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Issue 4, 2018, Issue in Progress
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Design, synthesis, and insecticidal activity of novel 1-alkoxy-2-nitroguanidines

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Abstract

In searching for new insecticidal lead compounds, a series of novel 1-alkoxy-2-nitroguanidine, guadipyr analogues bearing alkoxy groups were designed, synthesized and confirmed by 1H NMR, 13C NMR, high-resolution mass spectrometry and X-ray diffraction. The primary bioassays showed that most of these compounds exhibited moderate to good insecticidal activity against Myzus persicae and Aphis gossypii. Especially, the precise insecticidal assay showed that compounds 4-02, 4-07 and 4-08 displayed excellent in vitro activity with IC50 values lower than 10 μg mL−1 to M. persicae which is comparable to guadipyr. On the other hand, the toxicity of compound 4-07 and guadipyr against honey bees was much lower than imidacloprid. The results indicated that the flexible chain on the nitrogen atom was the most crucial factor on honey bee toxicity, which existed in both neonicotinoids and guadipyr series.

Graphical abstract: Design, synthesis, and insecticidal activity of novel 1-alkoxy-2-nitroguanidines

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The article was received on 17 Oct 2017, accepted on 20 Dec 2017 and first published on 08 Jan 2018


Article type: Paper
DOI: 10.1039/C7RA11454K
RSC Adv., 2018,8, 1838-1845
  • Open access: Creative Commons BY-NC license
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    Design, synthesis, and insecticidal activity of novel 1-alkoxy-2-nitroguanidines

    D. Yang, C. Wan, Y. Xiao, C. Che, C. Rui and Z. Qin, RSC Adv., 2018, 8, 1838
    DOI: 10.1039/C7RA11454K

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