6-(diethylamino)-1H-indazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 6-(diethylamino)-1H-indazole
• 英文别名: N,N-Diethyl-1H-indazol-6-amine；N,N-diethyl-1H-indazol-6-amine
• 化学式: C₁₁H₁₅N₃
• 分子量: 189.26
• InChiKey: GLFBUNHECYWSGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  31.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(diethylamino)-1H-indazole 在 copper(l) iodide 、 乌洛托品 、 5%-palladium/activated carbon 、 caesium carbonate 、 一水合肼 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.67h， 生成 N-(2-(6-(diethylamino)-1H-indazol-1-yl)phenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide
  参考文献：
  名称：

  Synthesis, Antifungal Activity and QSAR of Novel Pyrazole Amides as Succinate Dehydrogenase Inhibitors

  摘要：

  We design and synthesize a series of novel pyrazole amides based on the commercialized fungicides and our previous work. The antifungal activity was tested in vitro by mycelial growth inhibition assay. The results show that all the compounds are of antifungal activities against the tested fungi at different levels. Among them, N-(2-(7-bromo-5-chloro-1H-indazol-1-yl)phenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (Vk) exhibited higher antifungal activity than boscalid against two fungi. Molecular docking study revealed that the carbonyl oxygen atom of Vk forms two hydrogen bonds toward the hydroxyl hydrogens of TYR58 and TRP173.

  DOI：

  10.3987/com-17-13826
• 作为产物：
  描述：

  4-(二乙氨基)水杨醛 在 盐酸肼 作用下， 以 乙醇 为溶剂， 以70%的产率得到6-(diethylamino)-1H-indazole
  参考文献：
  名称：

  An efficient synthesis of 1-H indazoles

  摘要：

  The reaction of substituted salicyaldehydes with hydrazine hydrochloride under different conditions gave the corresponding 1-H indazoles. However, the reaction of benzaldehydes with hydrazine hydrate under the same conditions yielded only hydrazories. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.162