T0070907
Item № 10026
CAS № 313516-66-4
Purity ≥98%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
1 mg $9.00 $0.00
5 mg $41.00 $0.00
10 mg $72.00 $0.00
50 mg $315.00 $0.00

Pricing updated 2015-09-02. Prices are subject to change without notice.

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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 (TZDs). TZDs are a group of structurally related synthetic PPARγ receptor agonists with antidiabetic actions in vivo.1,2 There are many PPARγ agonists, including 15-deoxy-Δ12,14-prostaglandin J2 and azelaoyl PAF, which are naturally derived.3,4 However, only a few antagonists have been reported.5 T0070907 is a potent and selective antagonist of the human PPARγ with an apparent IC50 of 1 nM for the binding inhibition of rosiglitazone, a reference TZD. T0070907 covalently binds to Cys313 of PPARγ, inducing conformational changes that block the recruitment of transcriptional cofactors to the PPARγ/RXR heterodimer.6

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Technical Information
Formal Name 2-​chloro-​5-​nitro-​N-​4-​pyridinyl-​benzamide
CAS Number 313516-66-4
Molecular Formula C12H8ClN3O3
Formula Weight 277.7
Purity ≥98%
Formulation A crystalline solid
λmax 257 nm
SMILES ClC1=CC=C([N+]​([O-]​)​=O)​C=C1C(NC2=CC=NC=C2)​=O
InChI Code ​1S/C12H8ClN3O3/c13-11-2-1-9(16(18)​19)​7-10(11)​12(17)​15-8-3-5-14-6-4-8/h1-7H,(H,14,15,17)​
InChI Key FRPJSHKMZHWJBE-UHFFFAOYSA-N

WARNING - This product is not for human or veterinary use.

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Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 179 Kb PDF

Download Safety Data Sheet (SDS) 24 Kb PDF

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Additional Information

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References & Background Reading
Product Description References

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. 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).

4. 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).

5. 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).

6. Lee, G., Elwood, F., McNally, J., et al. T0070907, a selective ligand for peroxisome proliferator-activated receptor γ, functions as an antagonist of biochemical and cellular activities. J Biol Chem 277(22) 19649-19657 (2002).

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