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

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1H NMR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=3-OCH3)在50 μg/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10 μg/mL浓度下对促进黄瓜子叶生根的活性达到155.2%。

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

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-)- 4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one. Their structure were confirmed by elemental analysis and 1H NMR. The result of 1H NMR showed that E-configuration were predominant products. The preliminary biological tests indicated that the relative inhibition rate of compound 1n (R=3-OCH3) 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%.