Design and Synthesis of Novel 1,4-Dihydropyridine Derivatives as Antioxidant and Antimicrobial Agents

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC Russian Journal of Organic Chemistry Pub Date : 2024-07-30 DOI:10.1134/S1070428024050130
Prabhakar Chavan, Prashant C. Hanamshetty, Balaji Biradar, M. M. Nagabhushan
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Abstract

1,4 Dihydropyridines are one of the most used scaffolds in drug development. The present paper describes the autocatalytic four-component reactions of heterocyclic aldehydes, malononitrile, and piperidine, leading to novel 2-amino-1,4-dihydro-6-[pyridin-1(4H)-yl]-4-(hetero-2/3-yl)pyridine-3,5-dicarbonitrile derivatives in good yields. The structure of the synthesized compounds was confirmed by IR and 1H and 13C NMR and mass spectrometry. 4-(1H-Indol-3-yl)-substituted 1,4-dihydropyridine exhibited good radical scavenging activity, while its thiophen-2-yl-substituted analog proved to be potent antimicrobial agent.

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设计和合成新型 1,4-二氢吡啶衍生物作为抗氧化剂和抗菌剂
摘要1,4 二氢吡啶是药物开发中最常用的支架之一。本文介绍了杂环醛、丙二腈和哌啶的自催化四组分反应,以良好的收率得到了新型 2-氨基-1,4-二氢-6-[吡啶-1(4H)-基]-4-(杂-2/3-基)吡啶-3,5-二甲腈衍生物。红外光谱、1H 和 13C NMR 以及质谱分析证实了合成化合物的结构。4-(1H-吲哚-3-基)取代的 1,4-二氢吡啶具有良好的自由基清除活性,而其噻吩-2-基取代的类似物则被证明是有效的抗菌剂。
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来源期刊
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
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