3-formyl-6-nitro-indole-1-carboxylic acid dimethylamide | 502622-56-2

• 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: 3-formyl-6-nitro-indole-1-carboxylic acid dimethylamide
• 英文别名: 3-formyl-N,N-dimethyl-6-nitroindole-1-carboxamide
• CAS: 502622-56-2
• 化学式: C₁₂H₁₁N₃O₄
• 分子量: 261.237
• InChiKey: JBTUGOIOEPHRLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-formyl-6-nitro-indole-1-carboxylic acid dimethylamide 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 、 乙二醇二甲醚 、 水 为溶剂， 反应 3.0h， 生成 3-(1,3-oxazol-5-yl)-1H-indol-6-amine
  参考文献：
  名称：

  The TosMIC approach to 3-(Oxazol-5-yl) indoles: application to the synthesis of indole-based IMPDH inhibitors

  摘要：

  A modified approach to the synthesis of 3-(oxazolyl-5-yl) indoles is reported. This method was applied to the synthesis of series of novel indole based inhibitors of inosine monophosphate dehydrogenase (IMPDH). The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for this new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00748-5
• 作为产物：
  描述：

  6-硝基吲哚-3-甲醛 、 二甲氨基甲酰氯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 以76%的产率得到3-formyl-6-nitro-indole-1-carboxylic acid dimethylamide
  参考文献：
  名称：

  The TosMIC approach to 3-(Oxazol-5-yl) indoles: application to the synthesis of indole-based IMPDH inhibitors

  摘要：

  A modified approach to the synthesis of 3-(oxazolyl-5-yl) indoles is reported. This method was applied to the synthesis of series of novel indole based inhibitors of inosine monophosphate dehydrogenase (IMPDH). The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for this new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00748-5

文献信息

• The TosMIC approach to 3-(Oxazol-5-yl) indoles: application to the synthesis of indole-based IMPDH inhibitors
  作者：T.G.Murali Dhar、Zhongqi Shen、Catherine A. Fleener、Katherine A. Rouleau、Joel C. Barrish、Diane L. Hollenbaugh、Edwin J. Iwanowicz

  DOI：10.1016/s0960-894x(02)00748-5

  日期：2002.11

  A modified approach to the synthesis of 3-(oxazolyl-5-yl) indoles is reported. This method was applied to the synthesis of series of novel indole based inhibitors of inosine monophosphate dehydrogenase (IMPDH). The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for this new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.