CAJ | 학술논문

为了寻求无公害的杀虫剂,设计合成了系列新型的含有去氢枞酸骨架的1,3,4-噻二唑衍生物。利用1H NMR、IR、MS和元素分析等手段对所合成新化合物进行了分析和表征。探讨了化合物对棉铃虫( Helicoverpa armigera)、玉米螟(Ostrinia nubilalis)和小菜蛾(Plutella xylostella)的杀虫活性。研究表明在200 mg/L质量浓度下,化合物N-(5-去氢枞基-1,3,4-噻二唑-2-基-)-N′-苯基硫脲(3a)和N-(5-去氢枞基-1,3,4-噻二唑-2-基-)-N′-间甲基苯基硫脲(3c)对棉铃虫具有良好的杀虫活性,防效率分别达到93.3%和83.3%,而化合物N-(5-去氢枞基-1,3,4-噻二唑-2-基-)-N′-邻甲基苯基硫脲(3b)、N-(5-去氢枞基-1,3,4-噻二唑-2-基-)-N′-间甲基苯基硫脲(3c)、N-(5-去氢枞基-1,3,4-噻二唑-2-基-)-N′-对甲基苯基硫脲(3d)和N-(5-去氢枞基-1,3,4-噻二唑-2-基-)-N′-对氯苯基硫脲(3i)对玉米螟具有一定的杀虫活性,防效率分别为66.7%、66.7%、73.3%和60%；此外,对化合物构效关系也进行了讨论,发现苯环上4位取代基对棉铃虫和玉米螟的防效率贡献分别为H>CH3>Cl>CF3>OCH3>Br=F和CH3>Cl>Br>F>H=CF3>OCH3。
위료심구무공해적살충제,설계합성료계렬신형적함유거경종산골가적1,3,4-새이서연생물。이용1H NMR、IR、MS화원소분석등수단대소합성신화합물진행료분석화표정。탐토료화합물대면령충( Helicoverpa armigera)、옥미명(Ostrinia nubilalis)화소채아(Plutella xylostella)적살충활성。연구표명재200 mg/L질량농도하,화합물N-(5-거경종기-1,3,4-새이서-2-기-)-N′-분기류뇨(3a)화N-(5-거경종기-1,3,4-새이서-2-기-)-N′-간갑기분기류뇨(3c)대면령충구유량호적살충활성,방효솔분별체도93.3%화83.3%,이화합물N-(5-거경종기-1,3,4-새이서-2-기-)-N′-린갑기분기류뇨(3b)、N-(5-거경종기-1,3,4-새이서-2-기-)-N′-간갑기분기류뇨(3c)、N-(5-거경종기-1,3,4-새이서-2-기-)-N′-대갑기분기류뇨(3d)화N-(5-거경종기-1,3,4-새이서-2-기-)-N′-대록분기류뇨(3i)대옥미명구유일정적살충활성,방효솔분별위66.7%、66.7%、73.3%화60%；차외,대화합물구효관계야진행료토론,발현분배상4위취대기대면령충화옥미명적방효솔공헌분별위H>CH3>Cl>CF3>OCH3>Br=F화CH3>Cl>Br>F>H=CF3>OCH3。
In order to search for biorational pesticides, a series of novel 1,3,4-thiadiazole thiourea derivatives (3a-3k) containing dehydroabietic acid ( DHA) structure were designed and synthesized. Their structures were characterized by IR, MS, NMR, and elemental analysis. The insecticidal activities were investigated against cotton bollworm ( Helicoverpa armigera) , corn borer ( Ostrinia nubilalis ) , and diamondback moth ( Plutella xylostella ) . The preliminary bioassay showed that, at the concentration of 200 mg/L, compounds 3a and 3c exhibited excellent insecticidal activities against H. armigera, with mortality rates of 93. 3% and 83. 3%, respectively, and compounds 3b, 3c, 3d, and 3i displayed moderate insecticidal activities against O. nubilalis with mortality rates of 66. 7%, 66. 7%, 73. 3%, and 60%, respectively. In addition, the structure-insecticidal activity relationship of these compounds was discussed,too.