5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]-3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}phenyl}methyl)-1,3-thiazolidine-2,4-dione

• ChemBase ID: 168748
• Molecular Formular: C34H35N3O4S
• Molecular Mass: 581.7244
• Monoisotopic Mass: 581.23482762
• SMILES: n1cc(ccc1CCOc1ccc(cc1c1ccc(cc1)OCCc1ncc(cc1)CC)CC1C(=O)NC(=O)S1)CC
• Canonical SMILES: CCc1ccc(nc1)CCOc1ccc(cc1)c1cc(ccc1OCCc1ccc(cn1)CC)CC1SC(=O)NC1=O
• InChI: InChI=1S/C34H35N3O4S/c1-3-23-5-10-27(35-21-23)15-17-40-29-12-8-26(9-13-29)30-19-25(20-32-33(38)37-34(39)42-32)7-14-31(30)41-18-16-28-11-6-24(4-2)22-36-28/h5-14,19,21-22,32H,3-4,15-18,20H2,1-2H3,(H,37,38,39)
• InChIKey: VWPCWJMGWMWSGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]-3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}phenyl}methyl)-1,3-thiazolidine-2,4-dione
• IUPAC Traditional name: 5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]-3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}phenyl}methyl)-1,3-thiazolidine-2,4-dione
• Synonyms: Pioglitazone EP Impurity G; 3-[2-[(5-Ethyl-2-pyridinyl)ethoxy]phenyl] Pioglitazone Impurity

Database IDs

• CAS Number: 952187-99-4
• PubChem SID: 162262880
• PubChem CID: 17756322

CALCULATED PROPERTIES

• Acid pKa: 6.697649
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 6.099836
• LogD (pH = 7.4): 6.008348
• Log P: 6.449823
• Molar Refractivity: 165.2653 cm^3
• Polarizability: 65.475006 Å^3
• Polar Surface Area: 90.41 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E925740

Pioglitazone impurity G per EP.

REFERENCES

• Richter, J., et al.: Pharmazie, 62, 580 (2007)