5-(4-bromobutyloxy)-1-methyl-1H-pyrrolo[2,3-b]pyridine | 737003-46-2

• 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: 5-(4-bromobutyloxy)-1-methyl-1H-pyrrolo[2,3-b]pyridine
• 英文别名: 5-(4-Bromobutoxy)-1-methylpyrrolo[2,3-b]pyridine
• CAS: 737003-46-2
• 化学式: C₁₂H₁₅BrN₂O
• 分子量: 283.168
• InChiKey: KTUHVHWIGFTHJY-UHFFFAOYSA-N

物化性质

• 沸点：
  414.7±35.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(4-bromobutyloxy)-1-methyl-1H-pyrrolo[2,3-b]pyridine 在 potassium carbonate 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.5h， 生成 1,4-bis[(3-formyl-1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)oxy]butane
  参考文献：
  名称：

  Preparation of 4-azaindole and 7-azaindole dimers with a bisalkoxyalkyl spacer in order to preferentially target melatonin MT1 receptors over melatonin MT2 receptors

  摘要：

  Several 4-azaindole and 7-azaindole dimer analogues of melatonin with a bisalkoxyalkyl spacer between the position 5 of each heterocycle were synthetized. Our aim was to investigate the influence of the spacers length on the selectivity of such compounds for the MT1 receptors over the MT2 receptors. Our results suggest the distance between indole ring seems to be an important parameter in determining the potency of binding with melatonin receptor site. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.03.005
• 作为产物：
  描述：

  5-溴-7-氮杂吲哚 在 三溴化硼 、 sodium hydride 、 potassium carbonate 、 copper(I) bromide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.5h， 生成 5-(4-bromobutyloxy)-1-methyl-1H-pyrrolo[2,3-b]pyridine
  参考文献：
  名称：

  Preparation of 4-azaindole and 7-azaindole dimers with a bisalkoxyalkyl spacer in order to preferentially target melatonin MT1 receptors over melatonin MT2 receptors

  摘要：

  Several 4-azaindole and 7-azaindole dimer analogues of melatonin with a bisalkoxyalkyl spacer between the position 5 of each heterocycle were synthetized. Our aim was to investigate the influence of the spacers length on the selectivity of such compounds for the MT1 receptors over the MT2 receptors. Our results suggest the distance between indole ring seems to be an important parameter in determining the potency of binding with melatonin receptor site. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.03.005