新型含1,3,4-噁二唑结构的吡唑酰胺类化合物的合成与杀虫活性研究  

Synthesis and Insecticidal Activities of Novel Pyrazole Amides Containing 1,3,4-Oxadiazole Moiety

作　　者：石玉军[1] 叶林玉 仲苏林[2] 曹雄飞[2] 戴红[1] 洪宇[1] 李春建[3] 石健[3] 吴锦明[1] Shi Yujuna Ye Linyua Zhong Sulinb Cao Xiongfeib Dai Honga Hong Yua Li Chunjianc Shi Jianc Wu Jinminga(a. College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019 b. United Nations Nantong Pesticide Forulation Development Centre, Nantong 226006 c. Analysis and Testing Center, Nantong University, Nantong 22601)

机构地区：[1]南通大学化学化工学院,南通226019 [2]联合国南通农药剂型开发中心,南通226006 [3]南通大学分析测试中心,南通226019

出　　处：《有机化学》2017年第7期1844-1849,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21372135);江苏省"六大人才高峰"(No.2013-SWYY-013);南通市科技计划(No.MS22015020);江苏省大学生创新训练计划(No.201610304047Z);南通大学研究生科研创新计划(No.YKC16086)资助项目~~

摘　　要：为了寻找与发现新的活性物质,以杀虫剂吡螨胺为先导化合物,采用活性基团拼接的方法,设计并制备了一系列未见文献报道的新型含1,3,4-噁二唑结构的吡唑酰胺类化合物.通过~1H NMR,^(13)C NMR和元素分析测试确认了目标化合物的结构.初步的生物活性测试结果显示,部分目标化合物表现出较好的杀虫活性.在测试浓度为500μg/m L时,有5个化合物对粘虫的杀灭活性可达80%~100%,其中4个化合物对粘虫的防治效果与对照药剂唑虫酰胺接近.此外,1-甲基-3-乙基-4-氯-N-{[5-(4-甲基苯基)-1,3,4-噁二唑-2-基]甲基}-1H-吡唑-5-甲酰胺(9g)在测试浓度为500μg/m L时对蚜虫的杀死率为100%.In order to find new pesticide with potent bioactivities, a series of novel pyrazole amides carrying 1,3,4-oxadiazole moiety were prepared according to the structure of tebufenpyrad. The structures of the title compounds were characterized by 1H NMR, 13C NMR and elemental analysis. Preliminary bioassay data showed that some target compounds displayed good insecticidal activities. At the concentration of 500 μg/m L, five compounds had insecticidal activity against Oriental armyworm with 80%100%, and four compounds displayed comparable insecticidal activity against Oriental armyworm to that of the control tolfenpyrad. In addition, 1-methyl-3-ethyl-4-chloro-N-{[5-（4-methylphenyl）-1,3,4-oxadiazol-2-yl）methyl]-1H-pyrazole-5-carboxamide（9g） exhibited 100% insecticidal activity against Aphis medicaginis at 500 μg/m L.

关 键 词：1 3 4-噁二唑 吡唑 合成 杀虫活性 

分 类 号：O626[理学—有机化学]