Central cholinergic agents. I. Potent acetylcholinesterase inhibitors, 2-[ω-[N-alkyl-N-(ω-phenylalkyl)amino]alkyl]-1H-isoindole-1,3(2H)-diones, based on a new hypothesis of the enzyme’s active site was written by Ishihara, Yuji;Kato, Koki;Goto, Giichi. And the article was included in Chemical & Pharmaceutical Bulletin in 1991.Name: N-(3-Methoxybenzyl)ethanamine The following contents are mentioned in the article:
It has been suggested that the active site of acetylcholinesterase contains a hydrophobic binding site (HBS-1), which is closely adjacent to both the anionic and the esteratic sites. In this paper, we assumed that there exists another hydrophobic binding site (HBS-2), some distance removed from the anionic site. On this assumption, a new working hypothesis was proposed for the design of acetylcholinesterase inhibitors. A series of 2-[ω-[N-alkyl-N-(ω-phenylalkyl)amino]alkyl]-1H-isoindole-1,3(2H)-diones (I, X = e.g., O2N, OH, Me, Cl, amino group, or COPh, Y = e.g., H, halo OMe, R = H or alkyl, n = 3-9, m = 1-4) was designed based on this hypothesis and tested for its inhibitory activities on acetylcholinesterase. Some in this series were revealed to be more potent than physostigmine. Optimum activity was found to be associated with a five carbon chain length separating the benzylamino group from the 1H-isoindole-1,3(2H)-dione (phthalimide) moiety. Quant. study of substitution effect on the phthalimide moiety revealed that hydrophilic and electron-withdrawing groups enhance the activity. This study involved multiple reactions and reactants, such as N-(3-Methoxybenzyl)ethanamine (cas: 140715-61-3Name: N-(3-Methoxybenzyl)ethanamine).
N-(3-Methoxybenzyl)ethanamine (cas: 140715-61-3) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Name: N-(3-Methoxybenzyl)ethanamine
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