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Efficient synthesis and insecticidal activity of novel pyridin-3-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles

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Abstract

A series of novel [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles bearing pyridine ring derivatives was synthesized from 2,6-dimethylpyridin-3,5-dicarboxylic acid diethyl ester. The structures of the compounds were characterized by use of IR, NMR, EI-MS, and elemental analysis. The structure of one compound was further confirmed by X-ray diffraction analysis. Biological assays showed that these compounds had potential insecticidal activity with especially strong regulation of the growth of 2nd instar Mythimna separata larvae. The effects on bioactivity of substituent groups on phenyl ring were also screened.

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (NNSFC) (nos 21072128, 20772080), the Leading Academic Discipline Project of Shanghai Municipal Education Commission (no. J50102), the Foundation of Education Commission of Shanghai Municipality (08zz44), and the Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry.

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Authors and Affiliations

  1. Department of Chemistry, College of Science, Shanghai University, Shanghai, 200444, China

    Qun Qian, Yiwen Zhu, Min Zhang & Dongliang Lu

  2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, 200032, China

    Weiguo Cao & Liping Song

  3. Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237, China

    Qingchun Huang

Authors
  1. Qun Qian
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  2. Yiwen Zhu
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  3. Min Zhang
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  4. Dongliang Lu
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  5. Weiguo Cao
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  6. Liping Song
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  7. Qingchun Huang
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Correspondence to Qingchun Huang.

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Qian, Q., Zhu, Y., Zhang, M. et al. Efficient synthesis and insecticidal activity of novel pyridin-3-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles. Monatsh Chem 144, 231–236 (2013). https://doi.org/10.1007/s00706-012-0798-1

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  • DOI: https://doi.org/10.1007/s00706-012-0798-1

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