• 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

合成、DFT 计算及部分由 4-((2-氧代-1,2-二氢喹啉-3-基)亚甲基)-2-苯并恶唑-5(4H)-酮衍生的 N-杂环的环保杀虫活性。

Synthesis, DFT, and eco-friendly insecticidal activity of some N-heterocycles derived from 4-((2-oxo-1,2-dihydroquinolin-3-yl)methylene)-2-phenyloxazol-5(4H)-one.

机构信息

Chemistry Department, Faculty of Science, Ain Shams University, Abassia, Cairo 11566, Egypt.

Chemistry Department, Faculty of Science, Ain Shams University, Abassia, Cairo 11566, Egypt.

出版信息

Bioorg Chem. 2021 Jul;112:104945. doi: 10.1016/j.bioorg.2021.104945. Epub 2021 Apr 26.

DOI:10.1016/j.bioorg.2021.104945
PMID:33964579
Abstract

A new series of nitrogen heterocycles encompassing a quinoline scaffold such as imidazolone, benzimidazole, triazinone, triazole, and thiazole derivatives was synthesized utilizing the readily obtainable building block synthon, 4-((2-oxo-1,2-dihydroquinolin-3-yl)methylene)-2-phenyloxazol-5(4H)-one (3). It was interesting that the fused heterocycle, pyranoquinoline derivative 15 was successfully synthesized by different routes of reactions. The synthesized compounds were evaluated for their insecticidal activity and compounds 6, 17, and 20 were the most potent against both Mythimna separata and Nilaparvata lugens. The DFT study was performed for the most potent compounds.

摘要

利用易得的构建块缩合产物 4-((2-氧代-1,2-二氢喹啉-3-基)亚甲基)-2-苯并恶唑-5(4H)-酮(3),合成了一系列包含喹啉骨架的新型氮杂环,如咪唑酮、苯并咪唑、三嗪酮、三唑和噻唑衍生物。有趣的是,通过不同的反应途径成功合成了稠合杂环吡喃并喹啉衍生物 15。合成的化合物进行了杀虫活性评价,化合物 6、17 和 20 对斜纹夜蛾和褐飞虱的活性最高。对最有效的化合物进行了 DFT 研究。

相似文献

1
Synthesis, DFT, and eco-friendly insecticidal activity of some N-heterocycles derived from 4-((2-oxo-1,2-dihydroquinolin-3-yl)methylene)-2-phenyloxazol-5(4H)-one.合成、DFT 计算及部分由 4-((2-氧代-1,2-二氢喹啉-3-基)亚甲基)-2-苯并恶唑-5(4H)-酮衍生的 N-杂环的环保杀虫活性。
Bioorg Chem. 2021 Jul;112:104945. doi: 10.1016/j.bioorg.2021.104945. Epub 2021 Apr 26.
2
Insecticidal quinoline and isoquinoline isoxazolines.杀虫喹啉和异喹啉异恶唑啉类化合物。
Bioorg Med Chem Lett. 2014 Aug 15;24(16):4026-30. doi: 10.1016/j.bmcl.2014.06.004. Epub 2014 Jun 11.
3
Synthesis of some ester derivatives of 4'-demethoxyepipodophyllotoxin/2'-chloro-4'-demethoxyepipodophyllotoxin as insecticidal agents against oriental armyworm, Mythimna separata Walker.4'-去甲氧基表鬼臼毒素/2'-氯-4'-去甲氧基表鬼臼毒素的某些酯衍生物作为对东方粘虫(Mythimna separata Walker)的杀虫剂的合成
Bioorg Med Chem Lett. 2017 Feb 1;27(3):511-517. doi: 10.1016/j.bmcl.2016.12.026. Epub 2016 Dec 9.
4
Tetrahydroindeno[1',2':4,5]pyrrolo[1,2-a]imidazol-5(1H)-ones as novel neonicotinoid insecticides: reaction selectivity and substituent effects on the activity level.四氢茚并[1',2':4,5]吡咯并[1,2-a]咪唑-5(1H)-酮类新型烟碱类杀虫剂:反应选择性和取代基对活性水平的影响。
J Agric Food Chem. 2015 Feb 11;63(5):1360-9. doi: 10.1021/jf505281p. Epub 2015 Feb 3.
5
Synthesis and insecticidal activity of new deoxypodophyllotoxin derivatives modified in the D-ring.D环修饰的新型脱氧鬼臼毒素衍生物的合成及其杀虫活性
Bioorg Med Chem Lett. 2014 Sep 15;24(18):4542-4545. doi: 10.1016/j.bmcl.2014.07.076. Epub 2014 Aug 12.
6
Synthesis of matrinic amide derivatives containing 1,3,4-thiadiazole scaffold as insecticidal/acaricidal agents.合成含 1,3,4-噻二唑骨架的马特里酰胺衍生物作为杀虫剂/杀螨剂。
Bioorg Chem. 2018 Dec;81:88-92. doi: 10.1016/j.bioorg.2018.07.034. Epub 2018 Aug 6.
7
Synthesis of some monosaccharide-related ester derivatives as insecticidal and acaricidal agents.一些与单糖相关的酯衍生物作为杀虫和杀螨剂的合成。
Bioorg Med Chem Lett. 2017 Sep 15;27(18):4336-4340. doi: 10.1016/j.bmcl.2017.08.031. Epub 2017 Aug 16.
8
Synthesis, biological activities, and SAR studies of novel 1-(2-chloro-4,5-difluorophenyl)-1H-pyrazole derivatives.新型 1-(2-氯-4,5-二氟苯基)-1H-吡唑衍生物的合成、生物活性及构效关系研究。
Bioorg Med Chem Lett. 2020 Nov 15;30(22):127535. doi: 10.1016/j.bmcl.2020.127535. Epub 2020 Sep 6.
9
Synthesis of benzoxazole derivatives of honokiol as insecticidal agents against Mythimna separata Walker.和厚朴酚的苯并恶唑衍生物作为抗粘虫杀虫剂的合成
Bioorg Med Chem Lett. 2015;25(10):2217-9. doi: 10.1016/j.bmcl.2015.03.052. Epub 2015 Mar 25.
10
Exploration of Some Heterocyclic Compounds Containing Trifluoromethylpyridine Scaffold as Insecticides Toward Aphis gossypii Insects.含三氟甲基吡啶骨架的杂环化合物作为杀虫剂对棉蚜的研究。
Chem Biodivers. 2024 Jun;21(6):e202400451. doi: 10.1002/cbdv.202400451. Epub 2024 May 3.

