Design, Synthesis, and Fungicidal Activities of Novel Strobilurin Derivatives Containing a Substituted 1,3,4-Oxadiazole Moiety

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC
Wenliang Zhang, Hongtao Wang, Xiaohua Du
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引用次数: 0

Abstract

To explore novel structures of strobilurin fungicides, a series of novel strobilurin derivatives featuring a substituted 1,3,4-oxadiazole in the side chain were synthesized using an intermediate derivatization method and characterized by nuclear magnetic resonance spectroscopy (NMR) and high-resolution mass spectrometry (HRMS). The reactions involved in the synthesis process include hydrazine hydrolysis, cyclization, nucleophilic substitution reactions. The raw materials required for these reactions are readily available, and the procedures involved in the reaction process are straightforward. The fungicidal activities of the compounds were tested using the inhibition zone method. The inhibition rate of compound 5f on Magnaporthe oryzae was 81.8% at a concentration of 3.125 mg/L, and the EC50 value (0.3045 mg/L) was better than superior to that of kresoxim-methyl (0.5247 mg/L).

含有取代的1,3,4-恶二唑的新型Strobilurin衍生物的设计、合成及其杀真菌活性
为了探索新型结构的strobilurin杀菌剂,采用中间衍生法合成了一系列新的strobilurin衍生物,其侧链上取代了1,3,4-恶二唑,并用核磁共振波谱(NMR)和高分辨率质谱(HRMS)对其进行了表征。合成过程中涉及的反应包括肼水解、环化、亲核取代反应。这些反应所需的原料很容易获得,反应过程中涉及的程序也很简单。用抑菌带法测定了化合物的抑菌活性。在浓度为3.125 mg/L时,化合物5f对稻瘟病菌的抑制率为81.8%,EC50值(0.3045 mg/L)优于甲基克雷索辛(0.5247 mg/L)。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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