biostudies-literatureWu JShanghai Sailing Program1337https://www.ebi.ac.uk/biostudies/studies/S-EPMC10974209biostudies-literatureUnknown29(6)The meta-diamide (<i>m</i>-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 <i>m</i>-diamide target compounds containing sulfide derivatives were synthesized through exploration guided by the literature. Their structures were confirmed by melting points, ¹H NMR, ¹³C NMR and HRMS. Insecticidal activity assessments revealed that most target compounds <b>A</b>-<b>D</b> exhibited 100% lethality against <i>Plutella xylostella</i> (<i>P. xylostella</i>) and <i>Aphis craccivora Koch</i> (<i>A. craccivora</i>) at 500 mg·L^-1. Notably, for <i>P. xylostella</i>, compounds <b>C-2</b>, <b>C-3</b>, <b>C-4</b> and <b>D-2</b> demonstrated 60.00-100.00% insecticidal activity even at a concentration as low as 0.625 mg·L^-1. As determined by structure-activity relationship (SAR) analysis, compounds with R₁ = CH₃ and R₂ = Br (<b>B-1</b>, <b>C-2</b> and <b>D-2</b>) and sulfoxide compound <b>C-3</b> contained 100.00% lethality against <i>A. craccivora</i> at 500 mg·L^-1, surpassing the lethality when leading with the parent Broflanilide in terms of efficacy. Consequently, it can be inferred that the sulfoxide compound (<b>C-3</b>) 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 <i>m</i>-diamide compounds.Molecules (Basel, Switzerland)Novel Meta-Diamide Compounds Containing Sulfide Derivatives Were Designed and Synthesized as Potential Pesticides.PMC1097420921YF1414400Wu JZhang YZhou SDang SfalseNovel Meta-Diamide Compounds Containing Sulfide Derivatives Were Designed and Synthesized as Potential Pesticides.The meta-diamide (<i>m</i>-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 <i>m</i>-diamide target compounds containing sulfide derivatives were synthesized through exploration guided by the literature. Their structures were confirmed by melting points, ¹H NMR, ¹³C NMR and HRMS. Insecticidal activity assessments revealed that most target compounds <b>A</b>-<b>D</b> exhibited 100% lethality against <i>Plutella xylostella</i> (<i>P. xylostella</i>) and <i>Aphis craccivora Koch</i> (<i>A. craccivora</i>) at 500 mg·L^-1. Notably, for <i>P. xylostella</i>, compounds <b>C-2</b>, <b>C-3</b>, <b>C-4</b> and <b>D-2</b> demonstrated 60.00-100.00% insecticidal activity even at a concentration as low as 0.625 mg·L^-1. As determined by structure-activity relationship (SAR) analysis, compounds with R₁ = CH₃ and R₂ = Br (<b>B-1</b>, <b>C-2</b> and <b>D-2</b>) and sulfoxide compound <b>C-3</b> contained 100.00% lethality against <i>A. craccivora</i> at 500 mg·L^-1, surpassing the lethality when leading with the parent Broflanilide in terms of efficacy. Consequently, it can be inferred that the sulfoxide compound (<b>C-3</b>) 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 <i>m</i>-diamide compounds.2024-01-01T00:00:00Z2024 Mar2025-04-22T21:29:42.78Z2025-04-22T21:29:42.78ZS-EPMC109742093854297310.3390/molecules29061337