N-(6-methylpyridin-2-yl)-1H-indole-2-carboxamide | 503617-68-3

• 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: N-(6-methylpyridin-2-yl)-1H-indole-2-carboxamide
• CAS: 503617-68-3
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: YITGFFHFRMGYLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 N-(6-methylpyridin-2-yl)-1H-indole-2-carboxamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以52%的产率得到1-Benzyl-1H-indole-2-carboxylic acid (6-methyl-pyridin-2-yl)-amide
  参考文献：
  名称：

  Synthesis and Antioxidant Properties of Novel N-Substituted Indole-2-carboxamide and Indole-3-acetamide Derivatives

  摘要：

  A series of N-substituted indole-2-carboxamide and indole-3-acetamide derivatives have been prepared and their in vitro effects on rat liver lipid peroxidation levels and superoxide anion formation were determined. The results clearly demonstrate that indole derivatives 4, 5,10,15,17 are very efficient antioxidants compared to (X-tocopherol.

  DOI：

  10.1002/1521-4184(200209)335:7<331::aid-ardp331>3.0.co;2-7
• 作为产物：
  描述：

  吲哚-2-羧酸 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-(6-methylpyridin-2-yl)-1H-indole-2-carboxamide
  参考文献：
  名称：

  Design and synthesis of novel heterobiaryl amides as metabotropic glutamate receptor subtype 5 antagonists

  摘要：

  A series of heterobiaryl amides was designed and synthesized as novel mGluR5 antagonists. The synthesis using palladium catalyzed Suzuki-Miyaura cross-coupling reactions provided art array of compounds with a range of in vitro activities. In particular, compound 9e, 4( 3,5-difluorophenyl)-N-(6-methylpyridin-1-yl)picolinamide, exhibited nanomolar affinity at the mGluR5 and will serve as a template for future drug design. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.083

文献信息

• Design and synthesis of novel heterobiaryl amides as metabotropic glutamate receptor subtype 5 antagonists
  作者：Santosh S. Kulkarni、Amy Hauck Newman

  DOI：10.1016/j.bmcl.2006.12.083

  日期：2007.4

  A series of heterobiaryl amides was designed and synthesized as novel mGluR5 antagonists. The synthesis using palladium catalyzed Suzuki-Miyaura cross-coupling reactions provided art array of compounds with a range of in vitro activities. In particular, compound 9e, 4( 3,5-difluorophenyl)-N-(6-methylpyridin-1-yl)picolinamide, exhibited nanomolar affinity at the mGluR5 and will serve as a template for future drug design. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and Antioxidant Properties of Novel N-Substituted Indole-2-carboxamide and Indole-3-acetamide Derivatives
  作者：Süreyya Ölgen、Tülay Çoban

  DOI：10.1002/1521-4184(200209)335:7<331::aid-ardp331>3.0.co;2-7

  日期：2002.9

  A series of N-substituted indole-2-carboxamide and indole-3-acetamide derivatives have been prepared and their in vitro effects on rat liver lipid peroxidation levels and superoxide anion formation were determined. The results clearly demonstrate that indole derivatives 4, 5,10,15,17 are very efficient antioxidants compared to (X-tocopherol.