5-(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-methyl-1H-indole

• ChemBase ID: 174313
• Molecular Formular: C29H25NO2
• Molecular Mass: 419.5143
• Monoisotopic Mass: 419.18852905
• SMILES: c1c(cc2c(c1)[nH]c(c2C)c1ccc(cc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: Cc1c([nH]c2c1cc(OCc1ccccc1)cc2)c1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C29H25NO2/c1-21-27-18-26(32-20-23-10-6-3-7-11-23)16-17-28(27)30-29(21)24-12-14-25(15-13-24)31-19-22-8-4-2-5-9-22/h2-18,30H,19-20H2,1H3
• InChIKey: KRIJKJMYOVWRSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-methyl-1H-indole
• IUPAC Traditional name: 5-(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-methyl-1H-indole
• Synonyms: 3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole

Database IDs

• CAS Number: 198479-63-9
• PubChem SID: 164230223
• PubChem CID: 3824745

CALCULATED PROPERTIES

• Acid pKa: 16.459694
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 7.286259
• LogD (pH = 7.4): 7.286259
• Log P: 7.286259
• Molar Refractivity: 129.351 cm^3
• Polarizability: 52.669094 Å^3
• Polar Surface Area: 34.25 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M326510

3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole is an intermediate of Bazedoxifene acetate (B129250).

REFERENCES

• Mahon, W., et al.: J. Pharmacol. Exp. Ther., 156, 178 (1967)
• Viswanathan, C., et al.: Bioorg. Med. Chem. Lett., 15, 3532 (1967)
• Viswanathan, C.L, et al.: Bioorg. Med. Chem., 14, 6581 (1967)