92831-11-3

Basic information

• Product Name: 2-(4-Isopropylpheny)-4H-chroMen-4-one
• Synonyms: MN-64;2-(4-Propan-2-ylphenyl)chromen-4-one;2-(4-Isopropylpheny)-4H-chroMen-4-one;2-[4-(1-Methylethyl)phenyl]-4H-1-benzopyran-4-one
• CAS NO: 92831-11-3
• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.31844
• Mol File: 92831-11-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 63-64 °C(Solv: ethanol (64-17-5))
• Boiling Point: 389.8±42.0 °C(Predicted)
• Appearance: white to beige/
• Density: 1.152±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble20mg/mL, clear
• CAS DataBase Reference: 2-(4-Isopropylpheny)-4H-chroMen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Isopropylpheny)-4H-chroMen-4-one(92831-11-3)
• EPA Substance Registry System: 2-(4-Isopropylpheny)-4H-chroMen-4-one(92831-11-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 92831-11-3(Hazardous Substances Data)

Usage

Uses

2-[4-(1-Methylethyl)phenyl4H-1-benzopyran-4-one is a potent and selective tankyrase (TNKS) inhibitor affecting cell proliferation with potential treatment for cancers. Flavonoid compound with anti-cancer/ anti-bacterial properties.

Biological Activity

mn-64 is a type of flavone that act as a potent and selective tankyrase inhibitor (ic50 = 6 and 72 nm for tnks1 and tnks2, respectively). [1]tankytase (tnks) is a member of poly adp ribose polymerases (parps). there are two related homologue, tnks1 and tnks2 that are mostly located in the nuclear pore, cytoplasm, mitotic centrosomes and the golgi apparatus. they involve in cellular functions such as regulation of cell proliferation and promoting telomere elongation in human cells. [1]during an assay for screening flavone tnks inhibitors, mn-64 is discovered for abrogating stf luciferase activity at 200nm and potently inhibiting tnks1 with ic50 of 6nm. it also selectively inhibits tnks1 and tnks2 without affecting any other parps. moreover, mn-64 is prominently more selective than other tnks inhibitors such as xav939. [1]

Biochem/physiol Actions

MN-64 is a very potent inhibitor of Tankyrase 1 and 2 (IC50 = 6 and 72 nM, respectively). The compound MN-64 blocks Wnt signaling in HEK293 cells containing a Wnt pathway reporter system.

references

1. narwal m, koivunen j, haikarainen t et al. discovery of tankyrase inhibiting flavones with increased potency and isoenzyme selectivity. j med chem. 2013 oct 24;56(20):7880-9.

Upstream product

• 109619-10-5 1-(2-Hydroxy-phenyl)-3-(4-isopropyl-phenyl)-propynone 
• 92830-83-6 2'-hydroxy-4-isopropylchalcone dibromide 
• 109619-13-8 (Z)-1-(2-Hydroxy-phenyl)-3-(4-isopropyl-phenyl)-3-phenylamino-propenone 
• 83842-05-1 C₁₉H₂₀O₅S 
• 23152-99-0 p-ethynylcumene 
• 90-02-8 salicylaldehyde 
• 108440-14-8 2'-hydroxy-4-isopropylchalcone 
• 73110-49-3 C₁₈H₁₈O₂ 
• 118-93-4 o-hydroxyacetophenone 
• 122-03-2 (4-isopropylbenzaldehyde) 
• 582-24-1 1-phenyl-2-hydroxyethanone 

Relevant articles and documents

Water-mediated phosphorylative cyclodehydrogenation: An efficient preparation of flavones and flavanones

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Ionic liquid mediated Cu-catalyzed cascade oxa-Michael-oxidation: Efficient synthesis of flavones under mild reaction conditions

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