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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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10 MG
$58.90
50 MG
$199.00

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

$58.90

List Price$62.00Save 5%
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Available to ship onMay 01, 2025Details

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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.[1]

Application

WY-14643 has been used:
  • as a positive control for transfection and luciferase assay[2]
  • to stimulate bone marrow–derived macrophages (BMDM) for autophagic flux analysis[3]
  • to analyze the regulation of fatty acid metabolism-immune nexus (FAMIN) expression in cell culture[4]

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT9362
MKCR4754
MKCP6163
MKCN1296
MKCL4195

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A Papi et al.
Cell death and differentiation, 19(7), 1208-1219 (2012-01-21)
Recent literature highlights the importance of pro-inflammatory cytokines in the biology of breast cancer stem cells (CSCs), unraveling differences with respect to their normal counterparts. Expansion of mammospheres (MS) is a valuable tool for the in vitro study of normal
Vladimir S Shavva et al.
Molecular and cellular biochemistry, 448(1-2), 211-223 (2018-02-15)
Apolipoprotein A-I (ApoA-I) is the main structural and functional protein component of high-density lipoprotein. ApoA-I has been shown to regulate lipid metabolism and inflammation in macrophages. Recently, we found the moderate expression of endogenous apoA-I in human monocytes and macrophages
Stefan Clockaerts et al.
Annals of the rheumatic diseases, 71(6), 1012-1018 (2012-02-07)
Infrapatellar fat pad (IPFP) might be involved in osteoarthritis (OA) by production of cytokines. It was hypothesised that production of cytokines is sensitive to environmental conditions. To evaluate cytokine production by IPFP in response to interleukin (IL)1β and investigate the
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
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