Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Biochemical Engineering >  Inhibitors >  Metabolism >  PPAR antagonist >  GW9662

GW9662

Basic information Safety Supplier Related

GW9662 Basic information

Product Name:
GW9662
Synonyms:
  • GW9662;GW 9662;TIMTEC-BB SBB006523
  • GW9662 - CAS 22978-25-2 - Calbiochem
  • CS-762
  • GW9662; GW 9662
  • GW9662, >=98%
  • 2-CHLORO-5-NITRO-N-PHENYLBENZAMIDE
  • 2-CHLORO-5-NITROBENZANILIDE
  • GW9662
CAS:
22978-25-2
MF:
C13H9ClN2O3
MW:
276.68
EINECS:
636-590-7
Product Categories:
  • Inhibitor
  • Intracellular receptor
  • Inhibitors
  • Amides
  • Carbonyl Compounds
  • Organic Building Blocks
Mol File:
22978-25-2.mol
More
Less

GW9662 Chemical Properties

Melting point:
158-159 °C (lit.)
Boiling point:
360.9±32.0 °C(Predicted)
Density 
1.440±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 26 mg/mL, soluble
form 
solid
pka
11.77±0.70(Predicted)
color 
white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey
DNTSIBUQMRRYIU-UHFFFAOYSA-N
CAS DataBase Reference
22978-25-2(CAS DataBase Reference)
More
Less

Safety Information

Hazard Codes 
Xi
Risk Statements 
36-43
Safety Statements 
26-36/37-24/25-22
WGK Germany 
3
HS Code 
29242990

MSDS

More
Less

GW9662 Usage And Synthesis

Description

GW-9662 (22978-25-2) is a selective PPARγ antagonist (IC50 = 3.3, 32 and 2000 nM for PPARγ, PPARα and PPARδ respectively).1 Blocks the inhibition of osteoclast formation induced by IL-4 (1-2 μM).2 Displays anticancer activity inhibits growth of human mammary tumor cell lines.3 GW-9662 is a useful tool for dissecting the involvement of PPARγ in cellular physiology.4,5

Chemical Properties

Off-White Solid

Uses

An irreversible PPAR antagonist

Uses

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.

Uses

A cell-permeable, selective and irreversible PPAR antagonist (IC50 = 3.3 nM, 32 nM, and 2 for PPAR, PPARa, and PPARd, respectively). Reported to covalently modify a cysteine residue in the binding site of PPAR. At a concentration of 10 , also

Definition

ChEBI: GW 9662 is a member of benzamides.

Biological Activity

Selective PPAR γ antagonist (IC 50 values are 3.3, 32 and 2000 nM for PPAR γ , PPAR α and PPAR δ respectively). Blocks the inhibition of osteoclast formation induced by IL-4 in the low micromolar range (1-2 μ M), therefore is more potent than BADGE (2,2-Bis[4-(2,3-epoxypropoxy)phenyl]propane ). Anticancer, inhibits growth of human mammary tumor cell lines.

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.

storage

Store at RT

References

1) Leesnitzer et al. (2002), Functional consequences of cysteine modification in the ligand binding sites of peroxisome proliferator activated receptors by GW9662; Biochemistry, 41 6640 2) Bendixen et al. (2001), IL-4 inhibits osteoclast formation through a direct action on osteoclast precursors via peroxisome proliferator-activated receptor gamma 1; Proc. Natl. Acad. Sci. USA, 98 2443 3) Seargent et al. (2004), GW9662, a potent antagonist of PPARgamma inhibits growth of breast cancer tumour cells and promotes the anticancer effects of the PPARgamma agonist rosiglitazone, independently of PPARgamma activation; Br. J. Pharmacol., 143 933 4) Cheng et al. (2014), β-Caryophyllene Ameliorates the Alzheimer-Like Phenotype in APP/PS1 Mice through CB2 Receptor Activation and the PPARγ Pathway; Pharmacology, 94 1 5) Liu et al. (2014), Curcumin protects neurons against oxygen-glucose deprivation/reoxygenation-induced injury through activation of peroxisome proliferator-activated-γ function; J. Neuro. Sci. Res., 92 1549

GW9662Supplier

Shanghai Boyle Chemical Co., Ltd.
Tel
Email
sales@boylechem.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Email
3bsc@sina.com
Energy Chemical
Tel
021-021-58432009 400-005-6266
Email
sales8178@energy-chemical.com
VDM Biochemicals
Tel
0330-2528181
Email
sales@vdmbio.com