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吡啶-2,6-二甲酰胺和呋喃-2,5-二甲酰胺衍生物的合成与结构表征。

Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives.

机构信息

Department of Organic Chemistry, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Bialystok, Mickiewicza 2A, 15-222 Bialystok, Poland.

Department of Structural Biology of Prokaryotic Organisms, Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-074 Poznan, Poland.

出版信息

Molecules. 2022 Mar 10;27(6):1819. doi: 10.3390/molecules27061819.

Abstract

Derivatives based on pyridine-2-6- and furan-2,5-dicarboxamide scaffolds reveal numerous chemical properties and biological activities. This fact makes them an exciting research topic in supramolecular and coordination chemistry and in discovering new pharmacologically-active compounds. This work aimed to obtain a series of symmetrical pyridine-2-6- and furan-2,5-dicarboxamides through a condensation reaction of the appropriate acyl chlorides and aromatic amides. Successful syntheses were confirmed with NMR spectroscopy. We solved their crystal structures for seven compounds; two pyridine and five furan derivatives. Based on our crystallographic studies, we were able to indicate supramolecular features of the crystals under investigation. Additionally, Hirshfeld surface analysis allowed us to calculate a distribution of intermolecular contacts in the dicarboxamide crystals.

摘要

基于吡啶-2,6-和呋喃-2,5-二甲酰胺骨架的衍生物具有许多化学性质和生物活性。这一事实使它们成为超分子和配位化学以及发现新的具有药理活性的化合物的一个令人兴奋的研究课题。本工作旨在通过适当的酰氯和芳香酰胺的缩合反应获得一系列对称的吡啶-2,6-和呋喃-2,5-二甲酰胺。成功的合成通过 NMR 光谱得到证实。我们对七种化合物的晶体结构进行了解析,其中两种是吡啶衍生物,五种是呋喃衍生物。基于我们的晶体学研究,我们能够指出所研究晶体的超分子特征。此外,Hirshfeld 表面分析使我们能够计算二甲酰胺晶体中分子间接触的分布。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0fc/8948770/37602f9df747/molecules-27-01819-sch001.jpg

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