Novel Meta-Diamide Compounds Containing Sulfide Derivatives Were Designed and Synthesized as Potential Pesticides
By Jingwen Wu, Shuaihui Dang, Yan Zhang, and Sha Zhou
Molecules
March 17, 2024
DOI: 10.3390/molecules29061337
The meta-diamide (-diamide) insecticide, Broflanilide, was characterized by its high efficiency, low toxicity and lack of cross-resistance with traditional GABA receptors. In accordance with the principles of drug molecular design, easily derivable sulfur with diverse bioactivities was introduced while leading with the parent Broflanilide. Twelve novel -diamide target compounds containing sulfide derivatives were synthesized through exploration guided by the literature. Their structures were confirmed by melting points, H NMR, C NMR and HRMS. Insecticidal activity assessments revealed that most target compounds - exhibited 100% lethality against () and () at 500 mg·L. Notably, for , compounds , , and demonstrated 60.00-100.00% insecticidal activity even at a concentration as low as 0.625 mg·L. As determined by structure-activity relationship (SAR) analysis, compounds with R = CH and R = Br (, and ) and sulfoxide compound contained 100.00% lethality against at 500 mg·L, surpassing the lethality when leading with the parent Broflanilide in terms of efficacy. Consequently, it can be inferred that the sulfoxide compound () requires further investigation as a potential active molecule for new insecticides. These explorations provide valuable references for future research on the synthesis and insecticidal activities of sulfide-containing -diamide compounds.
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