135762-47-9

Upstream product

• 120-57-0 piperonal 
• 551-93-9 2-aminoacetophenone 
• 577-59-3 2-acetylnitrobenzene 

Downstream Products

• 135762-60-6 2'-tosylamido-3,4-methylenedioxychalcone dibromide 
• 135762-58-2 cis-3-bromo-1-tosyl-2,3-dihydro-2-(3-',4'-methylenedioxyphenyl)-4(1H)-quinolone 
• 135762-61-7 2'-tosylamido-α-bromo-β-methoxy-3,4-methylenedioxydihydrochalcone 
• 135762-59-3 1-tosyl-2,3-dihydro-2-(3-',4'-methylenedioxyphenyl)-4(1H)-quinolone 
• 135762-56-0 2'-acetamido-α-bromo-β-methoxy-3,4-methylenedioxydihydrochalcone 
• 135762-55-9 2'-acetamido-3,4-methylenedioxychalcone dibromide 
• 135762-57-1 2'-amino-3,4-methylenedioxychalcone dibromide 
• 135762-62-8 2'-tosylamido-3,4-methylenedioxychalcone 
• 135762-51-5 2'-amino-α,3',5'-tribromo-β-methoxy-3,4-methylenedioxydihydrochalcone 
• 135762-50-4 2'-amino-3',5'-dibromo-3,4-methylenedioxychalcone dibromide 
• 135762-49-1 2'-amino-3',5'-dibromo-3,4-methylenedioxychalcone 
• 135762-48-0 2'-amino-5'-bromo-3,4-methylenedioxychalcone 
• 135762-63-9 2'-acetamido-3,4-methylenedioxychalcone 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 2′-Aminochalcone: A multi-target approach to find drug candidates to treat Alzheimer's disease

Alzheimer's disease (AD) is a neurodegenerative process that compromises cognitive functions. The physiopathology of AD is multifactorial and is mainly supported by the cholinergic and amyloid hypotheses, which allows the identification the fundamental role of some markers, such as the enzymes acetylcholinesterase (AChE) and β-secretase (BACE-1), and the β-amyloid peptide (Aβ). In this work, we prepared a series of chalcones and 2′-aminochalcones, which were tested against AChE and BACE-1 enzymes and on the aggregation of Aβ. All compounds inhibited AChE activity with different potencies. We have found that the majority of chalcones having the amino group are able to inhibit BACE-1, which was not observed for chalcones without this group. The most active compound is the one derived from 2,3-dichlorobenzaldeyde, having an IC50 value of 2.71 μM. A molecular docking study supported this result, showing a good interaction of the amino group with aspartic acid residues of the catalytic diade of BACE-1. Thioflavin-T fluorescence emission is reduced in 30 – 40%, when Aβ42 is incubated in the presence of some chalcones under aggregation conditions. In vitro cytotoxicity and in silico prediction of pharmacokinetic properties were also conducted in this study.

(±)-2-Aryl-2,3-dihydro-4(1H)-quinolinones by a tandem reduction-Michael addition reaction

An efficient synthesis of (±)-2-aryl-2,3-dihydro-4(1H)-quinolinones has been developed from chalcones prepared from 2′-nitroacetophenone and a series of substituted benzaldehydes. The cyclization sequence is initiated by reduction of the nitro group under dissolving metal conditions using iron powder in concentrated hydrochloric acid. Milder conditions, using acetic acid or acetic acid-phosphoric acid as the reaction medium, were less satisfactory. Procedural details as well as a mechanistic discussion and reaction optimization studies are presented.

Bromo-derivatives of 2'-NHR-3,4-methylenedioxychalcone and its 4-quinolone isomer

Bromination reaction of 2'-NHR-3,4-methylenedioxychalcone (1) and 2,3-dihydro-2-(3',4'-methylenedioxyphenyl)-4-(1H)-quinolone (7) with bromine and N-bromosuccinimide are discussed. Depending on the character of the R group and on the reagent used nuclear or side-chain brominated or side-chain bromo-methoxylated products were obtained.