2-[(1-benzylpiperidin-4-yl)(hydroxy)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

• ChemBase ID: 170414
• Molecular Formular: C24H29NO4
• Molecular Mass: 395.49136
• Monoisotopic Mass: 395.20965841
• SMILES: c1(c(cc2c(c1)C(=O)C(C2)C(C1CCN(CC1)Cc1ccccc1)O)OC)OC
• Canonical SMILES: COc1cc2c(cc1OC)CC(C2=O)C(C1CCN(CC1)Cc1ccccc1)O
• InChI: InChI=1S/C24H29NO4/c1-28-21-13-18-12-20(24(27)19(18)14-22(21)29-2)23(26)17-8-10-25(11-9-17)15-16-6-4-3-5-7-16/h3-7,13-14,17,20,23,26H,8-12,15H2,1-2H3
• InChIKey: QKRVJLPAJNHQKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1-benzylpiperidin-4-yl)(hydroxy)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
• IUPAC Traditional name: 2-[(1-benzylpiperidin-4-yl)(hydroxy)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one
• Synonyms: 2,3-Dihydro-2-[hydroxy[1-(phenylmethyl)-4-piperidinyl]methyl]-5,6-dimethoxy-1H-inden-1-one; 2-[(1-Benzylpiperidin-4-yl)hydroxymethyl]-5,6-dimethoxyindan-1-one; Hydroxy Donepezil(Mixture of Diastereomers)

Database IDs

• CAS Number: 197010-20-1
• PubChem SID: 164226324
• PubChem CID: 16063453

CALCULATED PROPERTIES

• Acid pKa: 14.378478
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.44141096
• LogD (pH = 7.4): 2.2153387
• Log P: 3.0550756
• Molar Refractivity: 113.5532 cm^3
• Polarizability: 44.109135 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941740

Hydroxy Donepezil is an impurity of Donepezil (D531750).

REFERENCES

• Pappa, H., et al.: J. Pharma. Biomed. Anal., 27, 177 (2002)