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GW7647 is a cell-permeable urea-substituted thioisobutyric acid (ureido-TiBA) compound that acts as a potent and selective peroxisome proliferator-activated receptor α (PPARα) agonist. It is a monocarboxylic acid with a unique structure, characterized by a phenyl group substituted at the para-position by a 3-aza-7-cyclohexylhept-1-yl group, which has a nitrogen atom acylated by a (cyclohexylamino)carbonyl group. GW7647 demonstrates high selectivity for PPARα over PPARγ and PPARδ, with significant in vivo lipid-lowering activity in rats.

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  • 265129-71-3 Structure
  • Basic information

    1. Product Name: GW7647
    2. Synonyms: GW647;GW7647;2-(4-(2-(1-CYCLOHEXANEBUTYL)-3-CYCLOHEXYLUREIDO)ETHYL)PHENYLTHIO)-2-METHYLPROPIONIC ACID;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;GW 7647X;GWalpha 7647;Propanoic acid, 2-[[4-[2-[[(cyclohexylaMino)carbonyl](4-cyclohexylbutyl)aMino]ethyl]phenyl]thio]-2-Methyl-
    3. CAS NO:265129-71-3
    4. Molecular Formula: C29H46N2O3S
    5. Molecular Weight: 502.75
    6. EINECS: N/A
    7. Product Categories: Intracellular receptor
    8. Mol File: 265129-71-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 693.9°C at 760 mmHg
    3. Flash Point: 373.5°C
    4. Appearance: white/
    5. Density: 1.12
    6. Vapor Pressure: 3.26E-20mmHg at 25°C
    7. Refractive Index: 1.568
    8. Storage Temp.: Store at RT
    9. Solubility: DMSO: 16 mg/mL, soluble
    10. PKA: 3.79±0.10(Predicted)
    11. CAS DataBase Reference: GW7647(CAS DataBase Reference)
    12. NIST Chemistry Reference: GW7647(265129-71-3)
    13. EPA Substance Registry System: GW7647(265129-71-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 265129-71-3(Hazardous Substances Data)

265129-71-3 Usage

Uses

Used in Pharmaceutical Research:
GW7647 is used as a PPARα ligand for various applications in pharmaceutical research, including its role in the regulation of lipid homeostasis and the activation of genes involved in fatty acid β-oxidation, binding, and transport.
Used in Defatting Medium:
In the field of cell biology, GW7647 is used as a PPARα ligand in defatting medium to treat primary human hepatocytes, allowing researchers to study its effects on glycolytic function in cardiomyocytes.
Used in Cardiac Cell Therapies:
GW7647 is used as a potent PPARα agonist with 200-fold selectivity over PPARγ and PPARδ in regenerative cardiac cell therapies, potentially contributing to the development of novel treatments for heart-related conditions.
Used in Cancer Research:
GW7647 is utilized in breast cancer MDA-MB-231 cells to activate PPARs, which may provide insights into the role of PPARα in cancer biology and the development of targeted therapies.
Used in Lipid Metabolism Studies:
GW7647 is employed in research focused on lipid metabolism, as it has been shown to lower triglycerides significantly in fat-fed hamsters and rats, providing a valuable tool for understanding the underlying mechanisms and potential therapeutic applications.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 265129-71-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,6,5,1,2 and 9 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 265129-71:
(8*2)+(7*6)+(6*5)+(5*1)+(4*2)+(3*9)+(2*7)+(1*1)=143
143 % 10 = 3
So 265129-71-3 is a valid CAS Registry Number.
InChI:InChI=1/C29H46N2O3S/c1-29(2,27(32)33)35-26-18-16-24(17-19-26)20-22-31(28(34)30-25-14-7-4-8-15-25)21-10-9-13-23-11-5-3-6-12-23/h16-19,23,25H,3-15,20-22H2,1-2H3,(H,30,34)(H,32,33)

265129-71-3 Well-known Company Product Price

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  • Sigma

  • (G6793)  GW7647  ≥98% (HPLC)

  • 265129-71-3

  • G6793-5MG

  • 2,004.21CNY

  • Detail
  • Sigma

  • (G6793)  GW7647  ≥98% (HPLC)

  • 265129-71-3

  • G6793-25MG

  • 7,944.30CNY

  • Detail

265129-71-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name GW 7647

1.2 Other means of identification

Product number -
Other names GW647

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:265129-71-3 SDS

265129-71-3Upstream product

265129-71-3Downstream Products

265129-71-3Relevant articles and documents

Combinations of peroxisome proliferator-activated receptor-alpha agonists and cyclooxygenase-2 selective inhibitors and therapeutic uses therefor

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, (2008/06/13)

Methods for the treatment, prevention, or inhibition of pain, inflammation, or inflammation-related disorder, and for the treatment or inhibition of cardiovascular disease or disorder, and for the treatment or inhibition of cancer, and for the treatment of Alzheimer's disease in a subject in need of such treatment, prevention, or inhibition, include treating the subject with a peroxisome proliferator activated receptor-α agonist and a cyclooxygenase-2 selective inhibitor or prodrug thereof. Compositions, pharmaceutical compositions and kits for effecting the particular methods are also described.

Chemical compounds

-

, (2008/06/13)

Novel compounds of Formula (1) and esters, salts, and physiologically functional derivatives thereof are disclosed. Methods for preparing and using the compounds are also disclosed. Many of these compounds are selective activators of PPAR alpha. The compo

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