引用本文的文献

1
Antiviral activity of newly synthesized pyrazole derivatives against Newcastle disease virus.新合成的吡唑衍生物对新城疫病毒的抗病毒活性
Sci Rep. 2025 May 28;15(1):18745. doi: 10.1038/s41598-025-03495-6.
2
Chemoselective synthesis of tunable poly-functionalized binary pyrazolyl and annulated pyrazolo/pyrido anchored on quinolinone: insecticidal and antioxidant studies.基于喹啉酮的可调谐多官能化二元吡唑基及稠合吡唑并/吡啶并化合物的化学选择性合成:杀虫及抗氧化研究
RSC Adv. 2025 Feb 24;15(8):6050-6067. doi: 10.1039/d4ra08834d. eCollection 2025 Feb 19.
3
Elaboration of newly synthesized tetrahydrobenzo[b]thiophene derivatives and exploring their antioxidant evaluation, molecular docking, and DFT studies.
新合成的四氢苯并[b]噻吩衍生物的阐述及抗氧化评价、分子对接和 DFT 研究。
Sci Rep. 2024 Nov 9;14(1):27339. doi: 10.1038/s41598-024-74275-x.
4
One-pot synthesis, computational chemical study, molecular docking, biological study, and in silico prediction ADME/pharmacokinetics properties of 5-substituted 1H-tetrazole derivatives.一锅法合成、计算化学研究、分子对接、生物学研究及基于计算机的 5-取代 1H-四唑衍生物的 ADME/药代动力学性质预测
Sci Rep. 2023 Oct 19;13(1):17869. doi: 10.1038/s41598-023-44615-4.
5
-Arylation of 3-Formylquinolin-2(1)-ones Using Copper(II)-Catalyzed Chan-Lam Coupling.3-甲酰基喹啉-2(1H)-酮的芳基化反应:铜(II)催化的 Chan-Lam 偶联反应。
Molecules. 2022 Nov 30;27(23):8345. doi: 10.3390/molecules27238345.
6
Advancement of Phenoxypyridine as an Active Scaffold for Pesticides.苯氧基吡啶作为农药活性骨架的进展。
Molecules. 2022 Oct 11;27(20):6803. doi: 10.3390/molecules27206803.
7
Design, synthesis, and insecticidal activity of a novel series of flupyrimin analogs bearing 1-aryl-1H-pyrazol-4-yl subunits.含1-芳基-1H-吡唑-4-基亚基的新型氟吡嘧磺隆类似物的设计、合成及杀虫活性
Front Chem. 2022 Oct 3;10:1019573. doi: 10.3389/fchem.2022.1019573. eCollection 2022.
8
Synthesis, SAR studies, and insecticidal activities of certain N-heterocycles derived from 3-((2-chloroquinolin-3-yl)methylene)-5-phenylfuran-2(3)-one against L. larvae.某些源自3-((2-氯喹啉-3-基)亚甲基)-5-苯基呋喃-2(3)-酮的N-杂环化合物的合成、构效关系研究及其对L.幼虫的杀虫活性
RSC Adv. 2022 May 5;12(22):13628-13638. doi: 10.1039/d2ra02388a.
9
Antimicrobial Activity and DFT Studies of a Novel Set of Spiropyrrolidines Tethered with Thiochroman-4-one/Chroman-4-one Scaffolds.新型噻吩并[2,3-b]吡咯烷与硫代色满/色满骨架连接的螺吡咯烷衍生物的抗菌活性及 DFT 研究。
Molecules. 2022 Jan 18;27(3):582. doi: 10.3390/molecules27030582.