• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

一些三 - 四取代咪唑衍生物的各种合成方法及生物学评价:综述

Various synthesis and biological evaluation of some tri -tetra-substituted imidazoles derivatives: A review.

作者信息

Hamdi Abdeljalil, Daoudi Walid, Aaddouz Mohamed, Azzouzi Mohamed, Amhamdi Hassan, Elyoussfi Abdellah, Aatiaoui Abdelmalik El, Verma Dakeshwar Kumar, Abboud Mohamed, Ahari M'hamed

机构信息

Applied Chemistry Research Unit, FSTH, Abdelmalek Essaâdi University, AL Hoceima, Tetouan, Morocco.

Laboratory of Molecular Chemistry, Materials and Environment (LCM2E), Departement of Chemistry, Multidisciplinary Faculty of Nador, University Mohamed I, 60700 Nador, Morocco.

出版信息

Heliyon. 2024 May 16;10(10):e31253. doi: 10.1016/j.heliyon.2024.e31253. eCollection 2024 May 30.

DOI:10.1016/j.heliyon.2024.e31253
PMID:38803909
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11128531/
Abstract

The imidazole nucleus represents a significant group of heterocyclic molecules with diverse significance in the modern world due to its exploration potential and various pharmacological applications. The relevance of imidazole and its derivatives has gained popularity in recent years, especially in the production of commercial drugs and the treatment of various conditions. The imidazole nucleus is present in many natural compounds and widely distributed in essential amino acids, such as l-histidine, whose derivatives exhibit powerful pharmacological properties. In this review, we delve into the historical timeline and development of synthetic pathways for tri- and tetra-substituted imidazoles used in the renowned reaction. Furthermore, we explore various bacteriological applications documented in the literature, as well as current advances in preclinical approaches to imidazole-based drug discovery. Tri- or tetra-substituted imidazole derivatives show strong potential for new synthesis methods, such as reflux or microwave, as well as various biological activities.

摘要

咪唑核代表了一类重要的杂环分子,由于其具有探索潜力和多种药理应用,在现代社会具有多种重要意义。近年来,咪唑及其衍生物的相关性日益受到关注,特别是在商业药物生产和各种疾病治疗方面。咪唑核存在于许多天然化合物中,并广泛分布于必需氨基酸中,如L-组氨酸,其衍生物具有强大的药理特性。在本综述中,我们深入探讨了用于著名反应的三取代和四取代咪唑的合成途径的历史沿革和发展。此外,我们还探索了文献中记载的各种细菌学应用,以及基于咪唑的药物发现的临床前方法的当前进展。三取代或四取代咪唑衍生物在新的合成方法(如回流或微波法)以及各种生物活性方面显示出强大的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/ea87d83d77bf/sc29.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/0e039106591b/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/5638e36d5b28/sc2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/0aeafa5b20ba/sc3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/e3f693c00232/sc4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/1bbaa0a3316b/sc5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/8b1893560a02/sc6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/542ca0ad3181/sc7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/35f6198b0101/sc8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/a4fbfb2247a6/sc9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/4cc2b1e43457/sc10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/4e58e0434148/sc11.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/9ba729b01f05/sc12.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/01b3aad4d4c5/sc13.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/f1d37dc32f54/sc14.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/44cd472d1abd/sc15.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/98ba6573ff99/sc16.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/b5c171f91bd5/sc17.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/3645af065dcf/sc19.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/a9127b2e490d/sc21.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/78af099f48ea/sc23.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/499339cd2327/sc25.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/8dded357ce38/sc27.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/ea87d83d77bf/sc29.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/0e039106591b/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/5638e36d5b28/sc2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/0aeafa5b20ba/sc3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/e3f693c00232/sc4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/1bbaa0a3316b/sc5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/8b1893560a02/sc6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/542ca0ad3181/sc7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/35f6198b0101/sc8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/a4fbfb2247a6/sc9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/4cc2b1e43457/sc10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/4e58e0434148/sc11.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/9ba729b01f05/sc12.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/01b3aad4d4c5/sc13.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/f1d37dc32f54/sc14.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/44cd472d1abd/sc15.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/98ba6573ff99/sc16.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/b5c171f91bd5/sc17.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/3645af065dcf/sc19.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/a9127b2e490d/sc21.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/78af099f48ea/sc23.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/499339cd2327/sc25.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/8dded357ce38/sc27.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6517/11128531/ea87d83d77bf/sc29.jpg

