Rosiglitazone (maleate)

Rosiglitazone is an agonist of peroxisome proliferator-activated receptor gamma (PPARgamma). It activates PPARgamma1 and PPARgamma2 in reporter assays (EC50s = 30 and 100 nM, respectively). Rosiglitazone selectively activates chimeras containing the ligand-binding domains (LBDs) of PPARgamma over PPARalpha and PPARdelta in a cell-based reporter assay at 10 mM. It induces differentiation of C3H10T1/2 stem cells into adipocytes when used at a concentration of 1 µM. Rosiglitazone is also an inhibitor of long-chain acyl-CoA synthetase 4 (ACSL4, IC50 = 0.5 µM), inhibits RSL3-induced ferroptosis in Pfa1 cells and Pparg knockout (KO) cells, and increases survival in a Gpx4 KO mouse model of ferroptosis when used at a concentration of 0.0125 mg/ml in the drinking water. It decreases hemoglobin A1c (HbA1c) and fasting blood glucose levels in a rat model of type 2 diabetes induced by streptozotocin (STZ, Cay-13104) and a high-carbohydrate and high-fat diet when administered at a dose of 4 mg/kg. Formulations containing rosiglitazone have been used to improve glycemic control in the treatment of type 2 diabetes.Formal Name: 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione, (2Z)-2-butenedioate (1:1). CAS Number: 155141-29-0. Synonyms: BRL 49653C. Molecular Formula: C18H19N3O3S . C4H4O4. Formula Weight: 473.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMF:PBS (pH 7.2) (1:1): 0.5 mg/ml, DMSO: 3 mg/ml, Ethanol: 0.25 mg/ml. lambdamax: 315 nm. SMILES: CN(CCOC1=CC=C(CC2SC(NC2=O)=O)C=C1)C3=NC=CC=C3.O=C(O)/C=C\C(O)=O. InChi Code: InChI=1S/C18H19N3O3S.C4H4O4/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15,5-3(6)1-2-4(7)8/h2-9,15H,10-12H2,1H3,(H,20,22,23),1-2H,(H,5,6)(H,7,8)/b,2-1-. InChi Key: SUFUKZSWUHZXAV-BTJKTKAUSA-N.