Ramadan Sayed K, Abdel Haleem Doaa R, Abd-Rabboh Hisham S M, Gad Nourhan M, Abou-Elmagd Wael S I, Haneen David S A
Chemistry Department, Faculty of Science, Ain Shams University Cairo 11566 Egypt
Entomology Department, Faculty of Science, Ain Shams University 11566 Cairo Egypt
RSC Adv. 2022 May 5;12(22):13628-13638. doi: 10.1039/d2ra02388a.
An acid hydrazide derivative was synthesized and transformed into a variety of valuable N-heterocycles such as pyridazinone, oxadiazole, triazolopyridazinone, and triazole derivatives reactions with certain carbon electrophiles such as 4-methoxybenzaldehyde, indole-3-carbaldehyde, pentan-2,4-dione, and carbon disulfide. The chemical structures of all prepared compounds were verified their analytical and spectroscopic data. The insecticidal activity of the N-heterocycles was evaluated against field and lab strains of the third larval instar of . All tested compounds exhibited higher larvicidal activity against the lab strains compared to the field strains, with dissimilar ratios. The obtained results demonstrate that the high toxicity achieved by oxadiazole followed the order of furanone, pyridazinone and hydrazide, with lower LC values of the hydrazone and -acetylpyridazinone derivatives compared to that of imidacloprid. Interestingly, these compounds are promising agents for insect pest control, especially since they are insoluble in water and can overcome the disadvantages of neonicotinoid applications in pest management programs.
合成了一种酰肼衍生物，并通过其与某些碳亲电试剂（如4-甲氧基苯甲醛、吲哚-3-甲醛、戊烷-2,4-二酮和二硫化碳）的反应将其转化为多种有价值的N-杂环化合物，如哒嗪酮、恶二唑、三唑并哒嗪酮和三唑衍生物。所有制备化合物的化学结构均通过其分析和光谱数据得以验证。评估了这些N-杂环化合物对[昆虫名称]第三龄幼虫田间和实验室菌株的杀虫活性。与田间菌株相比，所有测试化合物对实验室菌株均表现出更高的杀幼虫活性，比例各异。所得结果表明，恶二唑所具有的高毒性依次为呋喃酮、哒嗪酮和酰肼，腙和α-乙酰哒嗪酮衍生物的LC值低于吡虫啉。有趣的是，这些化合物是害虫防治的有前景的药剂，特别是因为它们不溶于水，并且可以克服新烟碱类在害虫管理计划中的应用缺点。
