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M6191

Sigma-Aldrich

GW9662

>98% (HPLC)

Sinonimo/i:

2-Chloro-5-nitro-N-phenylbenzamide

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About This Item

Formula empirica (notazione di Hill):
C13H9ClN2O3
Numero CAS:
22978-25-2
Peso molecolare:
276.68
Numero MDL:
MFCD01215270
Codice UNSPSC:
51111800
ID PubChem:
24278560
NACRES:
NA.77

Saggio

>98% (HPLC)

Forma fisica

powder

Colore

white

Solubilità

DMSO: 26 mg/mL
H2O: insoluble

Temperatura di conservazione

2-8°C

Stringa SMILE

[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)
DNTSIBUQMRRYIU-UHFFFAOYSA-N

Informazioni sul gene

human ... PPARG(5468)

Applicazioni

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.

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Note legali

Sold for research purposes only, under agreement from Glaxo­Smith­Kline

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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 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)
Efstathia Papageorgiou et al.
Molecular medicine (Cambridge, Mass.), 14(7-8), 403-411 (2008-05-14)
PPARgamma, a member of the peroxisome proliferator-activated receptor family, is overexpressed in prostate cancer. Natural and synthetic ligands of PPARgamma via genomic and nongenomic actions promote cell cycle arrest and apoptosis of several prostate cancer cells, in vitro. Insulin-like growth
Combination Treatment with PPARgamma Ligand and Its Specific Inhibitor GW9662 Downregulates BIS and 14-3-3 Gamma, Inhibiting Stem-Like Properties in Glioblastoma Cells
Im CN
BioMed Research International, 2017(1), 36-36 (2017)
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