2-methyl-2-[4-(4-{4-[(2H5)phenyl(phenyl)methoxy]piperidin-1-yl}butanoyl)phenyl]propanoic acid

• ChemBase ID: 163810
• Molecular Formular: C32H37NO4
• Molecular Mass: 499.64048
• Monoisotopic Mass: 499.27225867
• SMILES: c1ccc(cc1)C(c1ccccc1)OC1CCN(CC1)CCCC(=O)c1ccc(cc1)C(C)(C)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccc(cc1)C(=O)CCCN1CCC(CC1)OC(c1ccccc1)c1ccccc1)(C)C
• InChI: InChI=1S/C32H37NO4/c1-32(2,31(35)36)27-17-15-24(16-18-27)29(34)14-9-21-33-22-19-28(20-23-33)37-30(25-10-5-3-6-11-25)26-12-7-4-8-13-26/h3-8,10-13,15-18,28,30H,9,14,19-23H2,1-2H3,(H,35,36)
• InChIKey: XGHOVGYJHWQGCC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-2-[4-(4-{4-[(^2H₅)phenyl(phenyl)methoxy]piperidin-1-yl}butanoyl)phenyl]propanoic acid
• IUPAC Traditional name: 2-methyl-2-[4-(4-{4-[(^2H₅)phenyl(phenyl)methoxy]piperidin-1-yl}butanoyl)phenyl]propanoic acid
• Synonyms: 4-[4-[4-(Diphenylmethoxy-d5)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic Acid; Carebastine-d5

Database IDs

• PubChem SID: 162257945
• PubChem CID: 46780187

CALCULATED PROPERTIES

• Acid pKa: 3.745742
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.4220488
• LogD (pH = 7.4): 3.3956
• Log P: 3.4253953
• Molar Refractivity: 147.0982 cm^3
• Polarizability: 57.375984 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 72-74°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C183442

The active labelled carboxylic acid metabolite of Ebastine.

REFERENCES

• Chaikin, P., et al.: Br. J. Clin. Pharmacol., 59, 346 (2001)
• 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)