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M6191 Sigma-Aldrich

GW9662

>98% (HPLC)

Synonym: 2-Chloro-5-nitro-N-phenylbenzamide

  • CAS Number 22978-25-2

  • Empirical Formula (Hill Notation) C13H9ClN2O3

  • Molecular Weight 276.68

  •  MDL number MFCD01215270

  •  PubChem Substance ID 24278560

  •  NACRES NA.77

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Properties

Related Categories Antitumor Agents, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cancer Research, Cell Biology,
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)

Description

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.

Packaging

5, 25 mg in glass bottle

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 also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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