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

• ChemBase ID: 161721
• Molecular Formular: C18H20N2O
• Molecular Mass: 280.3642
• Monoisotopic Mass: 280.15756327
• SMILES: c1ccc2c(c1OCc1ccccc1)c(c[nH]2)CN(C)C
• Canonical SMILES: CN(Cc1c[nH]c2c1c(ccc2)OCc1ccccc1)C
• InChI: InChI=1S/C18H20N2O/c1-20(2)12-15-11-19-16-9-6-10-17(18(15)16)21-13-14-7-4-3-5-8-14/h3-11,19H,12-13H2,1-2H3
• InChIKey: RRKLFSJBPYZCJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[4-(benzyloxy)-1H-indol-3-yl]methyl}dimethylamine
• IUPAC Traditional name: {[4-(benzyloxy)-1H-indol-3-yl]methyl}dimethylamine
• Synonyms: N,N-Dimethyl-4-(phenylmethoxy)-1H-indole-3-methanamine; 4-Benzyloxygramine

Database IDs

• CAS Number: 13523-95-0
• PubChem SID: 162255856
• PubChem CID: 13566979

CALCULATED PROPERTIES

• Acid pKa: 16.177814
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.3262001
• LogD (pH = 7.4): 1.8629856
• Log P: 3.5802064
• Molar Refractivity: 86.763 cm^3
• Polarizability: 34.79427 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: White Solid

DETAILS

Toronto Research Chemicals - B285958

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

REFERENCES

• Cassady, J., et al.: J. of Med. Chem., 17, 300, (1974)