5-[(4-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

• ChemBase ID: 166220
• Molecular Formular: C20H16N2O5S2
• Molecular Mass: 428.48144
• Monoisotopic Mass: 428.05006362
• SMILES: c1(Oc2ccc(cc2)CC2C(=O)NC(=O)S2)ccc(cc1)CC1SC(=O)NC1=O
• Canonical SMILES: O=C1NC(=O)SC1Cc1ccc(cc1)Oc1ccc(cc1)CC1SC(=O)NC1=O
• InChI: InChI=1S/C20H16N2O5S2/c23-17-15(28-19(25)21-17)9-11-1-5-13(6-2-11)27-14-7-3-12(4-8-14)10-16-18(24)22-20(26)29-16/h1-8,15-16H,9-10H2,(H,21,23,25)(H,22,24,26)
• InChIKey: GEYIFUZAGWPGGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(4-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione
• IUPAC Traditional name: 5-[(4-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione
• Synonyms: Pioglitazone EP Impurity F; Des[(5-ethyl-2-pyridinyl)ethyl] Pioglitazone Dimer Ether Impurity

Database IDs

• PubChem SID: 162260353
• PubChem CID: 71315631

CALCULATED PROPERTIES

• Acid pKa: 6.3125563
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.358036
• LogD (pH = 7.4): 1.7758696
• Log P: 3.421694
• Molar Refractivity: 109.4878 cm^3
• Polarizability: 42.761204 Å^3
• Polar Surface Area: 101.57 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D289250

Pioglitazone impurity F per EP.