相似文献

1
Various synthesis and biological evaluation of some tri -tetra-substituted imidazoles derivatives: A review.一些三 - 四取代咪唑衍生物的各种合成方法及生物学评价:综述
Heliyon. 2024 May 16;10(10):e31253. doi: 10.1016/j.heliyon.2024.e31253. eCollection 2024 May 30.
2
In-vitro anticancer evaluation of newly designed and characterized tri/tetra-substituted imidazole congeners- maternal embryonic leucine zipper kinase inhibitors: Molecular docking and MD simulation approaches.新型设计和表征的三/四取代咪唑同系物-母体胚胎亮氨酸拉链激酶抑制剂的体外抗癌评估:分子对接和 MD 模拟方法。
Int J Biol Macromol. 2023 Sep 30;249:126084. doi: 10.1016/j.ijbiomac.2023.126084. Epub 2023 Aug 1.
3
Naturally occurring and synthetic imidazoles: their chemistry and their biological activities.天然存在的和合成的咪唑类化合物:它们的化学性质及其生物活性。
Curr Med Chem. 2006;13(1):1-23.
4
Pharmaceutical importance and synthetic strategies for imidazolidine-2-thione and imidazole-2-thione derivatives.咪唑烷-2-硫酮和咪唑-2-硫酮衍生物的药学重要性及合成策略
Pak J Biol Sci. 2011 Dec 15;14(24):1076-89. doi: 10.3923/pjbs.2011.1076.1089.
5
Synthesis and biological evaluation of di- and tri-substituted imidazoles as safer anti-inflammatory-antifungal agents.二取代和三取代咪唑作为更安全的抗炎抗真菌剂的合成及生物学评价
J Pharm Bioallied Sci. 2013 Apr;5(2):154-61. doi: 10.4103/0975-7406.111822.
6
Current advances in the synthesis and biological potencies of tri- and tetra-substituted 1H-imidazoles.三取代和四取代1H-咪唑的合成及生物活性的当前进展。
Mol Divers. 2015 Aug;19(3):577-623. doi: 10.1007/s11030-015-9590-6. Epub 2015 Apr 12.
7
Imidazole and Derivatives Drugs Synthesis: A Review.咪唑及衍生物类药物合成:综述
Curr Org Synth. 2023;20(6):630-662. doi: 10.2174/1570179420666221118100525.
8
Imidazole: An Emerging Scaffold Showing its Therapeutic Voyage to Develop Valuable Molecular Entities.咪唑:一种新兴的支架,展现出其开发有价值分子实体的治疗之旅。
Curr Drug Res Rev. 2020;12(2):103-117. doi: 10.2174/2589977511666191129152038.
9
Functionalization of imidazole -oxide: a recent discovery in organic transformations.咪唑氧化物的功能化:有机转化中的一项最新发现。
Beilstein J Org Chem. 2022 Nov 22;18:1575-1588. doi: 10.3762/bjoc.18.168. eCollection 2022.
10
Imidazoles as Potential Anticancer Agents: An Update on Recent Studies.咪唑类化合物作为潜在的抗癌剂:近期研究进展综述。
Molecules. 2021 Jul 11;26(14):4213. doi: 10.3390/molecules26144213.

引用本文的文献

1
Advances in Organic Synthesis and Properties Based On Tetraphenylimidazole Derivatives.基于四苯基咪唑衍生物的有机合成及性质研究进展
J Fluoresc. 2025 May 2. doi: 10.1007/s10895-025-04328-5.

