GW 6471

Uses In vitro Targets

Product Name: GW 6471
CAS No.: 880635-03-0
Chemical Name: GW 6471
Synonyms: GW 6471;GW 6471 USP/EP/BP;GW6471, 10 mM in DMSO;GW 6471, PPAR alpha antagonist;(S,Z)-N-(3-(4-(2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-((4-oxo-4-(4-(trifluoromethyl)phenyl)but-2-en-2-yl)amino)propyl)propionamide;N-[(2S)-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}-2-{[(2Z)-4-oxo-4-[4-(trifluoromethyl)phenyl]but-2-en-2-yl]amino}propyl]propanamide;N-((2S)-2-(((1Z)-1-METHYL-3-OXO-3-(4-(TRIFLUOROMETHYL)PHENYL)PROP-1-ENYL)AMINO)-3-(4-(2-(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)ETHOXY)PHENYL)PROPYL)PROPANAMIDE;Propanamide, N-[(2S)-2-[[(1Z)-1-methyl-3-oxo-3-[4-(trifluoromethyl)phenyl]-1-propen-1-yl]amino]-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propyl]-;[(2S)-2-[[(1Z)-1-METHYL-3-OXO-3-[4-(TRIFLUOROMETHYL)PHENYL]-1-PROPENYL]AMINO]-3-[4-[2-(5-METHYL-2-PHENYL-4-OXAZOLYL)ETHOXY]PHENYL]PROPYL]-CARBAMIC ACID ETHYL ESTER
CBNumber: CB4207232
Molecular Formula: C35H36F3N3O4
Formula Weight: 619.67
MOL File: Mol file

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GW 6471 Property

Density: 1.204±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: 15 mg/mL
form: solid
pka: 15.90±0.46(Predicted)
color: off-white
InChIKey: TYEFSRMOUXWTDN-DYQICHDWSA-N
SMILES: C(NC[C@@H](N/C(/C)=C\C(=O)C1=CC=C(C(F)(F)F)C=C1)CC1=CC=C(OCCC2=C(C)OC(C3=CC=CC=C3)=N2)C=C1)(=O)CC

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: G5045
Product name: GW6471
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $289
Updated: 2025/07/31

Cayman Chemical

Product number: 11697
Product name: GW 6471
Purity: ≥98%
Packaging: 1mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 11697
Product name: GW 6471
Purity: ≥98%
Packaging: 5mg
Price: $151
Updated: 2024/03/01

Cayman Chemical

Product number: 11697
Product name: GW 6471
Purity: ≥98%
Packaging: 10mg
Price: $235
Updated: 2024/03/01

Cayman Chemical

Product number: 11697
Product name: GW 6471
Purity: ≥98%
Packaging: 25mg
Price: $533
Updated: 2024/03/01

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GW 6471 Chemical Properties,Usage,Production

Uses

GW 6471 is a potent antagonist of PPARα with IC50 of 0.24 μM.

In vitro

GW6471 completely inhibits GW409544-induced activation of PPARα with IC50 of 0.24 μM. GW6471 at concentration ranging from 0.001-10 μM disrupts the interactions between PPAR and coactivator motifs derived from SRC-1 or CBP, but promotes the binding of the co-repressor motifs from SMRT or N-CoR. GW6471 adopts a U-shaped configuration and wraps around C276 of helix 3, destroys the integrity of the charge clamp but leaves sufficient space to accommodate the additional helical turn of the co-repressor motif in the PPAR/GW6471/SMRT complexes. [1] GW6471 at concentration of 10 μM significantly prevents cardiomyocyte differentiation and results in the reduced expression of cardiac sarcomeric proteins (ie α-actinin, troponin-T) and specific genes (ie α-MHC, MLC2v) in a time-dependent manner through inhibiting PPARα.

Targets

PPARα

Uses

GW 6471 is a peroxisome proliferator-activated receptor α (PPARα) antagonist. GW 6471 has been shown to enhance the binding affinity of the PPARα ligand-binding domain to the co-repressor proteins SMRT and NCoR.

