2-[(4-methoxyphenoxycarbonyl)({4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}methyl)amino]acetic acid

• ChemBase ID: 174860
• Molecular Formular: C29H28N2O7
• Molecular Mass: 516.54182
• Monoisotopic Mass: 516.18965125
• SMILES: c1(ccc(cc1)CN(C(=O)Oc1ccc(cc1)OC)CC(=O)O)OCCc1nc(oc1C)c1ccccc1
• Canonical SMILES: COc1ccc(cc1)OC(=O)N(Cc1ccc(cc1)OCCc1nc(oc1C)c1ccccc1)CC(=O)O
• InChI: InChI=1S/C29H28N2O7/c1-20-26(30-28(37-20)22-6-4-3-5-7-22)16-17-36-24-10-8-21(9-11-24)18-31(19-27(32)33)29(34)38-25-14-12-23(35-2)13-15-25/h3-15H,16-19H2,1-2H3,(H,32,33)
• InChIKey: IRLWJILLXJGJTD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-methoxyphenoxycarbonyl)({4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}methyl)amino]acetic acid
• IUPAC Traditional name: muraglitazar
• Synonyms: N-[(4-Methoxyphenoxy)carbonyl]-N-[[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]methyl]glycine; BMS 298585; Pargluva; Muraglitazar

Database IDs

• CAS Number: 331741-94-7
• PubChem SID: 164230770
• PubChem CID: 206044

CALCULATED PROPERTIES

• Acid pKa: 3.185523
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.497472
• LogD (pH = 7.4): 1.3422444
• Log P: 4.790608
• Molar Refractivity: 149.0346 cm^3
• Polarizability: 54.105328 Å^3
• Polar Surface Area: 111.33 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 123-125°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M796500

It is a peroxisome proliferator-activated receptor (PPAR) α/γ dual agonist.

REFERENCES

• Barlocco, D., et al.: Curr. Opin. Invest. Drugs, 6, 427 (2005)
• Devasthale, P.V., et al.: J. Med. Chem., 48, 2248 (2005)
• Kendall, D.M., et al.: Diabetes care, 29, 1016 (2005)