157764-10-8Relevant articles and documents
Design, synthesis biological activity, and docking of novel fluopyram derivatives containing guanidine group
Liang, Peibo,Shen, Shengqiang,Xu, Qingbo,Wang, Simin,Jin, Shuhui,Lu, Huizhe,Dong, Yanhong,Zhang, Jianjun
, (2021)
Succinate dehydrogenase (SDH), a crucial bridge enzyme between the respiratory electron transfer chain and tricarboxylic acid (or Krebs) cycle, has been identified as an ideal target for the development of effective fungicide. In this study, a series of 24 novel SDH inhibitors (SDHIs) were designed, synthesized, and characterized by 1H NMR, 13C NMR, and HRMS. In vitro fungicidal activity experiments, most of the compounds exhibited broad-spectrum antifungal activities against five plant pathogenic fungi. Compounds 9j and 9k showed excellent activities against Pythium aphanidermatum with EC50 values of 9.93 mg/L and 10.50 mg/L, respectively, which were superior to the lead compound Fluopyram with an EC50 value of 19.10 mg/L. Furthermore, the toxicity of these compounds was also tested against Meloidogyne incognita J2 nematodes. The results indicated that compound 9x exhibited moderate nematicidal activity (LC50/48 h = 71.02 mg/L). Molecular docking showed that novel guanidine amide of 9j formed hydrogen bonds with crucial residues, which was crucial to the binding of an inhibitor and SDH. This present work indicates that these derivatives may serve as novel potential fungicides targeting SDH.
Synthesis method of benzamide compound (by machine translation)
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Paragraph 0048-0050; 0056; 0057; 0060; 0061; 0064; 0065, (2020/05/05)
The synthesis method of N - [2 - [3 -(trifluoromethyl)-pyridin - 2 2-yl] ethyl] - 2 - (Trifluoromethyl-)-ethyl- Trifluoromethyl-2,3 -trifluoromethyl) benzamide,) yields, chloro - 5 5 5-(trifluoromethyl pH＝2-5 pyri- 2 2-based N,N -Trifluoromethyl-3 -Trifluoromethyl) - 2 -ethyl,trifluoromethyl-3 -benzamide,).) - 2 - The synthesis method employed in the present invention is obtained by catalytic hydrogenation . The N - [2 - [3 - reaction mother liquid 2 - (obtained by the present invention is synthesized by a method of, synthesizing)% N - [2 - [3 -chloro - 5 5 5-(trifluoromethylpyridin - 2 2-methyl-).trifluoromethylpyridine]) as a starting material under the action, of a, catalyst and a base by, catalytic hydrogenation to obtain a compound] - 2 - (g - 5) 5 5-] (] - 2 - (trifluormethyl) pyridine)-2-). trifluoromethylbenzenesulfonamide. (by machine translation)
Synthesis method of fluopyram
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Paragraph 0028; 0030; 0031, (2019/11/20)
The invention discloses a synthesis method of fluopyram and belongs to the technical field of fine chemical engineering. The synthesis method comprises the following steps: by taking 2,3-dichloro-5-trifluoromethylpyridine as a raw material, performing condensation and hydrolysis decarboxylation with ethyl cyanoacetate in the presence of an alkali so as to obtain 2-acetonitrile-3-chloro-5-trifluoromethylpyridine; performing catalytic hydrogenation reduction so as to obtain 2-ethylamino-3-chloro-5-trifluoromethylpyridine, performing protection by using o-trifluoromethyl benzoic anhydride or o-trifluoromethyl benzoic acid-trimethylacetic anhydride, so as to obtain a target product, namely fluopyram. The synthesis method is reasonable and simple and convenient in route selection and is applicable to industrial amplification, the synthesis method breaks through a conventional process, a step that hydrogenation reduction is implemented and at the same time amino is protected by using other acylation reagents firstly, and acylation of the amino with o-trifluoromethyl benzoyl chloride is implemented later is avoided, a step that hydrogenation is implemented and at the same time protectionis implemented to obtain the target product amide is implemented instead, and process procedures can be simplified.
