WY-14643

WY-14643 Basic information
Product Name:WY-14643
Synonyms:WY-14643/WY14643;((4-chloro-6-((2,3-dimethylphenyl)amino)-2-pyrimidinyl)thio)-aceticaci;((4-chloro-6-(2,3-xylidino)-2-pyrimidinyl)thio)-aceticaci;4-chloro-6-(2,3-xylidino)-2-*pyrimidinylthioaceti;pirnixicacid;NSC 310038;Acetic acid, 2-[[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]thio]-;wyeth14,643
CAS:50892-23-4
MF:C14H14ClN3O2S
MW:323.8
EINECS:
Product Categories:Inhibitors;Intracellular receptor;Inhibitor
Mol File:50892-23-4.mol
WY-14643 Structure
WY-14643 Chemical Properties
Melting point 155°C
Boiling point 514.4±50.0 °C(Predicted)
density 1.2984 (rough estimate)
refractive index 1.5630 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in DMSO (up to 40 mg/ml).
pka2.99±0.10(Predicted)
form White crystalline solid
color Off-white
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 6 months.
Safety Information
Hazard Codes T
Risk Statements 45-22-36/37/38
Safety Statements 53-26-36/37/39-45
WGK Germany 3
RTECS AG2915000
HS Code 2933.59.9500
Hazardous Substances Data50892-23-4(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
WY-14643 Usage And Synthesis
DescriptionWY-14643 (50892-23-4) is a selective PPARα agonist (EC50=0.63, 32 and >100 μM for PPARα,γ and δ, respectively).1? Displays anti-inflammatory activity2 and reduces LPS-induced inflammation in alveolar epithelial cells3. Induces “browning” of white adipocytes in combined treatment with retinoic acid.4? Stimulates ADAM10-mediated proteolysis of? amyloid precursor protein in a mouse model.5 Down regulates NFkB transcriptional activity. Review.6
UsesA highly potent PPARα agonist
UsesWY-14643 has been used:
  • as a positive control for transfection and luciferase assay
  • to stimulate bone marrow–derived macrophages (BMDM) for autophagic flux analysis
  • to analyze the regulation of fatty acid metabolism-immune nexus (FAMIN) expression in cell culture

DefinitionChEBI: Pirinixic acid is a member of pyrimidines, an organochlorine compound and an aryl sulfide. It is functionally related to an acetic acid.
General DescriptionWY-14643 prevents lipopolysaccharide (LPS)-induced inflammation in synovial fibroblasts. It protects cortical neurons from pro-inflammatory mediator-induced cell injuries. WY-14643 has inhibitory effects on pro-inflammatory responses in microglia. It improves oxido-nitrosative stress in disease models and reduces the generation of reactive oxygen species (ROS), nitric oxide (NO) and lipid peroxidation end-products in the brain.
Biological ActivitySelective PPAR α agonist (EC 50 values are 0.63, 32 and > 100 μ M at PPAR α , PPAR γ and PPAR δ respectively). Negatively inhibits NF- κ B transcriptional activity and decreases the inflammatory response in vitro and in vivo .
Biochem/physiol ActionsSelective PPARα agonist.
Safety ProfileModerately toxic by ingestion. Suspected carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl-, NOx and SOx
storageStore at RT
References1) Forman et al. (1997), Hypolipidemic drugs, polyunsaturated fatty acids and eicosanoids are ligands for peroxisome proliferator-activated receptors alpha and delta; Proc. Natl. Acad. Sci. USA, 94 4312 2) Devchand et al. (1996), The PPARalpha-leukotriene B4 pathway to inflammation control; Nature, 384 39 3) Heckler et al. (2015), PPAR-a activation reduced LPS-induced inflammation in alveolar epithelial cells; Exp. Lung Res., 41 393 4) Wang et al. (2015), WY14643 combined with all-trans retinoic acid acts via p38 MAPK to induce “browning” of white adipocytes in mice; Genet. Mol. Res., 14 6978 5) Corbett et al. (2015), Activation of peroxisome proliferator-activated receptor alpha stimulates ADAM10-mediated proteolysis of APP; Proc. Natl. Acad. Sci. USA, 112 8445 6) Merk et al. (2015), Pirinixic acids: flexible fatty acid mimetics with various biological activities; Future Med. Chem., 7 1597
WY-14643 Preparation Products And Raw materials
Troglitazone WS3 T0070907 WWL229 Wnt-C59 Selumetinib Bortezomib Lapatinib (2-PYRIMIDYLTHIO)ACETIC ACID WY-14643 [3H(G)] WY14643 [3H(G)](4-CHLOR0 6-(2,3-XYLIDINE)-2-PYRI.. 4-Amino-6-chloro-2-(methylthio)pyrimidine 2-(METHYLTHIO)PYRIMIDIN-4-AMINE 4-Chloro-2-methylthiopyrimidine 4-AMINO-6-CHLOROPYRIMIDINE-2-THIOL 6-CHLORO-N-METHYL-2-(METHYLSULFANYL)-4-PYRIMIDINAMINE WY-14643 6-chloro-Nmethylpyrimidin-4-amine

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