Design, synthesis, and evaluation of new 4(3H)-quinazolinone derivatives containing a pyrazole carboxamide moiety,Journal of Heterocyclic Chemistry

当前位置： X-MOL 学术 › J. Heterocycl. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Design, synthesis, and evaluation of new 4(3H)-quinazolinone derivatives containing a pyrazole carboxamide moiety
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2021-06-28 , DOI: 10.1002/jhet.4334
Xiang Wang ₁ , Xiaoyu Wang ₂ , Banghua Zhou ₁ , Jiefeng Long ₁ , Pei Li ₁

Affiliation

A total of 15 new 4(3H)-quinazolinone derivatives containing a pyrazole carboxamide moiety were designed and synthesized in this study. The structures of the target compounds were elucidated using ¹H NMR, ¹³C NMR, MS, and elemental analysis. Then, antifungal activities against Gibberella zeae (G. zeae), Fusarium oxysporum (F. oxysporum), Cytospora mandshurica (C. mandshurica), Phytophthora infestans (P. infestans), and Pellicularia sasakii (P. sasakii) as well as antibacterial activities against Ralstonia solanacearum (R. solanacearum) and Xanthomomu oryzae pv. oryzae (Xoo) were assayed. Bioassay results revealed that the target compounds have certain antifungal and antibacterial activities. Especially, compound 5-chloro-1,3-dimethyl-N-(2-(4-oxo-2-(m-tolylamino)quinazolin-3(4H)-yl)ethyl)-1H-pyrazole-4-carboxamide (7g) exhibited better antibacterial activities against R. solanacearum (60%) and Xoo (53%) than those of thiodiazole-copper (52% and 38%, respectively) at 200 μg/ml. This study provided a practical tool for guiding the design and synthesis of novel and more promising active small molecules of 4(3H)-quinazolinone derivatives containing a pyrazole carboxamide moiety for controlling plant bacterial and fungal diseases.

中文翻译：

含有吡唑甲酰胺部分的新型 4(3H)-喹唑啉酮衍生物的设计、合成和评价

本研究共设计并合成了 15 种含有吡唑甲酰胺部分的新型 4(3 H )-喹唑啉酮衍生物。使用¹ H NMR、¹³ C NMR、MS 和元素分析阐明了目标化合物的结构。然后，抗真菌活性对玉米赤霉( G. zeae )、尖孢镰刀菌( F. oxysporum )、Cytospora mandshurica ( C. mandshurica )、致病疫霉( P. infestans ) 和Pellicularia sasakii ( P. sasakii ) 具有抗菌活性反对Ralstonia solanacearum ( R. solanacearum ) 和Xanthomomu oryzae pv。对稻瘟病菌( Xoo ) 进行了测定。生物测定结果表明，目标化合物具有一定的抗真菌和抗菌活性。特别是，化合物5-氯-1,3-二甲基- ñ - （2-（4-氧代-2-（米-tolylamino）喹唑啉-3（4 ħ） -基）乙基）-1 ħ吡唑-4-甲酰胺 ( 7g ) 对青枯菌(60%) 和Xoo表现出更好的抗菌活性(53%) 比 200 μg/ml 时的硫代二唑-铜（分别为 52% 和 38%）。该研究为指导设计和合成具有吡唑甲酰胺部分的新型且更有前途的活性小分子 4(3 H )-喹唑啉酮衍生物提供了实用工具，用于控制植物细菌和真菌病害。

更新日期：2021-06-28

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11