56121-44-9

Basic information

• Product Name: 2',4'-Dihydroxy-4,6'-dimethoxychalcone
• Synonyms: 4-O-Methylhelichrysetin
• CAS NO: 56121-44-9
• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30594
• Mol File: 56121-44-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2',4'-Dihydroxy-4,6'-dimethoxychalcone(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4'-Dihydroxy-4,6'-dimethoxychalcone(56121-44-9)
• EPA Substance Registry System: 2',4'-Dihydroxy-4,6'-dimethoxychalcone(56121-44-9)

Safety Data

• Hazardous Substances Data: 56121-44-9(Hazardous Substances Data)

Usage

General Description

2',4'-Dihydroxy-4,6'-dimethoxychalcone is a natural chemical compound belonging to the chalcone class of flavonoids. It is found in various plant sources and has been shown to possess a range of biological activities, including antioxidant, anti-inflammatory, and anticancer properties. 2',4'-Dihydroxy-4,6'-dimethoxychalcone has been studied for its potential in preventing and treating various diseases, including cancer, cardiovascular diseases, and neurodegenerative disorders. Its antioxidant properties make it a promising candidate for the development of new drugs and nutraceuticals with potential health benefits. Additionally, its anti-inflammatory properties make it a potentially valuable substance for the treatment of inflammatory conditions. Research on 2',4'-Dihydroxy-4,6'-dimethoxychalcone is ongoing, and its potential uses in medicine and health-related products continue to be explored.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 1082076-62-7 (2E)-1-(2,4-di(methoxymethoxy)-6-methoxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 3602-54-8 4,6-dihydroxy-2-methoxyacetophenone 
• 119136-14-0 2,4-bis(benzyloxy)-6-methoxyacetophenone 
• 108-73-6 3,5-dihydroxyphenol 
• 1070781-84-8 (2E)-1-[2-methoxy-4,6-bis(2-propenyloxy)phenyl]-3-(4-methoxyphenyl)-2-propen-1-one 
• 39548-89-5 1-(4-(benzyloxy)-2-hydroxy-6-methoxyphenyl)ethan-1-one 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 404597-92-8 (E)-1-(2-hydroxy-6-methoxy-4-(methoxymethoxy)phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 84457-62-5 2'-hydroxy-4'-benzyloxy-4,6'-dimethoxychalkone 
• 404597-93-9 1-(2-hydroxy-6-methoxy-4-(methoxymethoxy)phenyl)ethanone 

Downstream Products

• 75679-63-9 2',4'-diacetoxy-4,6'-dimethoxydihydrochalkone 
• 75679-64-0 2'-acetoxy-4,4',6'-trimethoxydihydrochalkone 
• 3791-75-1 2'-hydroxy-4,4',6'-trimethoxydihydrochalcone 
• 68939-22-0 7-hydroxy-5-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one 
• 75679-58-2 2’,4’-dihydroxy-4,6’-dimethoxydihydrochalcone 

Relevant articles and documents

Design, synthesis and biological evaluation of dimethyl cardamonin (DMC) derivatives as P-glycoprotein-mediated multidrug resistance reversal agents

Background: P-glycoprotein (P-gp) has been regarded as an important factor in the multidrug resistance (MDR) of tumor cells within the last decade, which can be solved by inhibiting P-gp to reverse MDR. Thus, it is an effective strategy to develop inhibitor of P-gp. Objective: In this study, the synthesis of a series of derivatives had been carried out by bioisosterism design on the basis of Dimethyl Cardamonin (DMC). Subsequently, we evaluated their reversal activities as potential P-glycoprotein (P-gp)-mediated Multidrug Resistance (MDR) agents. Methods: Dimethyl cardamonin derivatives were synthesized from acetophenones and the corresponding benzaldehydes in the presence of 40% KOH by Claisen-Schmidt reaction. Their cytotoxicity and reversal activities in vitro were assessed with MTT. Moreover, the compound B4 was evaluated by Doxorubicin (DOX) accumulation, Western blot and wound-healing assays deeply. Results and Discussion: The results showed that compounds B2, B4 and B6 had the potency of MDR reversers with little intrinsic cytotoxicity. Meanwhile, these compounds also demonstrated the capability to inhibit MCF-7 and MCF-7/DOX cells migration. Besides, the most compound B4 was selected for further study, which promoted the accumulation of DOX in MCF-7/DOX cells and inhibited the expressionof P-gp at protein levels. Conclusion: The above findings may provide new insights for the research and development of P-gp-mediated MDR reversal agents.

In vitro and in vivo anti-Leishmania activity of polysubstituted synthetic chalcones

The in vitro screening of 43 polysubstituted chalcones against Leishmania amazonensis axenic amastigotes, led to the evaluation of 9 of them in a macrophage-infected model with the two other most infectious Leishmania species prevalent in Peru (L. braziliensis and L. peruviana). The five most active and selective chalcones were studied in vivo, resulting on the identification of two chalcones with high reduction parasite burden percentages.

Synthesis, cytotoxicity, and anti-Trypanosoma cruzi activity of new chalcones

Synthesis of a cytotoxic dihydrochalcone, first isolated from a traditional Amazonian medicinal plant Iryanthera juruensis Warb (Myristicaceae), followed by a comprehensive SAR analysis of saturated and unsaturated chalcone synthetic intermediates, led to the identification of analogues with selective and significant in vitro anti-Trypanosoma cruzi activity. Further SAR studies were undertaken with the synthesis of 21 new chalcones containing two allyloxy moieties that resulted in the discovery of 2′,4′-diallyloxy- 6′-methoxy chalcones with improved selectivity against this parasite at concentrations below 25 μM, four of which exhibited a selectivity index greater than 12.