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

• ChemBase ID: 67229
• Molecular Formular: C17H24ClNO3
• Molecular Mass: 325.83036
• Monoisotopic Mass: 325.14447131
• SMILES: C1(=O)C(Cc2cc(c(cc12)OC)OC)CC1CCNCC1.Cl
• Canonical SMILES: COc1cc2c(cc1OC)CC(C2=O)CC1CCNCC1.Cl
• InChI: InChI=1S/C17H23NO3.ClH/c1-20-15-9-12-8-13(7-11-3-5-18-6-4-11)17(19)14(12)10-16(15)21-2;/h9-11,13,18H,3-8H2,1-2H3;1H
• InChIKey: WOZXDQQCMZIQEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-dimethoxy-2-[(piperidin-4-yl)methyl]-2,3-dihydro-1H-inden-1-one hydrochloride; 5,6-dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one hydrochloride
• IUPAC Traditional name: 5,6-dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydroinden-1-one hydrochloride
• Synonyms: 2,3-Dihydro-5,6-dimethoxy-2-(4-piperidinylmethyl)-1H-inden-1-one Hydrochloride; 4-[(5,6-Dimethoxy-1-oxoindan-2-yl)methyl]piperidine Hydrochloride; 5,6-Dimethoxy-2-[(4-piperidinyl)methyl]-1-indanone Hydrochloride; Desbenzyl Donepezil Hydrochloride; 5,6-Dimethoxy-2-(4-piperidinylmethyl)-1-indanone hydrochloride

Database IDs

• CAS Number: 120013-39-0
• MDL Number: MFCD09033179
• PubChem SID: 162032965
• PubChem CID: 14553606

CALCULATED PROPERTIES

• Acid pKa: 17.022167
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.1285146
• LogD (pH = 7.4): -0.6065441
• Log P: 2.100412
• Molar Refractivity: 82.2074 cm^3
• Polarizability: 32.05508 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 258-260°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 97%; 98%

DETAILS

Toronto Research Chemicals - D288775

An impurity of Donepezil (D531750).

REFERENCES

• Dickinson, R., et al.: J. Pharmacol. Exp. Ther., 211, 583 (1979)
• Bartus, R., et al.: Science, 217, 408 (1979)
• Canfell, P., et al.: Drug Metab. Dispos., 14, 703 (1979)
• Chung, B., et al.: Xenobiotica, 24, 451 (1979)