General Description

GW6471 prevents apoptosis and cell cycle arrest at G₀/G₁ in renal cell carcinoma. It reduces enhanced fatty acid oxidation and oxidative phosphorylation associated with glycolysis inhibition.

Biochem/physiol Actions

GW6471 is a PPARα antagonist, which completely inhibits GW409544-induced activation of PPARα with an IC50 = 0.24 μM. GW6471 induces a PPARα conformation that interacts efficiently with co-repressors.

in vivo

To test the antitumor activity of PPARα antagonism in vivo, a subcutaneous xenograft mouse model is used. Caki-1 cells are implanted subcutaneously in nude (Nu/Nu) mice. After tumor masses reach ～5 mm in diameter, GW6471 is administrated intraperitoneally every other day for 4 wk at a dose (20 mg/kg mouse body wt) that is described to be effective in an in vivo dose-response study and confirmed here to be efficacious. There are significant differences in tumor growth between vehicle- and GW6471-treated animals. No toxicity is observed at the doses of GW6471 based on weights of the animals, and laboratory values, including kidney and liver function tests, are not adversely affected. To demonstrate on-target effects of GW6471, c-Myc levels are evaluated in the tumors, which show significant decreases in the GW6471-treated animals^[3].

IC 50

PPARα

storage

Store at +4°C

GW 6471 Preparation Products And Raw materials

Raw materials

Preparation Products

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GW 6471 Suppliers

Canada 1 China 119 Switzerland 1 United Kingdom 1 United States 9 Global 131

Changzhou Borl Biotechnology Co.,LTD

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TargetMol Chemicals Inc.

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Sigma-Aldrich

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Shanghaizehan biopharma technology co., Ltd.

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SPIRO PHARMA

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880635-03-0, GW 6471Related Search:

GW 4064 GW843682, 5-(5,6-Dimethoxy-1H-benzimidazol-1-yl)-3-{[2-(trifluoromethyl)-benzyl]oxy}thiophene-2-carboxamide GW-6604 Carbamic acid, N-[(5S)-5-[[(2R,3S)-3-(formylhydroxyamino)-2-(2-methylpropyl)-1-oxohexyl]amino]-6-oxo-6-(2-thiazolylamino)hexyl]-, phenylmethyl ester GW 627368X GW806742X

N-((2S)-2-(((1Z)-1-METHYL-3-OXO-3-(4-(TRIFLUOROMETHYL)PHENYL)PROP-1-ENYL)AMINO)-3-(4-(2-(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)ETHOXY)PHENYL)PROPYL)PROPANAMIDE

[(2S)-2-[[(1Z)-1-METHYL-3-OXO-3-[4-(TRIFLUOROMETHYL)PHENYL]-1-PROPENYL]AMINO]-3-[4-[2-(5-METHYL-2-PHENYL-4-OXAZOLYL)ETHOXY]PHENYL]PROPYL]-CARBAMIC ACID ETHYL ESTER

GW 6471

Propanamide, N-[(2S)-2-[[(1Z)-1-methyl-3-oxo-3-[4-(trifluoromethyl)phenyl]-1-propen-1-yl]amino]-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propyl]-

GW 6471 USP/EP/BP

(S,Z)-N-(3-(4-(2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-((4-oxo-4-(4-(trifluoromethyl)phenyl)but-2-en-2-yl)amino)propyl)propionamide

N-[(2S)-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}-2-{[(2Z)-4-oxo-4-[4-(trifluoromethyl)phenyl]but-2-en-2-yl]amino}propyl]propanamide

GW 6471, PPAR alpha antagonist

GW6471, 10 mM in DMSO

880635-03-0

C35H36F3N3O4

Aromatics

Heterocycles

Inhibitors

Intermediates & Fine Chemicals

Pharmaceuticals

GW 6471