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4-乙基-1,4,5,6,7,8-六氢氮杂环辛烷并[5,6-]吲哚-2,3-二羧酸二甲酯的扩环合成及晶体结构

Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexa-hydro-azonino[5,6-]indole-2,3-di-carboxyl-ate.

作者信息

Nguyen Van Tuyen, Sorokina Elena A, Listratova Anna V, Voskressensky Leonid G, Lobanov Nikolai N, Dorovatovskii Pavel V, Zubavichus Yan V, Khrustalev Victor N

机构信息

Institute of Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Hanoi, Vietnam; Graduate University of Science and Technology, 18 Hoang Quoc Viet, Hanoi, Vietnam.

Organic Chemistry Department, Peoples' Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow 117198, Russian Federation.

出版信息

Acta Crystallogr E Crystallogr Commun. 2017 Feb 7;73(Pt 3):338-340. doi: 10.1107/S205698901700161X. eCollection 2017 Mar 1.

DOI:10.1107/S205698901700161X
PMID:28316803
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5347048/
Abstract

The title compound, CHNO, is the product of a ring-expansion reaction from a seven-membered hexa-hydro-azepine to a nine-membered azonine. The azonine ring of the mol-ecule adopts a chair-boat conformation. In the crystal, mol-ecules are linked by bifurcated N-H⋯(O,O) hydrogen bonds, generating [010] zigzag chains. The title compound shows inhibitory activity against acetyl-cholinesterase and butyrylcholinesterase, and might be considered as a candidate for the design of new types of anti-Alzheimer's drugs.

摘要

标题化合物CHNO是由七元六氢氮杂䓬经扩环反应生成的九元氮杂环壬烷的产物。分子中的氮杂环壬烷环呈椅式-船式构象。在晶体中,分子通过分叉的N-H⋯(O,O)氢键相连,形成[010]之字形链。标题化合物对乙酰胆碱酯酶和丁酰胆碱酯酶具有抑制活性,可被视为新型抗阿尔茨海默病药物设计的候选物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8cc/5347048/f0a68ca11b77/e-73-00338-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8cc/5347048/e08cc1b7787d/e-73-00338-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8cc/5347048/2da8b093d405/e-73-00338-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8cc/5347048/f0a68ca11b77/e-73-00338-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8cc/5347048/e08cc1b7787d/e-73-00338-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8cc/5347048/2da8b093d405/e-73-00338-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d8cc/5347048/f0a68ca11b77/e-73-00338-fig3.jpg

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