monoisotopic Mass: 322.13174245
• SMILES: c1cc(c2c(c1)[nH]cc2C(=O)C(=O)N(C)C)OCc1ccccc1
• Canonical SMILES: O=C(C(=O)c1c[nH]c2c1c(ccc2)OCc1ccccc1)N(C)C
• InChI: InChI=1S/C19H18N2O3/c1-21(2)19(23)18(22)14-11-20-15-9-6-10-16(17(14)15)24-12-13-7-4-3-5-8-13/h3-11,20H,12H2,1-2H3
• InChIKey: PBWXUCRHDILBKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(benzyloxy)-1H-indol-3-yl]-N,N-dimethyl-2-oxoacetamide
• IUPAC Traditional name: 2-[4-(benzyloxy)-1H-indol-3-yl]-N,N-dimethyl-2-oxoacetamide
• Synonyms: N,N-Dimethyl-α-oxo-4-(phenylmethoxy)-1H-indole-3-acetamide; 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide

Database IDs

• CAS Number: 52061-51-5
• PubChem SID: 162255930
• PubChem CID: 10870979

CALCULATED PROPERTIES

• Acid pKa: 12.611524
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7964609
• LogD (pH = 7.4): 2.7964582
• Log P: 2.7964609
• Molar Refractivity: 92.0336 cm^3
• Polarizability: 36.279293 Å^3
• Polar Surface Area: 62.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B286395

Intermediate in the preparation of many pharmaceutically active indole derivatives.

REFERENCES

• Sard, H., et al.: Bioorg. Med. Chem. Lett., 15, 4555 (2005)