methyl 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoate

• ChemBase ID: 168956
• Molecular Formular: C33H41NO4
• Molecular Mass: 515.68294
• Monoisotopic Mass: 515.3035588
• SMILES: c1c(ccc(c1)C(O)CCCN1CCC(CC1)C(O)(c1ccccc1)c1ccccc1)C(C(=O)OC)(C)C
• Canonical SMILES: COC(=O)C(c1ccc(cc1)C(CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O)O)(C)C
• InChI: InChI=1S/C33H41NO4/c1-32(2,31(36)38-3)26-18-16-25(17-19-26)30(35)15-10-22-34-23-20-29(21-24-34)33(37,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,35,37H,10,15,20-24H2,1-3H3
• InChIKey: GOUQSHOAAGQXNJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoate
• IUPAC Traditional name: methyl 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoate
• Synonyms: 4-[1-Hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-α,α-dimethylbenzeneacetic Acid Methyl Ester; Methyl 4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylphenylacetate; Fexofenadine Methyl Ester

Database IDs

• CAS Number: 154825-96-4
• PubChem SID: 162263088
• PubChem CID: 9936344

CALCULATED PROPERTIES

• Acid pKa: 13.195491
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.6124465
• LogD (pH = 7.4): 4.202737
• Log P: 5.8166957
• Molar Refractivity: 152.7537 cm^3
• Polarizability: 59.947235 Å^3
• Polar Surface Area: 70.0 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F322510

A novel intermediate of Fexofenadine (F322470).

REFERENCES

• McTavish, D., et al.: Drugs, 39, 552 (1990)
• Honig, P., et al.: Clin. Pharmacol. Ther., 52, 231 (1990)
• Yun, C., et al.: Drug Metab. Dispos., 21 403 (1990)