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

• ChemBase ID: 168749
• Molecular Formular: C28H31N3O3S
• Molecular Mass: 489.62904
• Monoisotopic Mass: 489.20861287
• SMILES: n1cc(ccc1CCOc1ccc(cc1)CC1C(=O)N(C(=O)S1)CCc1ccc(cn1)CC)CC
• Canonical SMILES: CCc1ccc(nc1)CCOc1ccc(cc1)CC1SC(=O)N(C1=O)CCc1ccc(cn1)CC
• InChI: InChI=1S/C28H31N3O3S/c1-3-20-5-9-23(29-18-20)13-15-31-27(32)26(35-28(31)33)17-22-7-11-25(12-8-22)34-16-14-24-10-6-21(4-2)19-30-24/h5-12,18-19,26H,3-4,13-17H2,1-2H3
• InChIKey: UICSFXCWECATJX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 952188-00-0
• PubChem SID: 162262881
• PubChem CID: 17756229

CALCULATED PROPERTIES

• Acid pKa: 18.37867
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 5.107814
• LogD (pH = 7.4): 5.570959
• Log P: 5.5798817
• Molar Refractivity: 138.5626 cm^3
• Polarizability: 53.921276 Å^3
• Polar Surface Area: 72.39 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Light Pink Solid
• Melting Point: 85-87°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E925750

Pioglitazone (P471000) impurity.

REFERENCES

• Tanis, S., et al.: J. Med. Chem., 39, 5053 (1996)
• Baldwin, S., et al.: J. Clin. Pharmacol., 48, 424 (1996)
• Cox, P., et al.: Drug Metab. Dispos., 28, 772 (1996)
• Radhakrishna, T., et al.: J. Pharm. Biomed. Anal., 29, 593 (1996)
• Richter, J., et al.: Pha