1-取代苯胺基-4,4-二甲基-2-(1H-1,2,4-三唑-1-基)-1-戊烯-3-酮的合成及其生物活性

Synthesis and Bioactivity of 1-Substitutedanilino-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one

为寻找高活性的烯基三唑类杀菌剂,利用1-二甲氨基-4,4-二甲基2(1H-1,2,4-三唑-1-基)-1-戊烯-3-酮与取代苯胺进行亲核取代反应,合成了一系列新型1-取代苯胺基-4,4-二甲基-2-(1H-1,2,4-三唑-1-基)-1-戊烯-3-酮化合物,其结构经元素分析、核磁共振氢谱确认。由1HNMR分析结果推测该类化合物E式构型为优势产物。初步生物活性测试结果表明,化合物1n(取代基R=3OCH3)在50μg/mL浓度下对葡萄白腐菌Coniothyrium diplodiella、黄瓜黑星菌Cladosporium cucumerinum等的抑制率均达到100%;在10μg/mL浓度下对促进黄瓜子叶生根的活性达到155.2%。

In order to search for the active alkenyl triazole fungicide, a series of novel 1-substituted anilino-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-ones were synthesized with good yields by the nucleophilic reaction of substituting anilines with 1-(N,N-dimethylamino-)-[KG*5]4,4-dimethyl-2-(1H-(1,2,4-)triazol-1-yl)-1-penten-3-one. Their structure were confirmed by elemental analysis and (()^(1)H NMR). The result of ()^(1)H NMR showed that E-configuration were predominant products. The (preliminary) biological tests indicated that the relative inhibition rate of compound 1n(R=3-OCH_3) to Coniothyrium diplodiella and (Cladosporium) (cucumerinum) were all 100% at the concentration of (50 μg/mL), and its relative promote to (cucumber) root is 155.2%.