4-(3-(trifluromethyl)phenyl)-7-nitro-1H-indole-2-carboxylic acid | 1579994-76-5

• 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: 4-(3-(trifluromethyl)phenyl)-7-nitro-1H-indole-2-carboxylic acid
• 英文别名: 7-nitro-4-[3-(trifluoromethyl)phenyl]-1H-indole-2-carboxylic acid
• CAS: 1579994-76-5
• 化学式: C₁₆H₉F₃N₂O₄
• 分子量: 350.254
• InChiKey: NFLZIPAMVQWBCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  98.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  ethyl 2-(2-(5-chloro-2-nitrophenyl)hydrazono)propanoate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 水 、 sodium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 15.0h， 生成 4-(3-(trifluromethyl)phenyl)-7-nitro-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Design, synthesis and biological evaluation of 7-nitro-1H-indole-2-carboxylic acid derivatives as allosteric inhibitors of fructose-1,6-bisphosphatase

  摘要：

  A series of novel indole derivatives was synthesized as inhibitors of fructose-1,6-bisphosphatase (FBPase). Extensive structure-activity relationships were conducted and led to a potent FBPase inhibitor 3.9 with an IC50 of 0.99 mu M. The binding mode of this series of indoles was predicted using CDOCKER algorithm. The results of this research will shed light on the further design and optimization of novel small molecules as FBPase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.047

文献信息

• Design, synthesis and biological evaluation of 7-nitro-1H-indole-2-carboxylic acid derivatives as allosteric inhibitors of fructose-1,6-bisphosphatase
  作者：Jianbo Bie、Shuainan Liu、Jie Zhou、Bailing Xu、Zhufang Shen

  DOI：10.1016/j.bmc.2014.01.047

  日期：2014.3

  A series of novel indole derivatives was synthesized as inhibitors of fructose-1,6-bisphosphatase (FBPase). Extensive structure-activity relationships were conducted and led to a potent FBPase inhibitor 3.9 with an IC50 of 0.99 mu M. The binding mode of this series of indoles was predicted using CDOCKER algorithm. The results of this research will shed light on the further design and optimization of novel small molecules as FBPase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.