1338596-72-7

Upstream product

• 1194-98-5 2,5-Dihydroxybenzaldehyde 
• 622-47-9 4-tolylacetic acid 
• 1338596-71-6 6-hydroxy-3-(4-methylphenyl)coumarin 
• 78-95-5 chloroacetone 
• 949580-62-5 6-methoxy-3-(4-methylphenyl)coumarin 
• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 

Relevant academic research and scientific papers

Synthesis and adenosine receptors binding affinities of a series of 3-arylcoumarins

Objectives In the present communication, we report the synthesis, pharmacological evaluation, theoretical evaluation of absorption, distribution, metabolism and excretion properties and structure-activity relationship study of a selected series of 3-arylcoumarins (compounds 1-9). Adenosine receptors (ARs) binding activity and selectivity of the synthesized compounds 1-9 were evaluated in this study. Different substituents were introduced in both benzene rings of the evaluated scaffold, at positions 6 and 3′ or 4′ of the moiety. The lack of data on the 3-arylcoumarin scaffold encouraged us to explore the ARs' binding activity of a selected series of derivatives. Methods A new series of coumarins (compounds 1-9) were synthesized and evaluated by radioligand binding studies towards ARs. Key findings Analysing the experimental data, it can be observed that neither the simple 3-arylcoumarin nor the 4′-nitro derivatives presented detectable binding affinity for the evaluated receptors, although most of the other substituted derivatives have good binding affinity profiles, especially against the hA1/hA 3 or only hA3 AR. Conclusions The most remarkable derivative is compound 2, presenting the best affinity for hA3 AR (Ki = 2680 nM) and significant selectivity for this subtype. Graphical Abstract In the present communication, we report the synthesis, pharmacological evaluation, theoretical evaluation of ADME properties and SAR study of a selected series of 3-arylcoumarins (compounds 1-9). Adenosine receptors binding activity and selectivity of the synthesized compounds 1-9 were evaluated in this study, and most of the substituted derivatives have good binding affinity profiles, especially against the hA1/hA3 or only hA3 AR. The most remarkable derivative is compound 2, presenting the best affinity for hA3 AR (Ki = 2680 nM) and significant selectivity for this subtype.

Synthesis and study of a series of 3-arylcoumarins as potent and selective monoamine oxidase B inhibitors

New series of 6-substituted-3-arylcoumarins displaying several alkyl, hydroxyl, halogen, and alkoxy groups in the two benzene rings have been designed, synthesized, and evaluated in vitro as human monoamine oxidase A and B (hMAO-A and hMAO-B) inhibitors.