T0070907

Cayman Chemical Item Number 10026

(CAS 313516-66-4)

T0070907 (CAS 313516-66-4)

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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

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).

Formal Name 2-​chloro-​5-​nitro-​N-​4-​pyridinyl-​benzamide
CAS Number 313516-66-4
Molecular Formula C12H8ClN3O3
Formula Weight 277.7
Formulation A crystalline solid
Purity ≥98%
λmax 257 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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ClC1=CC=C([N+]​([O-]​)​=O)​C=C1C(NC2=CC=NC=C2)​=O
InCHI Code
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​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
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FRPJSHKMZHWJBE-UHFFFAOYSA-N

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T0070907 is available in the following screening library:

Size Price Quantity Subtotal
1 mg $9.00 $0.00
5 mg $41.00 $0.00
10 mg $72.00 $0.00
50 mg $315.00 $0.00
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Pricing updated 2014-04-16. Prices are subject to change without notice.

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