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C7081

Sigma-Aldrich

WY-14643

Synonym(s):

4-Chloro-6-(2,3-xylidino)-2-pyrimidinylthioacetic acid, Pirinixic acid

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About This Item

Empirical Formula (Hill Notation):
C14H14ClN3O2S
CAS Number:
50892-23-4
Molecular Weight:
323.80
MDL number:
MFCD00191335
UNSPSC Code:
12352200
PubChem Substance ID:
24892928
NACRES:
NA.77

form

powder

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

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

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H319,H335,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Ronald Lucarelli et al.
Frontiers in cellular and infection microbiology, 12, 881462-881462 (2022-07-22)
Secondary bacterial infection (superinfection) post influenza is a serious clinical complication often leading to pneumonia and death. Eicosanoids are bioactive lipid mediators that play critical roles in the induction and resolution of inflammation. CYP450 lipid metabolites are anti-inflammatory lipid mediators
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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