7-Ethoxy-1H-indazole | 351210-08-7

• 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: 7-Ethoxy-1H-indazole
• CAS: 351210-08-7
• 化学式: C₉H₁₀N₂O
• 分子量: 162.191
• InChiKey: GUSXMZNUUMAUBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-Ethoxy-1H-indazole 在 copper(l) iodide 、 乌洛托品 、 5%-palladium/activated carbon 、 caesium carbonate 、 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成
  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：

  2-甲氧基-6-甲基苯胺 在 盐酸 、 三溴化硼 、 potassium carbonate 、 溶剂黄146 、 sodium nitrite 作用下， 以 二氯甲烷 、 丙酮 、 苯 为溶剂， 反应 7.0h， 生成 7-Ethoxy-1H-indazole
  参考文献：
  名称：

  Inhibition of neuronal nitric oxide synthase by 7-methoxyindazole and related substituted indazoles

  摘要：

  The synthesis and pharmacological evaluation of methoxyindazoles as new inhibitors of neuronal nitric oxide synthase are presented. The 7-methoxyindazole, although less potent than 7-NI, is the most active compound of the series in Lin in vitro enzymatic assay of neuronal nitric oxide synthase activity. This result shows that the nitro-substitution is not indispensable to the biological activity of the indazole ring. 7-Methoxyindazole possesses in vivo NOS inhibitory as well and related antinociceptive properties, (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00156-1

文献信息

• Inhibition of neuronal nitric oxide synthase by 7-methoxyindazole and related substituted indazoles
  作者：Pascale Schumann、Valérie Collot、Yannick Hommet、Willy Gsell、François Dauphin、Jana Sopkova、Eric T MacKenzie、Dominique Duval、Michel Boulouard、Sylvain Rault

  DOI：10.1016/s0960-894x(01)00156-1

  日期：2001.5

  The synthesis and pharmacological evaluation of methoxyindazoles as new inhibitors of neuronal nitric oxide synthase are presented. The 7-methoxyindazole, although less potent than 7-NI, is the most active compound of the series in Lin in vitro enzymatic assay of neuronal nitric oxide synthase activity. This result shows that the nitro-substitution is not indispensable to the biological activity of the indazole ring. 7-Methoxyindazole possesses in vivo NOS inhibitory as well and related antinociceptive properties, (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis, Antifungal Activity and QSAR of Novel Pyrazole Amides as Succinate Dehydrogenase Inhibitors
  作者：Lu Xu、Shijie Du、Zhonghao Li、Zaimin Tian

  DOI：10.3987/com-17-13826

  日期：——

  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.