1-[5-bromo-3-(4-methylpiperazin-1-yl)indol-1-yl]ethanone | 1265501-47-0

• 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: 1-[5-bromo-3-(4-methylpiperazin-1-yl)indol-1-yl]ethanone
• CAS: 1265501-47-0
• 化学式: C₁₅H₁₈BrN₃O
• 分子量: 336.231
• InChiKey: VXGXJRHHJKSZIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  28.48
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-[5-bromo-3-(4-methylpiperazin-1-yl)indol-1-yl]ethanone 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 以90%的产率得到5-bromo-3-(4-methylpiperazin-1-yl)-1H-indole
  参考文献：
  名称：

  Indole-3-piperazinyl derivatives: Novel chemical class of 5-HT6 receptor antagonists

  摘要：

  N-1-Arylsulfonyl-3-piperazinyl indole derivatives were designed and identified as a novel class of 5-HT6 receptors ligands. All the compounds have high affinity and antagonist activity towards 5-HT6 receptor. The compound 7a (K-i = 3.4 nM, functional assay IC50 = 310 nM) shows enhanced cognitive effect when tested in NORT and Morris water maze models. Synthesis, SAR and PK profile of these novel compounds constitute the subject matter of this Letter. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.11.001
• 作为产物：
  描述：

  N-甲基哌嗪 、 1-乙酰基-5-溴吲哚-3-酮 在 titanium(IV) isopropylate 、 三乙酰氧基硼氢化钠 作用下， 以 ehanol 为溶剂， 反应 5.5h， 以70%的产率得到1-[5-bromo-3-(4-methylpiperazin-1-yl)indol-1-yl]ethanone
  参考文献：
  名称：

  Indole-3-piperazinyl derivatives: Novel chemical class of 5-HT6 receptor antagonists

  摘要：

  N-1-Arylsulfonyl-3-piperazinyl indole derivatives were designed and identified as a novel class of 5-HT6 receptors ligands. All the compounds have high affinity and antagonist activity towards 5-HT6 receptor. The compound 7a (K-i = 3.4 nM, functional assay IC50 = 310 nM) shows enhanced cognitive effect when tested in NORT and Morris water maze models. Synthesis, SAR and PK profile of these novel compounds constitute the subject matter of this Letter. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.11.001