Synthesis and Insecticidal Activities of Novel N-Sulfenyl-N′-tert-butyl-N,N′-diacylhydrazines. 2. N-Substituted Phenoxysulfenate Derivatives

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• 作者：Qiqi Zhao ; Jian Shang ; Zhiqiang Huang ; Kaiyun Wang ; Fuchun Bi ; Runqiu Huang ; Qingmin Wang
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2008
• 出版时间：July 9, 2008
• 年：2008
• 卷：56
• 期：13
• 页码：5254 - 5259
• 全文大小：215K
• 年卷期：v.56,no.13(July 9, 2008)
• ISSN：1520-5118

文摘

A series of novel N-substituted phenoxysulfenyl-N′-tert-butyl-N,N′-diacylhydrazines were designed and synthesized as insect growth regulators via the key intermediates N-chlorosulfenyl-N′-tert-butyl-N,N′-diacylhydrazines. Compared to the parent compounds, these N-substituted phenoxysulfenyl derivatives displayed better solubility and improved hydrophobicities. The insecticidal activities of the new compounds were evaluated. The results of bioassays showed that the title compounds possessed a combination of strong stomach as well as contact poison property higher than the corresponding parent compounds. In particular, N-(4-chlorophenoxy)sulfenyl-N′-tert-butyl-N-4-ethylbenzoyl-N′−3,5-dimethylbenzoylhydrazide (IIIi) as a field testing candidate has higher stomach toxicities against oriental armyworm and tobacco cutworm than the corresponding parent compound RH-5992. Furthermore, the compound IIIi exhibits higher contact activities against Asian corn borer, tobacco cutworm, and cotton bollworm than RH-5992.