2-(3-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoic acid

• ChemBase ID: 168954
• Molecular Formular: C32H39NO4
• Molecular Mass: 501.65636
• Monoisotopic Mass: 501.28790873
• SMILES: c1(cccc(c1)C(O)CCCN1CCC(CC1)C(O)(c1ccccc1)c1ccccc1)C(C)(C)C(=O)O
• Canonical SMILES: OC(=O)C(c1cccc(c1)C(CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O)O)(C)C
• InChI: InChI=1S/C32H39NO4/c1-31(2,30(35)36)28-16-9-11-24(23-28)29(34)17-10-20-33-21-18-27(19-22-33)32(37,25-12-5-3-6-13-25)26-14-7-4-8-15-26/h3-9,11-16,23,27,29,34,37H,10,17-22H2,1-2H3,(H,35,36)
• InChIKey: RYHUKJMCYGRCSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoic acid
• IUPAC Traditional name: 2-(3-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoic acid
• Synonyms: 3-[1-Hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-α,α-dimethylbenzeneacetic Acid; meta-Fexofenadine

Database IDs

• CAS Number: 479035-75-1
• PubChem SID: 162263086
• PubChem CID: 70925805

CALCULATED PROPERTIES

• Acid pKa: 4.1087823
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.928468
• LogD (pH = 7.4): 2.9338036
• Log P: 2.9388666
• Molar Refractivity: 147.9846 cm^3
• Polarizability: 57.84285 Å^3
• Polar Surface Area: 81.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F322480

A meta-isomeric impurity of Fexofenadine (F322470).

REFERENCES

• Radhakrishna, T. et al.: J. Pharmac. Biomed. Anal., 29, 681 (2002)
• B'Hymer, C.: J. Anal. Chem., 63, 376 (2002)