GW501516
- CAS No.
- Chemical Name:
- GW501516
- Synonyms
- GW501516;2-METHYL-4-((4-METHYL-2-(4-TRIFLUOROMETHYLPHENYL)-1,3-THIAZOL-5-YL)-METHYLSULFANYL)PHENOXY-ACETIC ACID
- CBNumber:
- CB6465728
- Molecular Formula:
- C21H20F3NO3S2
- Molecular Weight:
- 455.51
- MDL Number:
- MFCD06411419
- MOL File:
- Mol file
Melting point | 134 - 144°C |
---|---|
storage temp. | Refrigerator |
solubility | DMSO (Slightly), Methanol (Slightly) |
form | Solid |
color | White to Pale Yellow |
FDA UNII | 7I2HA1NU22 |
GW501516 Chemical Properties,Uses,Production
Uses
An experimental drug meant to control lipids and increase the level of HDL, or good cholesterol, in the bloodstream.A cell-permeable, thiazolyl compound that acts as a potent, high affinity, PPARδ agonist. Exhibits selectivity for PPARδ compared to PPARα and PPARγ. Does not exibit any activity against other nuclear or non-nuclear receptors. Reported to increase cholesterol efflux and ABAC1 expression in macrophages, fibroblasts, and intestinal cells. GW 501516 has been found to enhance endurance in mice without any training.
Biological Activity
GW 501516 is shown to be the most potent and selective PPARα agonists known with an EC50 of 1.1 nM against PPARα and 1000-fold selectivity over the other human subtypes, PPARα and-γ. GW 501516 exerts anti-inflammatory effects in mouse cultured proximal tubular (mProx) cells. GW 501516 inhibits palmitate- and TNFα-induced increases in MCP-1 mRNA expression in a dose-dependent manner.
Synthesis
Add Cs2CO3
(3.25 g, 10.0 mmol), followed by the chloromethylthiazole (2.60 g) to a
stirred solution of 4-mercapto-2-methylphenol (1.40 g) in CH3CN (80
mL). Stir the reaction mixture at room temperature for 4 hours. Add Cs2CO3
(4.89 g, 15.0 mmol), followed by methyl bromoacetate (1.23 mL, 13.0
mmol) to the mixture. Stir the reaction mixture at room temperature for
another 5 hours. Pour the mixture into water. Extract the mixture with
EtOAc (3 x 100 mL). Combine the organic layers. Wash the organic layers
with brine. Dry the organic layers (Na2SO4). Concentrate the organic layers. Purify the residue by column chromatography on silica gel with hexane/ ethyl acetate (5:1). 1H NMR (CDCl3)
δ7.97 (d, 2H, J= 8.4 Hz), 7.65 (d, 2H, J= 8.4 Hz), 7.21 (d, 1H, J= 2.4
Hz), 7.13 (dd, 1H, J= 8.4, 2.4 Hz), 6.58 (d, 1H, J= 8.4 Hz), 4.63 (s,
2H), 4.11 (s, 2H), 3.78 (s, 3H), 2.24 (s, 3H), 2.20 (s, 3H). 13C NMR (CDCl3)
δ169.2, 163.0, 156.3, 151.3, 136.8, 136.1, 132.1, 131.2 (q, J= 32 Hz),
130.6, 128.4, 126.3, 125.8 (q, J= 4 Hz), 125.3, 122.1, 111.4, 65.4,
52.2, 32.4, 16.1, 14.8. 19F NMR (CDCl3) δ115.5 (s).
Fig. The synthetic step 1 of GW-501516
GW501516 Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hubei Langyou International Trading Co., Ltd | +86-18874586545 +86-18874586545 | linda@xrdchem.cn | China | 197 | 58 |
Wuhan Aoliqisi New Material Technology Co., Ltd. | +86-13545906766; +8613545906766 | sales@whaop.com | China | 265 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12446 | 58 |
Nantong Guangyuan Chemicl Co,Ltd | +undefined17712220823 | admin@guyunchem.com | China | 616 | 58 |
Guangdong Tuoyuan Biotechnology Co., LTD | +85267545345 | sterodschina@gmail.com | China | 152 | 58 |
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD | +8615377521700 | wangwendy93@gmail.com | China | 868 | 58 |
Hebei Qige Biological Technology Co. Ltd | +86 +8618733132031 | CHINA | 1313 | 58 | |
Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 24099 | 58 |
Wuhan Golt Biotech Co., Ltd. | +8615389281203 | maria@goltbiotech.com | China | 980 | 58 |
Shanghai Qianyi New Material Co., Ltd. | +8618083322317 | 3391883138@qq.com | China | 878 | 58 |
Related articles
- Uses and Mode of action of GW501516
- GW501516 (also known as GW-501,516, GW1516, GSK-516, Cardarine) is a PPARδ receptor agonist that was invented in a collaborati....
- Aug 11,2022
View Lastest Price from GW501516 manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-09-20 | GW501516 | US $1900.00 / kg | 0.009999999776482582kg | 99% | 1000 kgs | Guangdong Tuoyuan Biotechnology Co., LTD | ||
2024-03-16 | GW-501516 | US $0.00 / KG | 100g | 98%+ | 100kg | WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD | ||
2024-03-08 | GW-501516
317318-70-0
|
US $10.00 / mg | 1mg | 99% | 1000g | Nantong Guangyuan Chemicl Co,Ltd |