2-[4-(benzyloxy)-1H-indol-3-yl]acetonitrile

• ChemBase ID: 161720
• Molecular Formular: C17H14N2O
• Molecular Mass: 262.30586
• Monoisotopic Mass: 262.11061308
• SMILES: c1ccc2c(c1OCc1ccccc1)c(c[nH]2)CC#N
• Canonical SMILES: N#CCc1c[nH]c2c1c(ccc2)OCc1ccccc1
• InChI: InChI=1S/C17H14N2O/c18-10-9-14-11-19-15-7-4-8-16(17(14)15)20-12-13-5-2-1-3-6-13/h1-8,11,19H,9,12H2
• InChIKey: OCROQGOQZBRSBQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(benzyloxy)-1H-indol-3-yl]acetonitrile
• IUPAC Traditional name: 2-[4-(benzyloxy)-1H-indol-3-yl]acetonitrile
• Synonyms: 4-Benzyloxy-3-indoleacetonitrile; 4-(Phenylmethoxy)-1H-indole-3-acetonitrile; 4-Benzyloxyindole-3-acetonitrile

Database IDs

• CAS Number: 1464-11-5
• PubChem SID: 162255855
• PubChem CID: 11076248

CALCULATED PROPERTIES

• Acid pKa: 13.992716
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3345068
• LogD (pH = 7.4): 3.3345068
• Log P: 3.3345068
• Molar Refractivity: 78.5072 cm^3
• Polarizability: 31.219587 Å^3
• Polar Surface Area: 48.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DCM; Ethyl Acetate
• Apperance: Light Brown Solid

DETAILS

Toronto Research Chemicals - B285955

A tryptamine derivative, also an intermediate in the synthesis of the neurotransmitter agonist 4-Hydroxytryptamine Creatinine Sulfate

REFERENCES

• Salituro, F., et al.: J. Med. Chem., 35, 1791 (1992)
• Heinrich, T., et al.: Bioorg. Med.Chem.Lett., 14, 2681 (1992)