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酰基/芳酰腙的结构多样性与动态行为探究:综述

Exploring the Structural Versatility and Dynamic Behavior of Acyl/Aroyl Hydrazones: A Comprehensive Review.

作者信息

Kadyan Kulbir, Singh Rahul, Sindhu Jayant, Kumar Parvin, Devi Meena, Lal Sohan, Kumar Ashwani, Singh Devender, Kumar Harish

机构信息

Department of Chemistry, Kurukshetra University, Kurukshetra, Haryana, 136119, India.

Presude Lifesciences Private Limited, Gurugram, Haryana, 122050, India.

出版信息

Top Curr Chem (Cham). 2025 Apr 8;383(2):18. doi: 10.1007/s41061-025-00503-1.

DOI:10.1007/s41061-025-00503-1
PMID:40198408
Abstract

Acyl and aroyl hydrazones are hydrazine derivatives with unique structural variations and multiple applications in various disciplines, including medicinal chemistry, materials, and agrochemicals research. The presence of numerous reactive sites in acyl hydrazones established it as a privileged structure class in organic chemistry and, hence, serve as an important intermediate in the synthesis of pharmaceutically significant compounds. The intrinsic nature of the acylhydrazone group leads to various dynamic processes, including conformational, configurational, and tautomeric interconversions. Their dynamic behavior in organic frameworks is mainly attributed to hindered rotation around the imine C=N bond and -CONH- amide bond. It is crucial to comprehend the geometrical and conformational behavior of hydrazone derivatives in order to understand their structural attributes, reactivity, and interactions with other molecules. This review article provides an in-depth and up-to-date examination of the geometrical and conformational properties of acyl and aroyl hydrazones showcasing chronological progression of advancements in N-acyl/aroyl hydrazones (NAHs) over time spanning from 1955 to 2025. The insights gained from this analysis will be a helpful resource for researchers and chemists working on designing and developing new compounds with improved characteristics for various applications in chemistry and medicine.

摘要

酰腙和芳酰腙是具有独特结构变体的肼衍生物,在包括药物化学、材料和农用化学品研究在内的各个学科中都有多种应用。酰腙中存在众多反应位点,使其成为有机化学中一类具有优势的结构,因此,它是合成具有药学意义的化合物的重要中间体。酰腙基团的内在性质导致了各种动态过程,包括构象、构型和互变异构转化。它们在有机框架中的动态行为主要归因于亚胺C=N键和-CONH-酰胺键周围的旋转受阻。理解腙衍生物的几何和构象行为对于了解它们的结构属性、反应性以及与其他分子的相互作用至关重要。这篇综述文章对酰腙和芳酰腙的几何和构象性质进行了深入且最新的研究,展示了从1955年到2025年N-酰基/芳酰基腙(NAHs)随时间的发展历程。从这一分析中获得的见解将为致力于设计和开发具有改进特性的新化合物以用于化学和医学各种应用的研究人员和化学家提供有益的参考。

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Future Med Chem. 2023 Aug;15(16):1511-1525. doi: 10.4155/fmc-2023-0158. Epub 2023 Aug 23.
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