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Rosiglitazone

Item № 71740
CAS № 122320-73-4
Purity ≥98%
product image
                (CAS 122320-73-4)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     10 mg $28.00 0.00
     25 mg $59.00 0.00
     50 mg $105.00 0.00
     100 mg $160.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • BRL 49653

Rosiglitazone is a thiazolidinedione agonist of peroxisome proliferator-activated receptor γ (PPARγ) that binds to the ligand binding domain (LBD) of PPARγ with a Kd value of 43 nM.1 It selectively activates chimeras containing the LBDs of PPARγ over PPARα and PPARδ in a cell-based reporter assay when used at a concentration of 10 mM. Rosiglitazone also activates full-length PPARγ1 and PPARγ2 in a reporter assay (EC50s = 30 and 100 nM, respectively). It induces differentiation of C3H10T1/2 stem cells to adipocytes when used at a concentration of 1 μM. Rosiglitazone (4 mg/kg) 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/high-fat diet.2 It also inhibits increases in contusion volume, macrophage infiltration and activation of microglia, and expression of IL-6, MCP1, ICAM1, caspase-3, and Bax in mouse cerebral cortex in a model of traumatic brain injury induced by controlled cortical impact when administered at a dose of 6 mg/kg.3 Formulations containing rosiglitazone have been used to improve glycemic control in the treatment of type 2 diabetes.

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Technical Information
Formal Name
5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
CAS Number
122320-73-4
Synonyms
  • BRL 49653
Molecular Formula
C18H19N3O3S
Formula Weight
357.4
Purity
≥98%
Formulation
A crystalline solid
λmax
248, 311 nm
SMILES
O=C1NC(=O)C(S1)Cc1ccc(OCCN(C)c2ccccn2)cc1
InChI Code
InChI=1S/C18H19N3O3S/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)
InChI Key
YASAKCUCGLMORW-UHFFFAOYSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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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) J. Biol. Chem. 270(22), 12953-12956 (1995).

2. 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 Biological and Pharmaceutical Bullentin 31(6), 1169-1176 (2008).

3. Yi, J.-H., Park, S.-W., Brooks, N., et al. PPARγ agonist rosiglitazone is neuroprotective after traumatic brain injury via anti-inflammatory and anti-oxidative mechanisms Brain Res. 1244, 164-172 (2008).

Product Citations

Schaedlich, K., Gebauer, S., Hunger, L., et al. DEHP deregulates adipokine levels and impairs fatty acid storage in human SGBS-adipocytes Sci. Rep. 8(1), 3447 (2018).

Markussen, L.K., Isidor, M.S., Breining, P., et al. Characterization of immortalized human brown and white pre-adipocyte cell models from a single donor PLoS One 12(9), e0185624 (2017).

Change, Y.-C., Chen, Y.-J., Huang, C.-W., et al. Cyclic stretch facilitates myogenesis in C2C12 myoblasts and rescues thiazolidinedione-inhibited myotube formation Front. Bioeng. Biotechnol. 4(27), (2016).

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