ChemicalBook--->CAS DataBase List--->265129-71-3

265129-71-3

265129-71-3 Structure

265129-71-3 Structure
IdentificationBack Directory
[Name]

GW7647
[CAS]

265129-71-3
[Synonyms]

GW647
GW7647
CS-761
GW 7647X
GWalpha 7647
GW7647, >=98%
GW7647; GW 7647
GW7647 - CAS 265129-71-3 - Calbiochem
2-(4-(2-(1-CYCLOHEXANEBUTYL)-3-CYCLOHEXYLUREIDO)ETHYL)PHENYLTHIO)-2-METHYLPROPIONIC ACID
2-[[4-[2-[[(Cyclohexylamino)carbonyl](4-cyclohexylbutyl)amino]ethyl]phenyl]thio]-2-methylpropa
2-[[4-[2-[[(CYCLOHEXYLAMINO)CARBONYL](4-CYCLOHEXYLBUTYL)AMINO]ETHYL]PHENYL]THIO]-2-METHYLPROPANOIC ACID
2-((4-(2-(((Cyclohexylamino)carbonyl)-(4-cyclohexylbutyl)amino)ethyl)phenyl)thio)-2-methylpropanoicacid
Propanoic acid, 2-[[4-[2-[[(cyclohexylaMino)carbonyl](4-cyclohexylbutyl)aMino]ethyl]phenyl]thio]-2-Methyl-
[Molecular Formula]

C29H46N2O3S
[MDL Number]

MFCD06798379
[MOL File]

265129-71-3.mol
[Molecular Weight]

502.75
Chemical PropertiesBack Directory
[Melting point ]

156 - 157°C
[Boiling point ]

693.9±55.0 °C(Predicted)
[density ]

1.12
[storage temp. ]

Store at RT
[solubility ]

DMSO: 16 mg/mL, soluble
[form ]

White solid
[pka]

3.79±0.10(Predicted)
[color ]

white
[InChIKey]

PKNYXWMTHFMHKD-UHFFFAOYSA-N
[SMILES]

C(O)(=O)C(SC1=CC=C(CCN(C(NC2CCCCC2)=O)CCCCC2CCCCC2)C=C1)(C)C
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

Peroxisome proliferator-activated receptor-α (PPARα) is a ligand-activated transcription factor involved in the regulation of lipid homeostasis. Activation of PPARα results in expression of a variety of genes, particularly those involved in fatty acid β-oxidation, binding, and transport. GW 7647 is a potent, selective agonist of human and murine PPARα It activates human PPARα, PPARγ, and PPARδ with EC50 values of 0.006, 1.1 and 6.2 μM, respectively, in a GAL4-PPAR binding assay. Similar EC50 values of 0.001, 1.3, and 2.9 were observed with the murine receptors. GW 7647 lowered triglycerides 93% and 60% in fat-fed hamsters and rats, respectively, at a dose of 3 mg/kg.
[Uses]

GW 7647 is a potent PPARα agonist with 200-fold selectivity over PPARγ and PPARδ. It can also be used for regenerative cardiac cell therapies.
[Uses]

GW7647 has been used as a peroxisome proliferator-activated receptor α (PPAR α) ligand:
  • in defatting medium to treat primary human hepatocytes
  • to test its effect on the glycolytic function in cardiomyocytes
  • to test its effect on infant mouse heart
  • in breast cancer MDA-MB-231 cells to activate PPARs

[Definition]

ChEBI: A monocarboxylic acid that is 2-(phenylsulfanyl)isobutyric acid in which the phenyl group is substituted at the para- position by a 3-aza-7-cyclohexylhept-1-yl group in which the nitrogen is acylated by a (cyclohexylamino)carbonyl group.
[General Description]

A cell-permeable urea-substituted thioisobutyric acid (ureido-TiBA) compound that acts as a potent and selective PPARα agonist (PPARα, γ and δ - EC50 = 6 nM, 1.1 μM and 6.2 μM for human; 1 nM, 1.3 μM and 2.9 μM for murine, respectively). Also displays in vivo lipid-lowering activity in rats.
[Biological Activity]

Potent and highly selective PPAR α agonist (EC 50 values are 6, 1100 and 6200 nM for human PPAR α , PPAR γ and PPAR δ receptors respectively). Modulates oleate metabolism and mitochondrial enzyme gene expression in mature myotubules in vitro . Has lipid-lowering effects following oral administration in vivo .
[Biochem/physiol Actions]

GW7647 reduces serum triglyceride levels and enhances hepatic expression of genes associated with β-oxidation. Usage of GW7647 along with metformin in conditions of liver steatosis or injury improves the enzymatic levels of aspartate transaminase (AST) and alanine transaminase (ALT) in serum.
[storage]

Store at RT
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