2683-56-9Relevant articles and documents
Design, synthesis and evaluation of phthalide alkyl tertiary amine derivatives as promising acetylcholinesterase inhibitors with high potency and selectivity against Alzheimer's disease
Cao, Zhongcheng,Deng, Yong,Li, Yan,Luo, Li,Qiang, Xiaoming,Song, Qing,Tan, Zhenghuai
, (2020/03/13)
A series of phthalide alkyl tertiary amine derivatives were designed, synthesized and evaluated as potential multi-target agents against Alzheimer's disease (AD). The results indicated that almost all the compounds displayed significant AChE inhibitory and selective activities. Besides, most of the derivatives exhibited increased self-induced Aβ1-42 aggregation inhibitory activity compared to the lead compound DL-NBP, and some compounds also exerted good antioxidant activity. Specifically, compound I-8 showed the highest inhibitory potency toward AChE (IC50 = 2.66 nM), which was significantly better than Donepezil (IC50 = 26.4 nM). Moreover, molecular docking studies revealed that compound I-8 could bind to both the catalytic active site and peripheral anionic site of AChE. Furthermore, compound I-8 displayed excellent BBB permeability in vitro. Importantly, the step-down passive avoidance test indicated that I-8 significantly reversed scopolamine-induced memory deficit in mice. Collectively, these results suggested that I-8 might be a potent and selective AChE inhibitor for further anti-AD drug development.
Reductive hydroxyalkylation/alkylation of amines with lactones/esters
Wang, Yu-Huang,Ye, Jian-Liang,Wang, Ai-E,Huang, Pei-Qiang
experimental part, p. 6504 - 6511 (2012/09/08)
We have developed a one-pot method for the direct intermolecular reductive hydroxyalkylation or alkylation of amines using lactones or esters as the hydroxyalkylating/alkylating reagents. The method is based on the in situ amidation of lactones/esters with DIBAL-H-amine complex (for primary amines) or DIBAL-H-amine hydrochloride salt complex (for secondary amines), followed by reduction of the amides with an excess of DIBAL-H. Different from the reduction of Weinreb amides with DIBAL-H where aldehydes are formed, the reduction of the in situ formed Weinreb amides yielded amines. Moreover, this method is not limited to Weinreb amides, instead, it also works for other amides in general. A plausible mechanism is suggested to account for the outcome of the reactions.
Action d'organometalliques fonctionnels sur les gem-aminoethers et les sels d'immonium. II. Synthese d'amines γ-fonctionnelles α-acetyleniques, α-ethyleniques Z ou E et saturees
Courtois, Gilles,Miginiac, Philippe
, p. 21 - 27 (2007/10/02)
α-Functional acetylenic organomagnesium compounds easily react with gem-aminoethers and immonium salts to lead to α-acetylenic γ-functional amines in good yields.By partial reduction, these amines selectively produce Z or E α-unsaturated γ-functional amines and by complete reduction, they lead to saturated γ-functional amines.
