GW 0742

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Cat.No. 2229 - GW 0742 | C21H17F4NO3S2 | CAS No. 317318-84-6
Description: Highly selective, potent PPARδ agonist
Chemical Name: [4-[[[2-[3-Fluoro-4-(trifluoromethyl)phenyl]-4-methyl-5-thiazolyl]methyl]thio]-2-methylphenoxy]acetic acid
Purity: ≥98% (HPLC)
Datasheet
Citations (13)
Reviews
Literature

Biological Activity

Potent and highly selective PPARδ agonist. EC50 values are 0.001, 1.1 and 2 μM for transactivation of human PPARδ, -α, and -γ receptors respectively. Neuroprotective in rat cerebellar granule neuronal cultures after brief (12-hour) exposure but exhibits inherent toxicity after prolonged (48-hour) incubation. Increases rate of fatty acid oxidation and protects against ischemia/reperfusion injury in neonatal and adult cardiomyocytes.

Licensing Information

Sold for research purposes under agreement from GlaxoSmithKline

Compound Libraries

GW 0742 is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 471.49
Formula C21H17F4NO3S2
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 317318-84-6
PubChem ID 9934458
InChI Key HWVNEWGKWRGSRK-UHFFFAOYSA-N
Smiles CC1=C(CSC2=CC(C)=C(OCC(O)=O)C=C2)SC(=N1)C1=CC(F)=C(C=C1)C(F)(F)F

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 24.23 50
DMSO 48.5 100

Preparing Stock Solutions

The following data is based on the product molecular weight 471.49. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.12 mL 10.6 mL 21.21 mL
5 mM 0.42 mL 2.12 mL 4.24 mL
10 mM 0.21 mL 1.06 mL 2.12 mL
50 mM 0.04 mL 0.21 mL 0.42 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Sznaidman et al (2003) Novel selective small molecule agonists for peroxisome proliferator-activated receptor δ (PPARδ) - Synthesis and biological activity. Bioorg.Med.Chem.Lett. 13 1517 PMID: 12699745

Smith et al (2004) Effect of the peroxisome proliferator-activated receptor β activator GW0742 in rat cultured cerebellar granule neurons. J.Neurosci.Res. 77 240 PMID: 15211590

Yue et al (2008) In vivo activation of peroxisome proliferator-activayed receptor-δ protects the heart from ischemia/reperfusion injury in Zucker fatty rats. J.Pharm.Exp.Ther. 325 466


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Keywords: GW 0742, GW 0742 supplier, selective, potent, PPARδ, PPARdelta, agonists, Peroxisome, Proliferator-activating, Receptors, GW0742, GlaxoSmithKline, GSK, 2229, Tocris Bioscience

13 Citations for GW 0742

Citations are publications that use Tocris products. Selected citations for GW 0742 include:

Halstead et al (2017) Bladder-cancer-associated mutations in RXRA activate peroxisome proliferator-activated receptors to drive urothelial proliferation. Elife 6 PMID: 29143738

Wang et al (2017) Retinoic acid inhibits white adipogenesis by disrupting GADD45A-mediated Zfp423 DNA demethylation. J Mol Cell Biol 9 338 PMID: 28992291

Perez-Schindler et al (2014) The coactivator PGC-1α regulates skeletal muscle oxidative metabolism independently of the nuclear receptor PPARβ/δ in sedentary mice fed a regular chow diet. Diabetologia 57 2405 PMID: 25116175

Tsai et al (2014) Decrease of PPARδ in Type-1-Like Diabetic Rat for Higher Mortality after Spinal Cord Injury. PPAR Res 2014 456386 PMID: 24817882

Martín-Martín et al (2018) PPARδ Elicits Ligand-Independent Repression of Trefoil Factor Family to Limit Prostate Cancer Growth. Cancer Res 78 399 PMID: 29187400

Niu et al (2015) Development of PPAR-agonist GW0742 as antidiabetic drug: study in animals. Invest Ophthalmol Vis Sci 9 5625 PMID: 26508837

Hatano et al (2010) Murine atopic dermatitis responds to peroxisome proliferator-activated receptors α and β/δ (but not γ) and liver X receptor activators. PLoS One 125 160 PMID: 19818482

Batista et al (2012) Structural insights into human peroxisome proliferator activated receptor delta (PPAR-delta) selective ligand binding. PLoS One 7 e33643 PMID: 22606221

Tian et al (2012) PPARδ activation protects endothelial function in diabetic mice. Diabetes 61 3285 PMID: 22933110

Zhang (2017) PPARD is an Inhibitor of Cartilage Growth in External Ears Int J Biol Sci 13 669 PMID: 28539839

Qian et al (2015) Peroxisomes in Different Skeletal Cell Types during Intramembranous and Endochondral Ossification and Their Regulation during Osteoblast Differentiation by Distinct Peroxisome Proliferator-Activated Receptors. PLoS One 10 e0143439 PMID: 26630504

Teske et al (2014) Modulation of Transcription mediated by the Vitamin D Receptor and the Peroxisome Proliferator-Activated Receptor δ in the presence of GW0742 analogs. Drug Des Devel Ther 3 PMID: 25485183

Capozzi et al (2013) Peroxisome proliferator-activated receptor-β/δ regulates angiogenic cell behaviors and oxygen-induced retinopathy. J Allergy Clin Immunol 54 4197 PMID: 23716627


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