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Cat. Number
702020338384262
Chemical Name
Rosiglitazone
CAS Number
122320-73-4
Qty 1
10mg
Qty 2
100mg
Appearance
A crystalline solid
Synonym
BRL 49653

5-​[[4-​[2-​(methyl-​2-​pyridinylamino)ethoxy]phenyl]methyl]-​2,​4-​thiazolidinedione
References
Molecular Formula C18H19N3O3S
Formula Weight 357.4
Purity >98%
λmax 248, 311 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
O=C1NC(=O)​C(S1)​Cc1ccc(OCCN(C)​c2ccccn2)​cc1

 

Description

Thiazolidinediones (TZDs) are a group of structurally related peroxisome proliferator-activated receptor γ (PPARγ) agonists with antidiabetic actions in vivo.1,2 Rosiglitazone (BRL 49653) is a prototypical TZD and has served as a reference compound for this class.3 Rosiglitazone is a potent and selective PPARγ ligand. It binds to the PPARγ ligand-binding domain with a Kd of 43 nM.3 It activates luciferase-based expression constructs PPARγ1 and PPARγ2 with EC50 values of approximately 30 nM and 100 nM, respectively.3 Rosiglitazone is active in vivo as a antidiabetic agent in the ob/ob mouse model, and has been used as an oral hypoglycemic agent in the treatment of Type II diabetes in humans for many years.

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).

2 Cantello, B.C.C., Cawthorne, M.A., Cottam, G.P., et al. [[ω-(Heterocyclylamino)alkoxy]benzyl]-2,4-thiazolidinediones as potent antihyperglycemic agents. J Med Chem 37 3977-3985 (1994).

3 Lehmann, J.M., Moore, L.B., Smith-Oliver, T.A., et al. An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome proliferator-acivated receptor γ (PPARγ). J Biol Chem 270 12953-12956 (1995).

 

 

 

 

 

 

 

 
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