6-nitro-2-[4-(trifluoromethyl)phenyl]-1H-indol-4-ol | 1335246-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 6-nitro-2-[4-(trifluoromethyl)phenyl]-1H-indol-4-ol
• CAS: 1335246-53-1
• 化学式: C₁₅H₉F₃N₂O₃
• 分子量: 322.243
• InChiKey: ONRUQZQTHJCOEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (NZ)-N-[1-[4-(三氟甲基)苯基]亚乙基]羟胺 在 盐酸 、 iron(III) chloride hexahydrate 、 potassium carbonate 、 甲烷 、 一水合肼 作用下， 以 N-甲基吡咯烷酮 、 甲醇 、 乙醇 、 水 为溶剂， 反应 6.0h， 生成 4-nitro-2-[4-(trifluoromethyl)phenyl]-1-benzofuran-6-amine 、 6-nitro-2-[4-(trifluoromethyl)phenyl]-1H-indol-4-ol
  参考文献：
  名称：

  Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles

  摘要：

  A series of 2-arylhydroxynitroindoles were prepared and tested for antifungal activity in vitro. The preliminary bioassays indicated that some compounds are comparable to the commercial fungicide (triadimefon). To further explore the structure-activity relationships, the data set of the seventeen structures and their quantitative values of antifungal activities were used for QSAR modeling. Based on the obtained QSAR models four new chemical compounds were designed, synthesized and tested in fungicidal assays. Reasonable correspondence between the experimental and predicted values of antifungal activity was observed. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.008

文献信息

• Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles
  作者：Galina V. Kokurkina、Mikhail D. Dutov、Svyatoslav A. Shevelev、Sergey V. Popkov、Alexey V. Zakharov、Vladimir V. Poroikov

  DOI：10.1016/j.ejmech.2011.07.008

  日期：2011.9

  A series of 2-arylhydroxynitroindoles were prepared and tested for antifungal activity in vitro. The preliminary bioassays indicated that some compounds are comparable to the commercial fungicide (triadimefon). To further explore the structure-activity relationships, the data set of the seventeen structures and their quantitative values of antifungal activities were used for QSAR modeling. Based on the obtained QSAR models four new chemical compounds were designed, synthesized and tested in fungicidal assays. Reasonable correspondence between the experimental and predicted values of antifungal activity was observed. (C) 2011 Elsevier Masson SAS. All rights reserved.