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GW-501516

Product Name
GW-501516
CAS No.
317318-70-0
Chemical Name
GW-501516
Synonyms
CARDARINE;GW 1516;2-[2-Methyl-4-[[[4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]methyl]thio]phenoxy]acetic Acid;ENDUROBOL;CS-788;GSK-516;CARDAROL;GW-501615;Cardrarine;SARMS GW501516
CBNumber
CB31476045
Molecular Formula
C21H18F3NO3S2
Formula Weight
453.5
MOL File
317318-70-0.mol
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GW-501516 Property

Melting point:
134-136°C
Boiling point:
584.5±60.0 °C(Predicted)
Density 
1.42±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: soluble20mg/mL, clear
form 
powder
pka
3.17±0.10(Predicted)
color 
white to beige
BRN 
18515150
Stability:
Light Sensitive
InChI
InChI=1S/C21H18F3NO3S2/c1-12-9-16(7-8-17(12)28-10-19(26)27)29-11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
InChIKey
YDBLKRPLXZNVNB-UHFFFAOYSA-N
SMILES
C(O)(=O)COC1=CC=C(SCC2SC(C3=CC=C(C(F)(F)F)C=C3)=NC=2C)C=C1C
CAS DataBase Reference
317318-70-0
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Safety

WGK Germany 
3
RTECS 
AI9105500
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1491
Product name
{2-Methyl-4-{{4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl}methylthio}phenoxy}acetic acid
Purity
≥98% (HPLC)
Packaging
5mg
Price
$111
Updated
2024/03/01
Sigma-Aldrich
Product number
43732
Product name
{2-Methyl-4-{{4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl}methylthio}phenoxy}acetic acid
Purity
analytical standard
Packaging
25mg
Price
$281
Updated
2022/05/15
Cayman Chemical
Product number
10004272
Product name
GW 501516
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
10004272
Product name
GW 501516
Purity
≥98%
Packaging
5mg
Price
$87
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1491
Product name
{2-Methyl-4-{{4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl}methylthio}phenoxy}acetic acid
Purity
≥98% (HPLC)
Packaging
25mg
Price
$449
Updated
2024/03/01
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GW-501516 Chemical Properties,Usage,Production

Description

GW501516, also known as GW-1516 or cardarine and endurobol, is a peroxisome proliferator-activated receptor delta (PPAR-δ) agonist. Activation of the receptor will increase fat-burning capacity and muscle production, as it changes the body's fuel preference from glucose to lipids.

Description

Peroxisome proliferator-activated receptor δ (PPARδ) stimulation or over-expression in adipocytes leads to increased fatty acid oxidation, improved exercise tolerance, and resistance to obesity. GW 501516 is the first highly selective synthetic PPARδ agonist available. GW 501516 binds to human PPARδ with an IC50 value of 1 nM, and is at least 100-fold selective for PPARδ compared to PPARα and PPARγ. In obese primates, GW 501516 increases high density lipoprotein cholesterol and apolipoprotein A-1 specific reverse cholesterol transport. GW 501516 is therefore a model compound for a new type of obesity therapeutic, as well as a selective pharmacological tool for understanding lipid metabolism.

Chemical Properties

White Solid

History

GW501516, also known as Cardarine, was originally discovered in the early 1990s during a research collaboration between two large pharmaceutical companies. The initial proposed use was for the treatment of hyperlipidemia (elevated fats in the blood), though later studies looked at its effectiveness for treating obesity, diabetes, and cardiovascular disease.

Uses

GW501516 has been used to study its effect on mutation-driven colorectal tumorigenesis and tumor invasion using mouse model.

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, PPARd agonist. Exhibits selectivity for PPARd compared t

Definition

ChEBI: An aromatic ether that is phenoxyacetic acid in which the phenyl group is substituted at position 2 by a methyl group and at position 4 by a (1,3-thiazol-5-ylmethyl)sulfanediyl group, and in which the 1,3-thiazolyl group is substituted at positions 2 and 4 by p-trifluoromethylphenyl and methyl groups, respectively.

General Description

GW501516 is the most selective and potent PPARβ (EC50=1.1nM) agonist that has been demonstrated to be 1,000-fold more selective in comparison to existing subtypes. It can regulate expression of genes involved in lipid catabolism and energy uncoupling in skeletal muscle cells and has been shown to block insulin resistance and fatty acid-induced nuclear factor-κB (NF-κB) activation.

Biological Activity

GW 501516 is a potent and selective PPARδ agonist (EC50 = 1.2 nM). Displays <1000-fold selectivity over other PPAR subtypes. Increases ABC A1 transporter expression and induces apolipoprotein A1-mediated cholesterol efflux in vitro. Also increase serum HDL cholesterol and lowers small, dense LDL levels in obesity in vivo models.

Biochem/physiol Actions

PPARδ activation by GW501516, retards weight gain through fatty acid catabolism in adipose tissue and skeletal muscles. GW501516 causes an increase in the levels high-density lipoprotein cholesterol and apolipoprotein A (apoA) and reduction in the low density-lipoprotein cholesterol, apoB, and triglyceride.

Mechanism of action

GW501516 is a selective agonist (activator) of the PPARδ receptor. It displays high affinity (Ki = 1 nM) and potency (EC50 = 1 nM) for PPARδ with > 1,000 fold selectivity over PPARα and PPARγ.In rats, binding of GW501516 to PPARδ recruits the coactivator PGC-1α. The PPARδ/coactivator complex in turn upregulates the expression of proteins involved in energy expenditure.[31] Furthermore, in rats treated with GW501516, increased fatty acid metabolism in skeletal muscle and protection against diet-induced obesity and type II diabetes was observed. In obese rhesus monkeys, GW501516 increased high-density lipoprotein (HDL) and lowered very-low-density lipoprotein (VLDL).

storage

Store at -20°C

References

1) Oliver?et al.?(2001),?A selective peroxisome proliferator-activated receptor delta agonist promotes reverse cholesterol transport; Proc. Natl. Acad. Sci. USA,?98?5306 2) Ito?et al.?(2012),?A PML-PPAR-δ pathway for fatty acid oxidation regulates hematopoietic stem cell maintenance; Nat. Med.,?18?1350 3) Barroso?et al. (2011), The PPARβ/δ activator GW501516 prevents the down-regulation of AMPK caused by a high-fat diet in liver and amplifies the PGC-1α-Lipin 1-PPARα pathway leading to increased fatty acid oxidation. Endocrinology,?152?1848 4) Okazaki?et al.?(2010),?PPAR beta/delta regulates the human SIRT1 gene transcription via Sp1; Endocr. J.,?57?403 5) Narkar?et al.?(2008),?AMPK and PPARdelta agonists are exercise mimetics; Cell,?134?405

GW-501516 Preparation Products And Raw materials

Raw materials

Preparation Products

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GW-501516 Suppliers

AdooQ BioScience, LLC
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View Lastest Price from GW-501516 manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
GW-501516?/?Cardarine 317318-70-0
Price
US $30.00/g
Min. Order
10g
Purity
99%
Supply Ability
1000kg
Release date
2024-05-11
CONTIDE BIOTECH CO.,LTD
Product
GW-501516 317318-70-0
Price
US $0.00/G
Min. Order
1G
Purity
99%
Supply Ability
20
Release date
2024-04-12
Shandong Huizhihan Supply Chain Co., Ltd
Product
GW-501516/Cardarine 10mg Tablets 317318-70-0
Price
US $0.00-0.00/Bottle
Min. Order
1Bottle
Purity
99%
Supply Ability
20000
Release date
2024-11-05

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