ChemicalBook > CAS DataBase List > GW9662

GW9662

Product Name
GW9662
CAS No.
22978-25-2
Chemical Name
GW9662
Synonyms
2-CHLORO-5-NITRO-N-PHENYLBENZAMIDE;GW9662;CS-762;GW9662, >=98%;GW9662; GW 9662;GW9662 USP/EP/BP;TIMTEC-BB SBB006523;2-CHLORO-5-NITROBENZANILIDE;2-Chloro-5-nitrobenzanilide 97%;GW9662;GW 9662;TIMTEC-BB SBB006523
CBNumber
CB3431922
Molecular Formula
C13H9ClN2O3
Formula Weight
276.68
MOL File
22978-25-2.mol
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GW9662 Property

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)
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Safety

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

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M6191
Product name
GW 9662
Purity
>98% (HPLC)
Packaging
5mg
Price
$90.5
Updated
2024/03/01
Sigma-Aldrich
Product number
642355
Product name
2-Chloro-5-nitrobenzanilide
Purity
97%
Packaging
25g
Price
$282
Updated
2023/01/07
Alfa Aesar
Product number
J65634
Product name
GW 9662
Packaging
10mg
Price
$108.65
Updated
2024/03/01
Alfa Aesar
Product number
J65634
Product name
GW 9662
Packaging
50mg
Price
$406
Updated
2021/12/16
Cayman Chemical
Product number
70785
Product name
GW 9662
Purity
≥98%
Packaging
1mg
Price
$12
Updated
2024/03/01
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GW9662 Chemical Properties,Usage,Production

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

GW9662 Preparation Products And Raw materials

Raw materials

Preparation Products

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GW9662 Suppliers

VDM Biochemicals
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View Lastest Price from GW9662 manufacturers

Career Henan Chemical Co
Product
GW9662 22978-25-2
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2020-01-30

22978-25-2, GW9662Related Search:


  • 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
  • TIMTEC-BB SBB006523
  • 2-Chloro-5-nitro-N-4-phenylbenzamide
  • BenzaMide,2-chloro-5-nitro-N-phenyl-
  • N-[(2-chloro-5-nitrophenyl)-phenylmethylidene]hydroxylamine
  • 2-Chloro-5-nitrobenzanilide 97%
  • GW9662 USP/EP/BP
  • GW9662,Peroxisome proliferator-activated receptors,PPAR,GW-9662,Inhibitor,inhibit
  • 22978-25-2
  • C13H19N2O3Cl
  • ClC6H3NO2CONHC6H5
  • Gene Regulation and Expression
  • Organic Building Blocks
  • PPAR and RXR Regulators
  • Building Blocks
  • Amides
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • Carbonyl Compounds
  • Inhibitor
  • Intracellular receptor
  • Inhibitors
  • Amides
  • Carbonyl Compounds
  • Organic Building Blocks