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G3295

Sigma-Aldrich

GW0742

≥98% (HPLC)

Synonym(s):

4-[2-(3-Fluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazol-5-ylmethylsulfanyl]- 2-methyl-phenoxy}-acetic acid

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About This Item

Empirical Formula (Hill Notation):
C21H17F4NO3S2
CAS Number:
317318-84-6
Molecular Weight:
471.49
MDL number:
MFCD07369423
UNSPSC Code:
12352200
PubChem Substance ID:
24895123
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white

mp

134.5-135.5 °C

solubility

DMSO: >5 mg/mL
H2O: insoluble

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

Cc1cc(SCc2sc(nc2C)-c3ccc(c(F)c3)C(F)(F)F)ccc1OCC(O)=O

InChI

1S/C21H17F4NO3S2/c1-11-7-14(4-6-17(11)29-9-19(27)28)30-10-18-12(2)26-20(31-18)13-3-5-15(16(22)8-13)21(23,24)25/h3-8H,9-10H2,1-2H3,(H,27,28)

InChI key

HWVNEWGKWRGSRK-UHFFFAOYSA-N

Gene Information

human ... PPARA(5465) , PPARD(5467) , PPARG(5468)

Biochem/physiol Actions

GW0742 is a highly selective PPARδ agonist. EC50 = 1 nM vs 1 μM and 2 μM for PPARα and PPARγ, respectively.

Features and Benefits

This compound is featured on the Nuclear Receptors (PPARs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold for research purposes under agreement from Glaxo­Smith­Kline

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Bruce E Heck et al.
Cell transplantation, 26(8), 1405-1417 (2017-09-14)
Osteoarthritis (OA) is an inflammatory joint disease characterized by degeneration of articular cartilage within synovial joints. An estimated 27 million Americans suffer from OA, and the population is expected to reach 67 million in the United States by 2030. Thus
Koichiro Kawaguchi et al.
FEBS open bio, 6(3), 190-199 (2016-04-06)
Fatty acid-binding proteins (FABPs) are responsible for binding and storing hydrophobic ligands such as long-chain fatty acids, and for transporting these ligands to the appropriate compartments within the cell. The present study demonstrates that the FABP5 gene is upregulated in
Daniel Morales-Cano et al.
Clinical science (London, England : 1979), 130(20), 1823-1836 (2016-07-15)
PPARβ/δ activation protects against endothelial dysfunction in diabetic models. Elevated glucose is known to impair cAMP-induced relaxation and Kv channel function in coronary arteries (CA). Herein, we aimed to analyse the possible protective effects of the PPARβ/δ agonist GW0742 on
Luka Opitz et al.
Journal of anatomy, 231(6), 970-977 (2017-08-09)
Pulmonary alveolar septa are thought to contain at least two types of fibroblasts that are termed myofibroblasts and lipofibroblasts based on their morphological characteristics. Lipofibroblasts possess cytoplasmic lipid inclusions (lipid bodies or droplets) and are involved in several important functions
Amar Bahadur Singh et al.
The Journal of biological chemistry, 292(3), 884-897 (2016-12-04)
Peroxisome proliferator-activated receptor δ (PPARδ) regulates many genes involved in lipid metabolism. Hepatic lysophosphatidylcholine acyltransferase 3 (LPCAT3) has critical functions in triglycerides transport and endoplasmic reticulum stress response due to its unique ability to catalyze the incorporation of polyunsaturated fatty
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