1-benzyl-N6,N6,2,3-tetramethyl-1H-pyrrolo[2,3-b]pyridine-4,6-diamine | 1179316-49-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 1-benzyl-N6,N6,2,3-tetramethyl-1H-pyrrolo[2,3-b]pyridine-4,6-diamine
• 英文别名: 1-benzyl-6-N,6-N,2,3-tetramethylpyrrolo[2,3-b]pyridine-4,6-diamine
• CAS: 1179316-49-4
• 化学式: C₁₈H₂₂N₄
• 分子量: 294.399
• InChiKey: VFWOGEKRPBTODA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  47.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N'-(1-benzyl-3-cyano-4,5-dimethyl-1H-pyrrol-2-yl)-N,N-dimethylethanimidamide 在 sodium hydride 作用下， 以 1,4-二氧六环 、 mineral oil 为溶剂， 反应 2.0h， 以55%的产率得到1-benzyl-N6,N6,2,3-tetramethyl-1H-pyrrolo[2,3-b]pyridine-4,6-diamine
  参考文献：
  名称：

  Synthesis and cytotoxic activity of 5,6-heteroaromatically annulated pyridine-2,4-diamines

  摘要：

  A series of 5,6-heteroaromatically annulated pyridine-2,4-diamines have been synthesized and their in vitro cytotoxic activities evaluated against six human cancer cell lines. Benzo[g] annulated pyrido[2,3-b]indolediamines 7a-b and 8 showed relatively high cytotoxic activity as well as most of the diamines with pyrrolo[2,3-b] pyridine 17, thieno[2,3-b] pyridine and furo[2,3-b] pyridine 26-28, 1,8-naphthyridine 32 and 34 and benzo[h] quinoline 37 skeletons. Surprisingly, pyrido[2,3-b] indolediamines 13 and 14 without benzo[g] annulation were inactive. None of the new compounds were as potent as ellipticine, the reference compound. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.016

文献信息

• Synthesis and cytotoxic activity of 5,6-heteroaromatically annulated pyridine-2,4-diamines
  作者：C. Willemann、R. Grünert、P.J. Bednarski、R. Troschütz

  DOI：10.1016/j.bmc.2009.05.016

  日期：2009.7

  A series of 5,6-heteroaromatically annulated pyridine-2,4-diamines have been synthesized and their in vitro cytotoxic activities evaluated against six human cancer cell lines. Benzo[g] annulated pyrido[2,3-b]indolediamines 7a-b and 8 showed relatively high cytotoxic activity as well as most of the diamines with pyrrolo[2,3-b] pyridine 17, thieno[2,3-b] pyridine and furo[2,3-b] pyridine 26-28, 1,8-naphthyridine 32 and 34 and benzo[h] quinoline 37 skeletons. Surprisingly, pyrido[2,3-b] indolediamines 13 and 14 without benzo[g] annulation were inactive. None of the new compounds were as potent as ellipticine, the reference compound. (C) 2009 Elsevier Ltd. All rights reserved.