664993-53-7

Basic information

• Product Name: JW55
• Synonyms: JW55;N-(4-((4-(4-Methoxyphenyl)tetrahydro-2H-pyran-4-yl)MethylcarbaMoyl)phenyl)furan-2-carboxaMide;N-[4-[[[[Tetrahydro-4-(4-methoxyphenyl)-2H-pyran-4-yl]methyl]amino]carbonyl]phenyl]-2-furancarboxamide;JW55 N-[4-[[[[Tetrahydro-4-(4-methoxyphenyl)-2H-pyran-4-yl]methyl]amino]carbonyl]phenyl]-2-furancarboxamide;JW 55, >=98%;N-(4-(((4-(4-Methoxyphenyl)tetrahydro-2H-pyran-4-yl)methyl)carbamoyl)phenyl)furan-2-carboxamid;Tankyrase1/2 Inhibitor IV, JW55
• CAS NO: 664993-53-7
• Molecular Formula: C₂₅H₂₆N₂O₅
• Molecular Weight: 434.48434
• EINECS: -0
• Product Categories: Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors
• Mol File: 664993-53-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 572.6±50.0 °C(Predicted)
• Appearance: white to beige/
• Density: 1.235±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble15mg/mL, clear
• PKA: 12.41±0.70(Predicted)
• CAS DataBase Reference: JW55(CAS DataBase Reference)
• NIST Chemistry Reference: JW55(664993-53-7)
• EPA Substance Registry System: JW55(664993-53-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 664993-53-7(Hazardous Substances Data)

Usage

Description

JW55 is an inhibitor of the PARP domain of tankyrases (TNKS) 1 and 2, with IC50s of 1.9 and 0.83 μM, respectively. It functions by stabilizing Axin2 and increasing the degradation of β-catenin, thereby inhibiting the β-catenin signaling pathway (IC50 = 470 nM). JW55 has demonstrated its ability to decrease canonical Wnt signaling in SW480 and HCT15 colon carcinoma cell lines and reduce the proliferation of SW480 cells in vitro.

Uses

Used in Pharmaceutical Industry:
JW55 is used as a tankyrase inhibitor for stabilizing Axin2 and increasing the degradation of β-catenin, which in turn inhibits the β-catenin signaling pathway. This makes JW55 a potential candidate for the development of therapeutic agents targeting the Wnt signaling pathway in various diseases.
Used in Cancer Research:
JW55 is used as a research tool for studying the role of tankyrases (TNKS1/2) in the regulation of the Wnt signaling pathway. Its ability to decrease canonical Wnt signaling in SW480 and HCT-15 colon carcinoma cell lines makes it a valuable compound for investigating the mechanisms of Wnt signaling in cancer development and progression.
Used in Cell Biology:
JW55 is used as a cell cycle inhibitor for reducing cell cycle progression and proliferation in SW480 cells in vitro. This application aids researchers in understanding the effects of tankyrase inhibition on cell cycle regulation and the potential implications for cancer treatment.

references

[1] waaler j, machon o, tumova l, dinh h, korinek v, wilson sr, paulsen je, pedersen nm, eide tj, machonova o, gradl d, voronkov a, von kries jp, krauss s. a novel tankyrase inhibitor decreases canonical wnt signaling in colon carcinoma cells and reduces tumor growth in conditional apc mutant mice. cancer res. 2012;72(11):2822-32.

Upstream product

• 440087-51-4 1-[4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]-methylamine 
• 104-47-2 p-methoxybenzylnitrile 
• 3648-78-0 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonitrile 
• 313375-40-5 methyl 4-(furan-2-carboxamido)benzoate 
• 527-69-5 2-furancarbonyl chloride 
• 619-45-4 4-methoxycarbonyl aniline 

Relevant articles and documents

Synthesis of p-aminobenzoic acid diamides based on 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carboxylic acid and [4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]methylamine

Reaction of 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carboxyl chloride with anesthesin followed by hydrolysis of the formed ester has afforded 4-[4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonylamino]benzoic acid. The acid chloride has been used for acyl