新型杀虫剂二螺虫的合成路线优化与杀虫活性

    Optimization of the synthetic route and insecticidal activity of a new insecticide spidoxamat

    • 摘要: 为了优化二螺虫 (spidoxamat) 的合成路线及探索其在我国农业害虫防治领域的应用前景,设计了两条合成路线,分别以苯胺和4,4-二甲基-4,5-二氢噁唑为起始原料,各经3步反应成功合成了二螺虫,收率分别为40%和12%。其结构采用核磁共振氢谱 (1H NMR) 和高分辨质谱 (HRMS) 确证。采用室内生物测定法,分别测定了二螺虫对苜蓿蚜、瓜蚜、烟粉虱、中国梨木虱、朱砂叶螨、二斑叶螨、紫薇绒蚧、褐飞虱和南方根结线虫的活性。结果表明:在10.0 mg/L下,二螺虫对苜蓿蚜若蚜和瓜蚜若蚜的致死率均达到100%;在1.0 mg/L下,二螺虫对苜蓿蚜的活性与吡虫啉相当 (死亡率分别为96.67%和100.00%);二螺虫和吡虫啉对苜蓿蚜若蚜的LC50值分别为0.0443和0.0881 mg/L,二螺虫的活性优于吡虫啉;在100.0 mg/L下,二螺虫对中国梨木虱若虫的致死率达到100%,对朱砂叶螨雌成螨的致死率达到90%以上,对烟粉虱成虫的致死率达到80%以上,对二斑叶螨雌成螨的致死率达到70%以上;但对褐飞虱若虫、紫薇绒蚧雌成蚧和南方根结线虫幼虫的活性一般;对中国梨木虱若虫的活性优于阿维菌素 (10.0 mg/L下 死亡率分别为90%和70%)。两条合成路线均能成功合成二螺虫,为后续新化合物结构衍生提供了技术参考;二螺虫对苜蓿蚜、瓜蚜及中国梨木虱展现出优异的杀虫活性,在农业害虫防治领域中具有较好的应用前景。

       

      Abstract: To optimize the synthetic route and explore its application prospects of spidoxamat in the field of agricultural pest control in China, spidoxamat was synthesized using two synthetic routes, in three steps starting from aniline and 4,4-dimethyl-4,5-dihydrooxazole, with yield of 40% and 12% respectively. The structure of spidoxamat was confirmed by 1H NMR and HRMS. The insecticidal activities of spidoxamat against Aphis craccivora, Aphis gossypii, Bemisia tabaci, Psylla chinesis, Tetranychus cinnabarinus, Tetranychus urticae, Eriococcus lagerstroemiae, Nilaparvata lugens and Meloidogyne incognita were tested indoors. Bioassay results revealed that at 10.0 mg/L, the mortality of spidoxamat against both nymphs of A. craccivora and A. gossypii reached 100%; At 1.0 mg/L, the activity of spidoxamat against A. craccivora is comparable to that of imidacloprid (mortality is 96.67% and 100.00%, respectively); The LC50 values of spidoxamat and imidacloprid against young A. craccivora were 0.0443 mg/L and 0.0881 mg/L, respectively, demonstrating that spirotetramat exhibited higher insecticidal activity than imidacloprid. At 100.0 mg/L the mortality against young P. chinesis reached 100%; against adult female T. cinnabarinus is over 90%, against adult B. tabaci is over 80%, and against T. urticae is over 70%. However, the insecticidal activities against young N. lugens, female adult E. legerstroemiae, and M. incongnita are moderate. At 10.0 mg/L, the activity of spidoxamat against P. chinesis is superior to that of avermectin (mortality is 90% and 70%). Both synthetic routes successfully yielded spidoxamat, which can provide a technical basis for further new structure derivatization. Spidoxamat exhibits excellent insecticidal activities against A. craccivora, A. gossypii, and P. chinesis, and has good application prospects in the field of agricultural pest control.

       

    /

    返回文章
    返回