Li Hui-Chao, Liu Chang-Ling, Chai Bao-Shan, Li Miao, Li Zhi-Nian, Yang Ji-Chun
Agrochemical Discovery Department, Shenyang Research Institute of Chemical Industry, Shenyang 110021, China.
Nat Prod Commun. 2009 Sep;4(9):1209-14.
A series of novel compounds (5-8) was designed and synthesized by integrating the active pharmacophore of the N-phenylpyrimidin-2-amine fungicide with the structure of strobilurin fungicide. The rationale of this approach was to determine if these new compounds exhibit unique biological activity (selectivity and potency) compared with the commercial standards. The title compounds were prepared from 2-(phenylamino)pyrimidin-4-ols (3) by treatment with one equivalent of intermediates (4) containing strobilurin pharmacophores. 2-(Phenylamino)pyrimidin-4-ols (3) were in turn prepared from phenylguanidines (1) and substituted beta-ketoesters (2). Biological activities evaluated in the greenhouse indicated that compounds 5a, 6a and 7a have good fungicidal activity at 25 mg/L, comparable with that of the commercial standards, cyprodinil and azoxystrobin.
通过将N-苯基嘧啶-2-胺类杀菌剂的活性药效基团与甲氧基丙烯酸酯类杀菌剂的结构相结合，设计并合成了一系列新型化合物（5-8）。该方法的基本原理是确定这些新化合物与商业标准品相比是否具有独特的生物活性（选择性和效力）。标题化合物由2-（苯基氨基）嘧啶-4-醇（3）与一当量含有甲氧基丙烯酸酯药效基团的中间体（4）反应制备而成。2-（苯基氨基）嘧啶-4-醇（3）则由苯基胍（1）和取代的β-酮酯（2）制备得到。温室试验评估的生物活性表明，化合物5a、6a和7a在25 mg/L时具有良好的杀菌活性，与商业标准品嘧菌环胺和嘧菌酯相当。
