Design, Synthesis, and Biological Activity Study of Novel Tetrahydrothiophene-Substituted Diamidesle

doi:10.6023/cjoc202603012

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ARTICLE

新型四氢噻吩取代类双酰胺化合物的设计、合成及生物活性研究

夏姣云^*,a, 刘畅^a, 胡乐天^b, 相君成^b, 吕亮^b, 庞怀林^b, 刘吉永^*,b

^a长沙理工大学化学与医药工程学院长沙 410081
^b南通泰禾化工股份有限公司南通 226407

收稿日期:2026-04-15 修回日期:2026-06-09
基金资助:
生态友好无公害创制产品环丙氟虫胺研发及产业化(No.XA2024017)资助项目.

Design, Synthesis, and Biological Activity Study of Novel Tetrahydrothiophene-Substituted Diamidesle

Xia Jiaoyun^*,a, Liu Chang^a, Hu Letian^b, Xiang Juncheng^b, Lv Liang^b, Pang huailin^b, Liu Jiyong^*,b

^aSchool of Chemistry and Pharmaceutical Engineering, Changsha University ofScience and Technology, Changsha 410114, China
^bCAC Nantong Chemical Co., Ltd., Nantong 226407, China

Received:2026-04-15 Revised:2026-06-09
Contact: *E-mail: xiajy625@163.com; jiyong_liu@cacch.com
Supported by:
Research, Development, and Industrialization of the Eco-Friendly and Non-Polluting Innovative ProductCyproflanilide (No.XA2024017).

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Abstract

To discover novel, highly active, and eco-friendly insecticides, 20 unreported diamide compounds were designed via active substructure splicing strategy using cyproflanilide as the lead. Their structures were confirmed by ¹H NMR, ¹³C NMR, and HRMS. Preliminary bioassays showed that although the target compounds did not significantly improve activity against lepidopteran pests including Plutella xylostella and Mythimna separata, progress was made against hemipteran pests. Some compounds exhibited good activity against Aphis craccivora and Nilaparvata lugens. Notably, compound N-(3-((2-bromo-6-(difluoromethoxy)-4-(perfluoropropan-2-yl)phenyl)carbamoyl)-2-fluorophenyl)-N-(1,1-dioxidotetrahydrothiophen-3-yl)-6-(trifluoromethyl)nicotinamide(8e) showed outstanding efficacy, with 100.0% insecticidal activity against Aphis craccivora at 10 mg/L and 97.6% against Nilaparvata lugens at 40 mg/L, significantly outperforming the control cyproflanilide. This study provides lead candidates for developing novel diamide insecticides and offers new solutions for managing hemipteran pests.

Key words: tetrahydrothiophene, diamide, insecticide, lead compound, hemipteran pests

Cite this article

Xia Jiaoyun, Liu Chang, Hu Letian, Xiang Juncheng, Lv Liang, Pang huailin, Liu Jiyong. Design, Synthesis, and Biological Activity Study of Novel Tetrahydrothiophene-Substituted Diamidesle[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202603012.

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新型四氢噻吩取代类双酰胺化合物的设计、合成及生物活性研究

Design, Synthesis, and Biological Activity Study of Novel Tetrahydrothiophene-Substituted Diamidesle

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