94103-36-3

Basic information

• Product Name: 2',4,4',6'-TETRAMETHOXYCHALCONE
• Synonyms: 3-(4-METHOXYPHENYL)-1-(2,4,6-TRIMETHOXYPHENYL)-2-PROPEN-1-ONE;2,2',4',6'-TETRAMETHOXYCHALCONE;2',4,4',6'-TETRAMETHOXYCHALCONE;(E)-1-(2,4,6-Trimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• CAS NO: 94103-36-3
• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.36
• Mol File: 94103-36-3.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2',4,4',6'-TETRAMETHOXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4,4',6'-TETRAMETHOXYCHALCONE(94103-36-3)
• EPA Substance Registry System: 2',4,4',6'-TETRAMETHOXYCHALCONE(94103-36-3)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• Hazardous Substances Data: 94103-36-3(Hazardous Substances Data)

Usage

General Description

2',4,4',6'-Tetramethoxychalcone is a natural compound that belongs to the chalcone family. It is a yellow crystalline powder with potential pharmacological properties. Studies have shown that 2',4,4',6'-Tetramethoxychalcone exhibits anti-inflammatory, antioxidant, and anticancer activities. It has been found to inhibit the production of inflammatory mediators and reduce oxidative stress in the body. Additionally, research suggests that this compound may have potential in the treatment of various types of cancer, as it has been shown to induce apoptosis and inhibit the growth of cancer cells. Overall, 2',4,4',6'-Tetramethoxychalcone is a promising natural compound with potential therapeutic applications in the fields of inflammation, oxidative stress, and cancer.

Upstream product

• 62014-87-3 helichrysetin 
• 74-88-4 methyl iodide 
• 123-11-5 4-methoxy-benzaldehyde 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 77-78-1 dimethyl sulfate 
• 480-41-1 naringenin 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 108-73-6 3,5-dihydroxyphenol 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 621-23-8 1,2,3-trimethoxybenzene 
• 80-48-8 methyl p-toluene sulfonate 

Downstream Products

• 16692-52-7 3,4',5,7-tetramethoxyflavone 
• 15486-34-7 5-hydroxy-3,4',7-trimethoxyflavone 
• 1098-92-6 kaempferol 5,7,4'-trimethyl ether 
• 15486-33-6 4',7,-di-O-methylkaempferol 
• 5631-70-9 4',5,7-trimethoxyflavone 
• 520-18-3 kaempferol 
• 5128-44-9 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 3420-72-2 2'-hydroxy-4,4',6'-trimethoxychalcone 

Relevant articles and documents

Synthesis and Evaluation of the Acetylcholinesterase Inhibitory Activities of Some Flavonoids Derived from Naringenin

Alzheimer's disease (AD) is an irreversible neurodegenerative disease that affects many older people adversely. AD has been putting a huge socioeconomic burden on the healthcare systems of many developed countries with aging populations. The need for new therapies that can halt or reverse the progression of the disease is now extremely great. A research approach in the finding new treatment for AD that has attracted much interest from scientists for a long time is the reestablishment of cholinergic transmission through inhibition of acetylcholinesterase (AChE). Naringenin is a flavonoid with the potential inhibitory activity against AChE. From naringenin, many other flavonoid derivatives, such as flavanones and chalcones, can be synthesized. In this study, by applying the Williamson method, nine flavonoid derivatives were synthesized, including four flavanones and five chalcones. The evaluation of AChE inhibitory activity by the Ellman method showed that there were four substances (2, 4, 5, and 7) with relatively good biological activities (IC50 100 μM), and these biological activities were better than that of naringenin. The molecular docking revealed that strong interactions with amino acid residue Ser200 of the catalytic triad and those of the peripheral region of the enzyme were crucial for strong effects against AChE. Compound 7 had the strongest AChE inhibitory activity (IC50 13.0 ± 1.9 μM). This substance could be used for further studies.

ANTI-INVASIVE COMPOUNDS

The present invention relates to the field of anti-invasive compounds and methods for predicting the anti-invasive activity of said compounds, as well as their use in the prevention and/or treatment of diseases associated with undesired cell invasion; in particular, this invention relates to the field of anti-invasive chalcone-like compounds.

4-Fluoro-3′,4′,5′-trimethoxychalcone as a new anti-invasive agent. From discovery to initial validation in an in vivo metastasis model

Invasion and metastasis are responsible for 90% of cancer-related mortality. Herein, we report on our quest for novel, clinically relevant inhibitors of local invasion, based on a broad screen of natural products in a phenotypic assay. Starting from micromolar chalcone hits, a predictive QSAR model for diaryl propenones was developed, and synthetic analogues with a 100-fold increase in potency were obtained. Two nanomolar hits underwent efficacy validation and eADMET profiling; one compound was shown to increase the survival time in an artificial metastasis model in nude mice. Although the molecular mechanism(s) by which these substances mediate efficacy remain(s) unrevealed, we were able to eliminate the major targets commonly associated with antineoplastic chalcones.