2-{4-[(4-chlorophenyl)(hydroxy)methyl]phenoxy}-2-methylpropanoic acid

• ChemBase ID: 168890
• Molecular Formular: C17H17ClO4
• Molecular Mass: 320.76748
• Monoisotopic Mass: 320.0815367
• SMILES: c1c(ccc(c1)C(c1ccc(cc1)OC(C)(C)C(=O)O)O)Cl
• Canonical SMILES: Clc1ccc(cc1)C(c1ccc(cc1)OC(C(=O)O)(C)C)O
• InChI: InChI=1S/C17H17ClO4/c1-17(2,16(20)21)22-14-9-5-12(6-10-14)15(19)11-3-7-13(18)8-4-11/h3-10,15,19H,1-2H3,(H,20,21)
• InChIKey: ASDCLYXOQCGHNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(4-chlorophenyl)(hydroxy)methyl]phenoxy}-2-methylpropanoic acid
• IUPAC Traditional name: 2-{4-[(4-chlorophenyl)(hydroxy)methyl]phenoxy}-2-methylpropanoic acid
• Synonyms: 2-[4-[(4-Chlorophenyl)hydroxymethyl]phenoxy]-2-methyl-propanoic Acid; Hydroxymethyl Fenofibric Acid; LF 2151; LF 433; Fenirofibrate

Database IDs

• CAS Number: 54419-31-7
• PubChem SID: 162263022
• PubChem CID: 68715

CALCULATED PROPERTIES

• Acid pKa: 3.4745092
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.8998557
• LogD (pH = 7.4): 0.5331803
• Log P: 3.916023
• Molar Refractivity: 83.7165 cm^3
• Polarizability: 32.808884 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 130-132°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F247700

A metabolite of Fenofibrate.

REFERENCES

• Pourbaix, S., et al.: Biochem. Pharmacol., 33, 3661 (1984)
• Weil, A., et al.: Drug Metab. Dispos., 16, 302 (1984)