Design, synthesis and herbicidal activities of novel 4-(1H-pyrazol-1-yl)-6-(alkynyloxy)-pyrimidine derivatives as potential pigment biosynthesis inhibitors

Authors

  • Hong-Ju Ma,

    1. Department of Plant Protection, College of Plant Sciences and Technology, Huazhong Agricultural University, Wuhan, Hubei, China
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  • Jian-Hua Zhang,

    1. Department of Plant Protection, College of Plant Sciences and Technology, Huazhong Agricultural University, Wuhan, Hubei, China
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  • Xiang-Dong Xia,

    1. Department of Plant Protection, College of Plant Sciences and Technology, Huazhong Agricultural University, Wuhan, Hubei, China
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  • Meng-Han Xu,

    1. Department of Plant Protection, College of Plant Sciences and Technology, Huazhong Agricultural University, Wuhan, Hubei, China
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  • Jun Ning,

    Corresponding author
    1. Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, China
    • Correspondence to: Jianhong Li and Jun Ning, Department of Plant Protection, College of Plant Sciences and Technology, Huazhong Agricultural University, Wuhan 430070, Hubei, China; Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, China. E-mail: jianhl@mail.hzau.edu.cn; jning502@yahoo.com.cn

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  • Jian-Hong Li

    Corresponding author
    1. Department of Plant Protection, College of Plant Sciences and Technology, Huazhong Agricultural University, Wuhan, Hubei, China
    • Correspondence to: Jianhong Li and Jun Ning, Department of Plant Protection, College of Plant Sciences and Technology, Huazhong Agricultural University, Wuhan 430070, Hubei, China; Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing, China. E-mail: jianhl@mail.hzau.edu.cn; jning502@yahoo.com.cn

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Abstract

BACKGROUND

With the objective of finding novel valuable herbicidal candidates, a series of novel 4-(1H-pyrazol-1-yl)-6-(alkynyloxy)-pyrimidine derivatives were synthesised and their herbicide activities were evaluated in vivo.

RESULTS

The results showed that many target compounds expressed bleaching activities. Among these, compound 5 h showed the best bleaching activity to gramineous weeds, being able to produce the highest inhibition of chlorophyll level in seedlings of Pennisetum alopecuroides L. (IC50 = 3.48 mg L−1). Moreover, compound 5 h expressed good selective toxicity between gramineous P. alopecuroides L. and broadleaf plant Brassica campestris L.

CONCLUSIONS

The present work demonstrates that pyrimidine derivatives containing pyrazole can be used as potential lead compounds for developing novel pigment biosynthesis inhibitors. © 2013 Society of Chemical Industry

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