2-(吡啶-2-甲酰基)嘧啶类化合物的合成与生物活性研究
收稿日期: 2014-12-19
修回日期: 2015-02-05
网络出版日期: 2015-02-10
基金资助
"十二五"国家科技支撑计划(No. 2011BAE06B02)资助项目.
Synthesis and Bioactivity of 2-(Pyridyl-2-formyl)pyrimidine Derivatives
Received date: 2014-12-19
Revised date: 2015-02-05
Online published: 2015-02-10
Supported by
Project supported by the National Key Technologies R&D Program (No. 2011BAE06B02)
在2-苯甲酰基嘧啶类化合物结构优化结果基础上, 定向设计合成了8个2-(吡啶-2-甲酰基)嘧啶类化合物, 并对其进行了室内杀菌活性测定, 结果表明这类化合物对黄瓜白粉病和黄瓜霜霉病有很好的防效. 对高活性化合物6b深入筛选结果表明: 6b对黄瓜白粉病有较好的预防和治疗活性, 预防活性的EC50和EC90值分别为0.69和2.89 mg/L, 治疗活性EC50和EC90值分别为0.13和1.6 mg/L, 与对照药剂苯菌酮相当. 2-氯-N-{[2-(4,6-二甲氧基嘧啶-2-甲酰基)吡啶-3-基]氧基}-N-甲基苯甲酰胺(6b)具有向上传导活性和较好的耐雨淋作用, 持效期为15～20 d.
关键词： 2-(吡啶-2-甲酰基)嘧啶; 合成; 杀菌活性
吕强, 芦昕婷, 张基胜, 张志国, 朱为宏, 杜葩, 吕龙 . 2-(吡啶-2-甲酰基)嘧啶类化合物的合成与生物活性研究[J]. 有机化学, 2015 , 35(6) : 1342 -1347 . DOI: 10.6023/cjoc201412034
Based on the structural optimization of 2-benzoyl pyrimidine derivatives, eight 2-(pyridyl-2-formyl)pyrimidine derivatives have been specifically designed and synthesized for evaluation of their interior fungicidal activities. 2-(Pyridyl-2-formyl)pyrimidine derivatives show excellent activity against cucumber downy mildew and cucumber powdery mildew. Among them, 2-chloro-N-{[2-(4,6-dimethoxypyrimidine-2-carbonyl)pyridin-3-yl]oxy}-N-methylbenzamide (6b) exhibits comparable protective and curative activity against cucumber powdery mildew to reference Metrafenone. EC50 and EC90 of the protective activity are 0.69 and 2.89 mg/L, respectively, and those of curative activity are 0.13 and 1.6 mg/L. 6b also shows excellent upward translocation in plants and rainfast performance. Especially, its persistent efficacy period of the protective activity against cucumber powdery mildew can last 15～20 d.
Key words： 2-(pyridyl-2-formyl)pyrimidine; synthesis; fungicidal activity
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