M6191
GW9662
>98% (HPLC), PPARγ antagonist, powder
Synonym(s):
2-Chloro-5-nitro-N-phenylbenzamide
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About This Item
Empirical Formula (Hill Notation):
C13H9ClN2O3
CAS Number:
Molecular Weight:
276.68
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
GW9662, >98% (HPLC)
SMILES string
[O-][N+](=O)c1ccc(Cl)c(c1)C(=O)Nc2ccccc2
InChI key
DNTSIBUQMRRYIU-UHFFFAOYSA-N
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)
assay
>98% (HPLC)
form
powder
color
white
solubility
DMSO: 26 mg/mL
H2O: insoluble
storage temp.
2-8°C
Quality Level
Gene Information
human ... PPARG(5468)
Related Categories
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.
GW9662 is an irreversible PPARγ antagonist; 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
WGK 3
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Bezafibrate attenuates pressure overload-induced cardiac hypertrophy and fibrosis
Xu SC, et al.
PPAR Research, 2017(43), 26303-26313 (2017)
Functional consequences of cysteine modification in the ligand binding sites of peroxisome proliferator activated receptors by GW9662
Leesnitzer LM, et al.
Biochemistry, 41(21), 6640-6650 (2002)
The synergistic enhancement of cloning efficiency in individualized human pluripotent stem cells by peroxisome proliferative-activated receptor-gamma (PPARgamma) activation and rho-associated kinase (ROCK) inhibition
Kajabadi NS, et al.
The Journal of Biological Chemistry, 290(43), 26303-26313 (2015)
The PPAR-gamma antagonist GW9662 elicits differentiation of M2c-like cells and upregulation of the MerTK/Gas6 axis: a key role for PPAR-gamma in human macrophage polarization
Zizzo G and Cohen PL
Journal of Inflammation, 12(1), 36-36 (2015)
GW9662, a potent antagonist of PPARgamma, inhibits growth of breast tumour cells and promotes the anticancer effects of the PPARgamma agonist rosiglitazone, independently of PPARgamma activation
Seargent JM, et al.
British Journal of Pharmacology, 143(8), 933-937 (2004)
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