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1,2,4-三唑衍生物的化学性质与合成方法综述

A Review on Chemistry and Methods of Synthesis of 1,2,4-Triazole Derivatives.

作者信息

Couto Rodrigues Searitha, Silva Moratório de Moraes Raphael, Tavares de Almeida Pinto Gabriel, Miranda Martins Maria Tereza, Antunes do Nascimento Patrick, Alves Soares Deivid Lucas, Mestre Botelho Ana Beatriz, Cardoso Cruz Camille, Cunha Anna Claudia

机构信息

Universidade Federal Fluminense, Instituto de Química, Departamento de Química Orgânica, Programa de Pós-Graduação em Química, 24020-141, Niterói, Rio de Janeiro, Brazil.

出版信息

Chem Rec. 2025 Jan;25(1):e202400190. doi: 10.1002/tcr.202400190. Epub 2024 Nov 14.

Abstract

This review provides a comprehensive overview of research on 1,2,4-triazoles conducted over the last fifteen years. 1,2,4-Triazoles are highly significant in the pharmaceutical industry, with numerous compounds from this class used clinically as antifungal, antiviral, antibacterial, anti-inflammatory, and antitubercular agents. Beyond their pharmaceutical relevance, this review also explores their role in material science and agriculture. In material science, 1,2,4-triazoles are gaining prominence, particularly in the development of energetic materials (EMs), due to their exceptional properties such as thermal stability, coordination ability, and performance comparable to well-known explosives. Their applications extend to polymers, corrosion inhibitors, and metal-organic frameworks (MOFs), and they play a significant role in the development of functional materials for sensors, catalysis, and energy storage. Additionally, the review addresses general aspects and synthetic methodologies for the functionalization and construction of the 1,2,4-triazole ring. Synthetic methods discussed include metalation synthesis, cyclization of hydrazine derivatives, multicomponent reactions, cyclization of amides and amidines, and microwave-assisted synthesis. Given the significance of the triazole scaffold, its synthesis has garnered considerable attention due to its wide-ranging applications across various industrial sectors.

摘要

本综述全面概述了过去十五年间对1,2,4-三唑的研究。1,2,4-三唑在制药行业具有高度重要性,该类众多化合物在临床上用作抗真菌、抗病毒、抗菌、抗炎和抗结核药物。除了其在制药方面的相关性,本综述还探讨了它们在材料科学和农业中的作用。在材料科学中,1,2,4-三唑正日益突出,特别是在含能材料(EMs)的开发中,因为它们具有诸如热稳定性、配位能力以及与知名炸药相当的性能等优异特性。它们的应用扩展到聚合物、缓蚀剂和金属有机框架(MOF),并且在用于传感器、催化和能量存储的功能材料开发中发挥着重要作用。此外,该综述还涉及1,2,4-三唑环官能化和构建的一般方面及合成方法。所讨论的合成方法包括金属化合成、肼衍生物的环化、多组分反应、酰胺和脒的环化以及微波辅助合成。鉴于三唑支架的重要性,由于其在各个工业领域的广泛应用,其合成已受到相当大的关注。

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