N-(2-(3-((4-(3-chlorophenyl)piperazin-1-yl)methyl)-6-methoxy-1H-pyrrolo[2,3-b]pyridin-1-yl)ethyl)acetamide | 1305212-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-(2-(3-((4-(3-chlorophenyl)piperazin-1-yl)methyl)-6-methoxy-1H-pyrrolo[2,3-b]pyridin-1-yl)ethyl)acetamide
• 英文别名: N-[2-[3-[[4-(3-chlorophenyl)piperazin-1-yl]methyl]-6-methoxypyrrolo[2,3-b]pyridin-1-yl]ethyl]acetamide
• CAS: 1305212-88-7
• 化学式: C₂₃H₂₈ClN₅O₂
• 分子量: 441.961
• InChiKey: YZKFXOIWOSSUEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1H-Pyrrolo[2,3-b]pyridine 7-Oxide 在 盐酸 、 sodium azide 、 氢气 、 sodium acetate 、 四丁基碘化铵 、 硫酸二甲酯 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 乙酸乙酯 、 异丙醇 、 乙腈 为溶剂， 反应 115.08h， 生成 N-(2-(3-((4-(3-chlorophenyl)piperazin-1-yl)methyl)-6-methoxy-1H-pyrrolo[2,3-b]pyridin-1-yl)ethyl)acetamide
  参考文献：
  名称：

  Design and synthesis of 1-(2-alkanamidoethyl)-6-methoxy-7-azaindole derivatives as potent melatonin agonists

  摘要：

  A series of 7-azaindolic ligands bearing a methoxy group and a N-acetyl chain as melatoninergic pharmacophores were synthesized and their binding affinities towards MT1 and MT2 receptors were evaluated. Compounds 7a-c and 12 (cyclohexyl ring connected at C-2 and C-3 position) appears as important melatonin MT2 and MT1 receptors agonists. On the other hand, the presence of basic groups (amines) at position C-3 was detrimental to the melatoninergic affinities. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.097

文献信息

• Design and synthesis of 1-(2-alkanamidoethyl)-6-methoxy-7-azaindole derivatives as potent melatonin agonists
  作者：Matthieu Jeanty、Franck Suzenet、Philippe Delagrange、Olivier Nosjean、Jean A. Boutin、Daniel H. Caignard、Gérald Guillaumet

  DOI：10.1016/j.bmcl.2011.02.097

  日期：2011.4

  A series of 7-azaindolic ligands bearing a methoxy group and a N-acetyl chain as melatoninergic pharmacophores were synthesized and their binding affinities towards MT1 and MT2 receptors were evaluated. Compounds 7a-c and 12 (cyclohexyl ring connected at C-2 and C-3 position) appears as important melatonin MT2 and MT1 receptors agonists. On the other hand, the presence of basic groups (amines) at position C-3 was detrimental to the melatoninergic affinities. (C) 2011 Elsevier Ltd. All rights reserved.