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M6191

Sigma-Aldrich

GW9662

>98% (HPLC)

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Synonym(s):
2-Chloro-5-nitro-N-phenylbenzamide
Empirical Formula (Hill Notation):
C13H9ClN2O3
CAS Number:
Molecular Weight:
276.68
MDL number:
PubChem Substance ID:
NACRES:
NA.77

assay

>98% (HPLC)

form

powder

color

white

solubility

DMSO: 26 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc(Cl)c(c1)C(=O)Nc2ccccc2

InChI

1S/C13H9ClN2O3/c14-12-7-6-10(16(18)19)8-11(12)13(17)15-9-4-2-1-3-5-9/h1-8H,(H,15,17)

InChI key

DNTSIBUQMRRYIU-UHFFFAOYSA-N

Gene Information

human ... PPARG(5468)

Application

GW9662 has been used as a peroxisome proliferator activated receptor γ (PPARγ) antagonist in human pluripotent stem cells, in phenylephrine stimulated cardiomyocytes and to inhibit the protective effect of telmisartan pheochromocytoma, PC12 cells.

Biochem/physiol Actions

GW9662 (2-chloro-5-nitrobenzanilide) binds to the ligand binding site of the peroxisome proliferator activated receptor γ (PPARγ) and results in the inhibition of adipocyte differentiation. It favors cell growth suppression in breast cancer cell lines even in the presence of PPARγ agonist rosiglitazone. It stimulates M2c macrophages differentiation and triggers growth arrest-specific 6 (Gas6) expression. GW9662 co treatment with other PPARγ ligands elicits antiproliferative effects on the glioblastoma stem cells and could be a potent therapeutic agent.
GW9662 is an irreversible PPARγ antagonist. GW9662 inhibits connective tissue growth factor and activation of CD36 by IL-4.

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.

Legal Information

Sold for research purposes only, under agreement from Glaxo­Smith­Kline

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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