Pioglitazone (potassium salt)

• CAT Number: R042230
• CAS Number: 1266523-09-4
• Molecular Formula: C19H19N2O3S • K
• Molecular Weight: 394.5
• Purity: ≥95%
• Storage: -20°C
• InChI: InChI=1S/C19H20N2O3S.K/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17;/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23);/q;+1/p-1
• InChIKey: YRUUYXLNBAJFIM-UHFFFAOYSA-M
• SMILES: CCC1=CC=C(CCOC2=CC=C(CC(C3=O)SC([N-]3)=O)C=C2)N=C1.[K+]

Thiazolidinediones (TZDs) are a group of structurally related PPARγ agonists with anti-<wbr></wbr>diabetic actions in vivo. Rosiglitazone (BRL49653) is a prototypical TZD and has served as a reference compound for this class of PPARγ ligands. Pioglitazone is a closely related TZD which also selectively activates PPARγ-<wbr></wbr>1. Pioglitazone is about one tenth as potent as rosiglitazone, with an EC50 of about 500-<wbr></wbr>600 nM for both human and murine PPARγ. In a transactivation assay using COS-<wbr></wbr>1 cells transfected with full length human PPARα and RXRα, pioglitazone and rosiglitazone exhibit low level activation of PPARα at 1 µM and 5.4-<wbr></wbr> and 4.2-<wbr></wbr>fold activation, respectively, at a concentration of 10 µM.

Reference

1.Willson, T.M.,Cobb, J.E.,Cowan, D.J., et al. The structure-activity relationship between peroxisome proliferator-activated receptor γ agonism and the antihyperglycemic activity of thiazolidinediones. J. Med. Chem. 39, 665-668 (1996).