Abstract
Twenty six novel pyrimidin-4-amine derivatives containing the 1,2,4-oxadiazole motif were synthesized. Their chemical structures were confirmed by 1H nuclear magnetic resonance (NMR), 13C NMR, and highresolution mass spectrography. The insecticidal activity results indicated that some of them possessed excellent insecticidal activity (100%) against Mythimna separate, especially for compounds 6d, 6f, 6o, 6w, 6y and 6z. These compounds exhibited no activity against the insects Aphis medicagini and Tetranychus cinnabarinus. The structure-insecticidal activity relationships are discussed. Density functional theory analysis can potentially be used to design more active compounds. These results provide useful insecticide design information for further optimization.
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Acknowledgements
This work was funded by the Zhejiang Provincial Natural Science Foundation of China (Grant No. LY19C140002), the Company of Three Win (Grant No. KYY-HX-20200746), Research Fund of Department of Education of Zhejiang Province (Grant No. Y202043162). We thank Dong-Song Hu for evaluating insecticidal activity.
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Wen, YH., Cheng, L., Xu, TM. et al. Synthesis, insecticidal activities and DFT study of pyrimidin-4-amine derivatives containing the 1,2,4-oxadiazole motif. Front. Chem. Sci. Eng. 16, 1090–1100 (2022). https://doi.org/10.1007/s11705-021-2091-5
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DOI: https://doi.org/10.1007/s11705-021-2091-5