A PPARγ agonist
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Rosiglitazone (potassium salt)

Item No. 71742

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione, monopotassium salt
CAS Number
316371-84-3
Molecular Formula
C18H18N3O3S • K
Formula Weight
395.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: >25 mg/mlDMSO: >25 mg/mlDMSO:PBS (7.2 pH) (1:3): 500 µg/mlEthanol: 2 mg/mlH2O: 1 mg/ml
λmax
247 nm
SMILES
CN(CCOC1=CC=C(CC2SC([N-]C2=O)=O)C=C1)C3=NC=CC=C3.[K+]
InChi Code
InChI=1S/C18H19N3O3S.K/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;/h2-9,15H,10-12H2,1H3,(H,20,22,23);/q;+1/p-1
InChi Key
RWOGCLSZSSKLEN-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

    $68

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    50 mg

    $268

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    100 mg

    $469

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    Product Description

    Rosiglitazone is an agonist of peroxisome proliferator-activated receptor γ (PPARγ).1 It activates PPARγ1 and PPARγ2 in reporter assays (EC50s = 30 and 100 nM, respectively). Rosiglitazone selectively activates chimeras containing the ligand-binding domains (LBDs) of PPARγ over PPARα and PPARδ 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.2,3 It decreases hemoglobin A1c (HbA1c) and fasting blood glucose levels in a rat model of type 2 diabetes induced by streptozotocin (STZ; Item No. 13104) and a high-carbohydrate and high-fat diet when administered at a dose of 4 mg/kg.4 Formulations containing rosiglitazone have been used to improve glycemic control in the treatment of type 2 diabetes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lehmann, J.M., Moore, L.B., Smith-Oliver, T.A., et al. An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome proliferator-activated receptor γ (PPARγ). The Journal of Biological Chemisty 270(22), 12953-12956 (1995).

    2. Kim, J.-H., Lewin, T.M., and Coleman, R.A. Expression and characterization of recombinant rat Acyl-CoA synthetases 1, 4, and 5. Selective inhibition by triacsin C and thiazolidinediones. The Journal of Biological Chemisty 276(27), 24667-24673 (2001).

    3. Doll, S., Proneth, B., Tyurina, Y.Y., et al. ACSL4 dictates ferroptosis sensitivity by shaping cellular lipid composition. Nat. Chem. Biol. 13(1), 91-98 (2017).

    4. Zhou, J.Y., Zhou, S.W., Zhang, K.B., et al. Chronic effects of berberine on blood, liver glucolipid metabolism and liver PPARs expression in diabetic hyperlipidemic rats. Biol. Pharm. Bull. 31(6), 1169-1176 (2008).

    Product Citations

    Knoll, M., Winther, S., Natarajan, A., et al. SYK kinase mediates brown fat differentiation and activation. Nat. Commun. 8(1), 2115 (2017).