College of Sciences, Nanjing Agricultural University, Nanjing 210095, China.
Jiangsu Key Laboratory of Pesticide Science, Nanjing Agricultural University, Nanjing 210095, China.
Molecules. 2018 Mar 23;23(4):746. doi: 10.3390/molecules23040746.
A series of novel fused heterocyclic compounds bearing benzo[4,5]imidazo[1,2-][1,2,4]triazine - were designed and conveniently synthesized via the intermediates 2-(halogenated alkyl)-1-benzo[]imidazoles , , and 2-((1-(substituted phenyl)hydrazinyl)alkyl)-1-benzo[]imidazoles -. The structures of all target compounds were characterized by FT-IR, ¹H NMR, C NMR, and EI-MS, of which, the structure of compound was further determined by the single crystal X-ray diffraction. The crystal structure of was crystallized in the triclinic crystal system, space group 1 ¯ with = 9.033 (6) Å, = 10.136 (7) Å, = 10.396 (7) Å, = 118.323 (7)°, = 91.750 (8)°, = 104.198 (7)°, = 2, = 800.2 (9) ų; total indices: ₁ = 0.0475, ₂ = 0.1284. The antifungal activity of title compounds - in vitro against the phytopathogenic fungi (), () and () were evaluated, the bioassay results demonstrated that most of the title compounds exhibited obvious fungicidal activities at 50 μg/mL. This work indicated that benzo[4,5]imidazo[1,2-][1,2,4]triazine derivatives could be considered as a new leading structure in searching for novel agricultural fungicides.
一系列新型融合杂环化合物，含有苯并[4,5]咪唑并[1,2-][1,2,4]三嗪，通过中间体 2-(卤代烷基)-1-苯并[4,5]咪唑[1,2-a]嘧啶、2-((1-(取代苯基)肼基)烷基)-1-苯并[4,5]咪唑[1,2-a]嘧啶方便地合成。所有目标化合物的结构均通过 FT-IR、1H NMR、C NMR 和 EI-MS 进行了表征，其中化合物的结构通过单晶 X 射线衍射进一步确定。化合物的晶体结构在三斜晶系，空间群 1 ¯ 中结晶， = 9.033(6) Å， = 10.136(7) Å， = 10.396(7) Å， = 118.323(7)°， = 91.750(8)°， = 104.198(7)°， = 2， = 800.2(9) ų；总指标：₁ = 0.0475，₂ = 0.1284。对标题化合物在体外对植物病原菌（）、（）和（）的抗真菌活性进行了评价，生物测定结果表明，大多数标题化合物在 50 μg/mL 时表现出明显的杀菌活性。这项工作表明，苯并[4,5]咪唑并[1,2-][1,2,4]三嗪衍生物可以作为寻找新型农用杀菌剂的新先导结构。
