GW 9662

Cayman Chemical Item Number 70785

(CAS 22978-25-2)

GW 9662 (CAS 22978-25-2)

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Description

The peroxisome proliferator-activated receptor γ (PPARγ) is the nuclear receptor responsible for transducing the therapeutic activity of the thiazolidinediones. Thiazolidinediones are a group of structurally related synthetic PPARγ agonists with antidiabetic actions in vivo.1,2 Rosiglitazone (BRL 49653) is a prototypical thiazolidinedione and has served as a reference compound for this class.3 There are many PPARγ agonists, including 15-deoxy-Δ12,14-prostaglandin J2 and azelaoyl PAF, which are naturally derived.4,5 However, only a few antagonists have been reported.6 GW 9662 blocks the PPARγ-induced differentiation of monocytes to osteoclasts by >90% at a dose of 0.1 µM.6 It is therefore a much more potent antagonist than BADGE, which is another reported PPARγ antagonist.7

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 Maxey, K.M., Hessler, E., MacDonald, J., et al. The nature and composition of 15-deoxy-Δ12,14-PGJ2. Prostaglandins Other Lipid Mediat 62 15-21 (2000).

3 Wright, H.M., Clish, C.B., Mikami, T., et al. A synthetic antagonist for the peroxisome proliferator-activated receptor γ inhibits adipocyte differentiation. J Biol Chem 275 1873-1877 (2000).

4 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 12953-12956 (1995).

5 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).

6 Davies, S.S., Pontsler, A.V., Marathe, G.K., et al. Oxidized alkyl phospholipids are specific, high affinity peroxisome proliferator-activated receptor γ ligands and agonists. J Biol Chem 276 16015-16023 (2001).

7 Bendixen, A.C., Shevde, N.K., Dienger, K.M., et al. IL-4 inhibits osteoclast formation through a direct action on osteoclast precursors via peroxisome proliferator-activated receptor γ1. Proc Natl Acad Sci USA 98 2443-2448 (2001).

Formal Name 2-​chloro-​5-​nitrobenzanilide
CAS Number 22978-25-2
Molecular Formula C13H9ClN2O3
Formula Weight 276.7
Formulation A crystalline solid
Purity ≥98%
λmax 261 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(C1=CC([N+]​([O-]​)​=O)​=CC=C1Cl)​N([H]​)​C2=CC=CC=C2
InCHI Code
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​1S/C13H9ClN2O3/c14-12-7-6-10(16(18)​19)​8-11(12)​13(17)​15-9-4-2-1-3-5-9/h1-8H,(H,15,17)​
InCHI Key
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DNTSIBUQMRRYIU-UHFFFAOYSA-N

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GW 9662 is available in the following screening library:

Size Price Quantity Subtotal
1 mg $8.00 $0.00
5 mg $36.00 $0.00
10 mg $64.00 $0.00
50 mg $280.00 $0.00
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Pricing updated 2014-04-17. Prices are subject to change without notice.

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