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)
Fluopyram preparation method
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Paragraph 0036-0054, (2019/02/13)
The invention relates to a fluopyram preparation method, which sequentially comprises: (1) carrying out a substitution reaction on 2,3-dichloro-5-trifluoromethylpyridine and ethyl cyanoacetate or methyl cyanoacetate at a temperature of 30-160 DEG C in the presence of an alkali and a solvent, adjusting the reaction liquid to an acidic pH value after completing the reaction, and carrying out a decarboxylation reaction at a temperature of 80-160 DEG C to obtain 3-chloro-5-(trifluoromethyl)-2-acetonitrilepyridine; and (2) carrying out tandem hydrogenation and condensation reaction on the 3-chloro-5-(trifluoromethyl)-2-acetonitrilepyridine prepared in the step (1) and o-trifluoromethylbenzoyl chloride at a temperature of 20-100 DEG C in the presence of a catalyst, hydrogen, an alkali and a solvent to obtain fluopyram. According to the present invention, the preparation method has the short steps, avoids the unnecessary protection-deprotection step, is economical and environmentally friendly, and is suitable for industrial production.