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由4-氨基-四氢吡啶亚基盐形成5-氨甲基-2,3-二氢吡啶-4(1)-酮。

Formation of 5-Aminomethyl-2,3-dihydropyridine-4(1)-ones from 4-Amino-tetrahydropyridinylidene Salts.

作者信息

Seebacher Werner, Hoffelner Michael, Belaj Ferdinand, Pirker Teresa, Alajlani Muaaz, Bauer Rudolf, Pferschy-Wenzig Eva-Maria, Saf Robert, Weis Robert

机构信息

Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, University of Graz, Schubertstrasse 1, 8010 Graz, Austria.

Institute of Chemistry, University of Graz, Schubertstrasse 1, 8010 Graz, Austria.

出版信息

Molecules. 2023 Sep 29;28(19):6869. doi: 10.3390/molecules28196869.

Abstract

Various 4-aminotetrahydropyridinylidene salts were treated with aldehydes in an alkaline medium. Their conversion to 5-substituted β-hydroxyketones in a one-step reaction succeeded only with an aliphatic aldehyde. Instead, aromatic aldehydes gave 5-substituted β-aminoketones or a single δ-diketone. The new compounds were characterized using spectroscopic methods and a single crystal structure analysis. Some of them showed anticancer and antibacterial properties.

摘要

在碱性介质中,用醛处理各种4-氨基四氢吡啶盐。它们在一步反应中转化为5-取代的β-羟基酮仅在脂肪醛的情况下成功。相反,芳香醛生成5-取代的β-氨基酮或单一的δ-二酮。使用光谱方法和单晶结构分析对新化合物进行了表征。其中一些表现出抗癌和抗菌特性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc4a/10574582/0b9f0a16cf28/molecules-28-06869-sch001.jpg

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