ethyl 3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}propanoate

• ChemBase ID: 168739
• Molecular Formular: C20H25NO3
• Molecular Mass: 327.4174
• Monoisotopic Mass: 327.18344367
• SMILES: n1cc(ccc1CCOc1ccc(cc1)CCC(=O)OCC)CC
• Canonical SMILES: CCOC(=O)CCc1ccc(cc1)OCCc1ccc(cn1)CC
• InChI: InChI=1S/C20H25NO3/c1-3-16-5-9-18(21-15-16)13-14-24-19-10-6-17(7-11-19)8-12-20(22)23-4-2/h5-7,9-11,15H,3-4,8,12-14H2,1-2H3
• InChIKey: PGOQCGKYYXPSDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}propanoate
• IUPAC Traditional name: ethyl 3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}propanoate
• Synonyms: Pioglitazone Impurity; 4-[2-(5-Ethyl-2-pyridinyl)ethoxy]benzenepropanoic Acid Ethyl Ester(Pioglitazone Impurity)

Database IDs

• CAS Number: 868754-42-1
• PubChem SID: 162262871
• PubChem CID: 29980032

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.82682
• LogD (pH = 7.4): 4.176619
• Log P: 4.183869
• Molar Refractivity: 94.2226 cm^3
• Polarizability: 36.882046 Å^3
• Polar Surface Area: 48.42 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E925585

Pioglitazone (P471000) impurity.

REFERENCES

• Tanis, S.P., et al.: J. Med. Chem., 39, 5053 (1999)