| Identification | Back Directory | [Name]
WY-14643 | [CAS]
50892-23-4 | [Synonyms]
WY-14643
Pirinixic
NSC 310038
wyeth14,643
pirnixicacid
PIRINIXIC ACID
pirinixic acid (WY 14643)
WY-14643 (Pirinixic Acid)
4-chloro-6-(2,3-xylidino)-2-*pyrimidinylthioaceti
4-CHLORO-6-(2,3-XYLIDINO)-2-PYRIMIDINYLTHIOACETIC
(4-CHLORO-6-(2,3-XYLIDINO)-2-PYRIMIDYL-THIO)ACETICACID
[4-CHLORO-6-(2,3-XYLIDINO)-2-PYRIMIDINYLTHIO]ACETIC ACID
((4-chloro-6-(2,3-xylidino)-2-pyrimidinyl)thio)-aceticaci
[4-CHLORO-6-[(2,3-DIMETHYLPHENYL)AMINO]-2-PYRIMIDINYL]THIACETIC ACID
(4-CHLORO-6-[(2,3-DIMETHYLPHENYL)AMINO]-2-PYRIMIDINYL)THIOACETIC ACID
((4-chloro-6-((2,3-dimethylphenyl)amino)-2-pyrimidinyl)thio)-aceticaci
[[4-Chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl]thio]acetic acid
4-Chloro-6-(2,3-xylidino)-2-pyrimidinylthioacetic acid, Pirinixic acid
Acetic acid, 2-[[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]thio]- | [Molecular Formula]
C14H14ClN3O2S | [MDL Number]
MFCD00191335 | [MOL File]
50892-23-4.mol | [Molecular Weight]
323.8 |
| Chemical Properties | Back Directory | [Melting point ]
155°C | [Boiling point ]
514.4±50.0 °C(Predicted) | [density ]
1.2984 (rough estimate) | [refractive index ]
1.5630 (estimate) | [storage temp. ]
Store at RT | [solubility ]
Soluble in DMSO (up to 40 mg/ml). | [form ]
White crystalline solid | [pka]
2.99±0.10(Predicted) | [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. |
| Hazard Information | Back Directory | [Biological Activity]
Selective 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 . | [Description]
WY-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 | [Uses]
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
| [Uses]
A highly potent PPARα agonist | [Definition]
ChEBI: Pirinixic acid is a member of pyrimidines, an organochlorine compound and an aryl sulfide. It is functionally related to an acetic acid. | [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. | [Biochem/physiol Actions]
Selective PPARα agonist. | [storage]
Store at RT | [References]
1) 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 |
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