4-[4-(diphenylmethoxy)piperidin-1-yl]-1-[4-(1-hydroxy-2-methylpropan-2-yl)phenyl]butan-1-one

• ChemBase ID: 170362
• Molecular Formular: C32H39NO3
• Molecular Mass: 485.65696
• Monoisotopic Mass: 485.29299411
• SMILES: c1ccc(cc1)C(c1ccccc1)OC1CCN(CC1)CCCC(=O)c1ccc(cc1)C(CO)(C)C
• Canonical SMILES: OCC(c1ccc(cc1)C(=O)CCCN1CCC(CC1)OC(c1ccccc1)c1ccccc1)(C)C
• InChI: InChI=1S/C32H39NO3/c1-32(2,24-34)28-17-15-25(16-18-28)30(35)14-9-21-33-22-19-29(20-23-33)36-31(26-10-5-3-6-11-26)27-12-7-4-8-13-27/h3-8,10-13,15-18,29,31,34H,9,14,19-24H2,1-2H3
• InChIKey: UDZUMQUGNZBRMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(diphenylmethoxy)piperidin-1-yl]-1-[4-(1-hydroxy-2-methylpropan-2-yl)phenyl]butan-1-one
• IUPAC Traditional name: 4-[4-(diphenylmethoxy)piperidin-1-yl]-1-[4-(1-hydroxy-2-methylpropan-2-yl)phenyl]butan-1-one
• Synonyms: 4-[4-(Diphenylmethoxy)-1-piperidinyl]-1-[4-(2-hydroxy-1,1-dimethylethyl)phenyl]-1-butanone; Hydroxy Ebastine

Database IDs

• CAS Number: 210686-41-2
• PubChem SID: 164226272
• PubChem CID: 11992145

CALCULATED PROPERTIES

• Acid pKa: 14.978137
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8555155
• LogD (pH = 7.4): 4.6156087
• Log P: 5.6822505
• Molar Refractivity: 147.1557 cm^3
• Polarizability: 57.41622 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Tan Solid
• Melting Point: 112-115°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H918700

A metabolite of Ebastine.

REFERENCES

• Hashizume, T., et al.: Drug Metab. Dispos., 29, 798 (2001)
• Hashizume, T., et al.: J. Pharmacol. Exp. Ther., 300, 298 (2001)
• Matsumoto, S., et al.: Xenobiotica, 33, 615 (2001)
• Chaikin, P., et al.: Br. J. Clin. Pharmacol., 59, 346 (2001)