7101-82-8Relevant academic research and scientific papers
Copper-Catalyzed Three-Component Cascade Michael Addition/Heck-Type Alkylation/Annulation: Accessing Fully Substituted 1,3-Dihydro-2 H-pyrrol-2-ones
Ba, Dan,Chen, Yanhui,Lv, Weiwei,Wen, Si,Cheng, Guolin
supporting information, p. 8603 - 8606 (2019/11/03)
We report a highly efficient copper-catalyzed three-component reaction of alkylamines, acetylenedicarboxylates, and α-bromocarbonyls for the assembly of fully substituted 1,3-dihydro-2H-pyrrol-2-ones. A variety of alkylamines and ammonium salt are functionalized with acetylenedicarboxylates and α-bromocarbonyls. N-aryl enaminoesters are also successfully alkylated with α-bromocarbonyls. This protocol is understood to proceed through radical Heck-type coupling of in-situ-generated bulky trisubstituted alkenes with bulky tertiary alkyl bromides, which is realized for the first time.
Neurogenic and neuroprotective donepezil-flavonoid hybrids with sigma-1 affinity and inhibition of key enzymes in Alzheimer's disease
Estrada Valencia, Martín,Herrera-Arozamena, Clara,de Andrés, Lucía,Pérez, Concepción,Morales-García, José A.,Pérez-Castillo, Ana,Ramos, Eva,Romero, Alejandro,Vi?a, Dolores,Yá?ez, Matilde,Laurini, Erik,Pricl, Sabrina,Rodríguez-Franco, María Isabel
supporting information, p. 534 - 553 (2018/07/25)
In this work we describe neurogenic and neuroprotective donepezil-flavonoid hybrids (DFHs), exhibiting nanomolar affinities for the sigma-1 receptor (σ1R) and inhibition of key enzymes in Alzheimer's disease (AD), such as acetylcholinesterase (AChE), 5-lipoxygenase (5-LOX), and monoamine oxidases (MAOs). In general, new compounds scavenge free radical species, are predicted to be brain-permeable, and protect neuronal cells against mitochondrial oxidative stress. N-(2-(1-Benzylpiperidin-4-yl)ethyl)-6,7-dimethoxy-4-oxo-4H-chromene-2-carboxamide (18) is highlighted due to its interesting biological profile in σ1R, AChE, 5-LOX, MAO-A and MAO-B. In phenotypic assays, it protects a neuronal cell line against mitochondrial oxidative stress and promotes maturation of neural stem cells into a neuronal phenotype, which could contribute to the reparation of neuronal tissues. Molecular modelling studies of 18 in AChE, 5-LOX and σ1R revealed the main interactions with these proteins, which will be further exploited in the optimization of new, more efficient DFHs.
Microwave-assisted preparation of quinolone and quinoline derivatives
Albrecht, Markus,Osetska, Olga,Rantanen, Toni,Fr?hlich, Roland,Bolm, Carsten
scheme or table, p. 1081 - 1084 (2010/07/02)
Quinolinone derivatives can be obtained in microwave-assisted syntheses by reaction of aniline derivatives with acetylene dicarboxylic esters, a malonic acid diester or -keto ester derivatives. The reaction proceeds under mild conditions in short reaction