本文引用的文献

1
Synthesis and Evaluation of Imidazole Derivatives Bearing Imidazo[2,1-b] [1,3,4]thiadiazole Moiety as Antibacterial Agents.含咪唑并[2,1-b][1,3,4]噻二唑部分的咪唑衍生物的合成与评价作为抗菌剂。
Med Chem. 2024;20(1):40-51. doi: 10.2174/0115734064248204230919074743.
2
Hot exciton transition for organic light-emitting diodes: tailoring excited-state properties and electroluminescence performances of donor-spacer-acceptor molecules.有机发光二极管的热激子跃迁:调控给体-间隔体-受体分子的激发态性质和电致发光性能
RSC Adv. 2018 Nov 6;8(65):37324-37338. doi: 10.1039/c8ra07891b. eCollection 2018 Nov 1.
3
Fragment-Based Discovery of MRTX1719, a Synthetic Lethal Inhibitor of the PRMT5•MTA Complex for the Treatment of -Deleted Cancers.
基于片段的 MRTX1719 发现,一种用于治疗 -del 癌症的 PRMT5•MTA 复合物的合成致死抑制剂。
J Med Chem. 2022 Feb 10;65(3):1749-1766. doi: 10.1021/acs.jmedchem.1c01900. Epub 2022 Jan 18.
4
Telaprevir is a potential drug for repurposing against SARS-CoV-2: computational and studies.特拉匹韦是一种可重新用于对抗严重急性呼吸综合征冠状病毒2的潜在药物:计算和研究。
Heliyon. 2021 Sep;7(9):e07962. doi: 10.1016/j.heliyon.2021.e07962. Epub 2021 Sep 9.
5
Anticancer potential of some imidazole and fused imidazole derivatives: exploring the mechanism epidermal growth factor receptor (EGFR) inhibition.某些咪唑及稠合咪唑衍生物的抗癌潜力:探索表皮生长因子受体(EGFR)抑制机制
RSC Med Chem. 2020 Jul 8;11(8):923-939. doi: 10.1039/d0md00146e. eCollection 2020 Aug 1.
6
Imidazole and Imidazolium Antibacterial Drugs Derived from Amino Acids.源自氨基酸的咪唑和咪唑鎓类抗菌药物。
Pharmaceuticals (Basel). 2020 Dec 21;13(12):482. doi: 10.3390/ph13120482.
7
Damage Incorporated: Discovery of the Potent, Highly Selective, Orally Available ATR Inhibitor BAY 1895344 with Favorable Pharmacokinetic Properties and Promising Efficacy in Monotherapy and in Combination Treatments in Preclinical Tumor Models.损伤共合体:强效、高选择性、可口服的 ATR 抑制剂 BAY 1895344 的发现,具有良好的药代动力学特性和在临床前肿瘤模型中单药和联合治疗中的有前景的疗效。
J Med Chem. 2020 Jul 9;63(13):7293-7325. doi: 10.1021/acs.jmedchem.0c00369. Epub 2020 Jun 28.
8
Discovery of Lanraplenib (GS-9876): A Once-Daily Spleen Tyrosine Kinase Inhibitor for Autoimmune Diseases.兰瑞替尼(GS-9876)的发现:一种用于自身免疫性疾病的每日一次脾酪氨酸激酶抑制剂。
ACS Med Chem Lett. 2020 Feb 12;11(4):506-513. doi: 10.1021/acsmedchemlett.9b00621. eCollection 2020 Apr 9.
9
Discovery of BMS-986260, a Potent, Selective, and Orally Bioavailable TGFβR1 Inhibitor as an Immuno-oncology Agent.BMS-986260的发现,一种强效、选择性且口服生物可利用的转化生长因子β受体1(TGFβR1)抑制剂,作为一种免疫肿瘤学药物。
ACS Med Chem Lett. 2020 Jan 28;11(2):172-178. doi: 10.1021/acsmedchemlett.9b00552. eCollection 2020 Feb 13.
10
Discovery of -(Indazol-3-yl)piperidine-4-carboxylic Acids as RORγt Allosteric Inhibitors for Autoimmune Diseases.发现 -(吲唑-3-基)哌啶-4-羧酸作为用于自身免疫性疾病的RORγt变构抑制剂
ACS Med Chem Lett. 2020 Jan 9;11(2):114-119. doi: 10.1021/acsmedchemlett.9b00431. eCollection 2020 Feb 13.