C7081

Sigma-Aldrich

WY-14643

Synonym(s):
4-Chloro-6-(2,3-xylidino)-2-pyrimidinylthioacetic acid, Pirinixic acid
Empirical Formula (Hill Notation):
C14H14ClN3O2S
CAS Number:
Molecular Weight:
323.80
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

SMILES string

CC1=C(C)C=CC=C1NC2=NC(SCC(O)=O)=NC(Cl)=C2

InChI

1S/C14H14ClN3O2S/c1-8-4-3-5-10(9(8)2)16-12-6-11(15)17-14(18-12)21-7-13(19)20/h3-6H,7H2,1-2H3,(H,19,20)(H,16,17,18)

InChI key

SZRPDCCEHVWOJX-UHFFFAOYSA-N

Gene Information

human ... PPARA(5465), PPARD(5467), PPARG(5468)
mouse ... Ppara(19013)
rat ... Ppara(25747)

General description

WY-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.

Application

WY-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

Packaging

50 mg in glass bottle
10 mg in glass insert

Biochem/physiol Actions

Selective PPARα agonist.

Features and Benefits

This compound is featured on the Nuclear Receptors (Non-Steroids) and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
T Chiba et al.
Allergy, 67(7), 936-942 (2012-05-16)
Peroxisome proliferator-activated receptors (PPARs) are nuclear receptors, which regulate not only adipogenesis and proliferation/differentiation but also the immune response of cells. Because topical application of the activators of some PPAR isoforms improved clinical symptoms in patients with atopic dermatitis (AD)...
WY-14643, a selective agonist of peroxisome proliferator-activated receptor-alpha, ameliorates lipopolysaccharide-induced depressive-like behaviors by preventing neuroinflammation and oxido-nitrosative stress in mice
Yang R, et al.
Pharmacology, Biochemistry, and Behavior, 153, 97-104 (2017)
PPAR-alpha activation mediates innate host defense through induction of TFEB and lipid catabolism
Kim YS, et al.
Journal of Immunology, 198(8), 3283-3295 (2017)
Andrew D Patterson et al.
Hepatology (Baltimore, Md.), 56(1), 281-290 (2012-02-10)
Acetaminophen (APAP) overdose causes acute liver failure in humans and rodents due in part to the destruction of mitochondria as a result of increased oxidative stress followed by hepatocellular necrosis. Activation of the peroxisome proliferator-activated receptor alpha (PPARα), a member...
Two Isomeric C16 Oxo-Fatty Acids from the Diatom Chaetoceros karianus Show Dual Agonist Activity towards Human Peroxisome Proliferator-Activated Receptors (PPARs) alphagamma
Moldes-Anaya A, et al.
Marine drugs, 15(6), 148-148 (2017)

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