GW9662
- CAS No.
- 22978-25-2
- Chemical Name:
- GW9662
- Synonyms
- 2-CHLORO-5-NITRO-N-PHENYLBENZAMIDE;CS-762;GW9662;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
- Molecular Weight:
- 276.68
- MDL Number:
- MFCD01215270
- MOL File:
- 22978-25-2.mol
- MSDS File:
- SDS
| 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) |
| FDA UNII | UM18UZV2YD |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H317-H319-H315-H335 | |||||||||
| Precautionary statements | P261-P302+P352-P321-P405-P501-P280-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36-43 | |||||||||
| Safety Statements | 26-36/37-24/25-22 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29242990 | |||||||||
| NFPA 704 |
|
GW9662 price More Price(33)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | M6191 | GW 9662 >98% (HPLC) | 22978-25-2 | 5mg | $90.5 | 2024-03-01 | Buy |
| Sigma-Aldrich | 642355 | 2-Chloro-5-nitrobenzanilide 97% | 22978-25-2 | 25g | $282 | 2023-01-07 | Buy |
| Alfa Aesar | J65634 | GW 9662 | 22978-25-2 | 10mg | $108.65 | 2024-03-01 | Buy |
| Alfa Aesar | J65634 | GW 9662 | 22978-25-2 | 50mg | $406 | 2021-12-16 | Buy |
| Cayman Chemical | 70785 | GW 9662 ≥98% | 22978-25-2 | 1mg | $12 | 2024-03-01 | Buy |
GW9662 Chemical Properties,Uses,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
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
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
An irreversible PPAR antagonist
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| Biochempartner | 0086-13720134139 | candy@biochempartner.com | CHINA | 967 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-29-87569265 +86-18612256290 | 1056@dideu.com | China | 3581 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Hubei Ipure Biology Co., Ltd | +8613367258412 | ada@ipurechemical.com | China | 10326 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418671 | sales@tnjchem.com | China | 34572 | 58 |
| HONG KONG IPURE BIOLOGY CO.,LIMITED | 86 18062405514 18062405514 | ada@ipurechemical.com | CHINA | 3465 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 29220 | 58 |
