2-(7-bromoheptyl)-4-chloro-5-[4-(2-ethoxyphenyl)piperazin-1-yl]pyridazin-3(2H)-one | 886204-45-1

• 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: 2-(7-bromoheptyl)-4-chloro-5-[4-(2-ethoxyphenyl)piperazin-1-yl]pyridazin-3(2H)-one
• CAS: 886204-45-1
• 化学式: C₂₃H₃₂BrClN₄O₂
• 分子量: 511.89
• InChiKey: IYLYMBVJCZBZGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  50.6
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(7-bromoheptyl)-4-chloro-5-[4-(2-ethoxyphenyl)piperazin-1-yl]pyridazin-3(2H)-one 、 1-(2-乙氧基苯)哌嗪盐酸盐 在 sodium carbonate 作用下， 以 异戊醇 为溶剂， 反应 5.0h， 以50%的产率得到4-Chloro-5-[4-(2-ethoxy-phenyl)-piperazin-1-yl]-2-{7-[4-(2-ethoxy-phenyl)-piperazin-1-yl]-heptyl}-2H-pyridazin-3-one
  参考文献：
  名称：

  Synthesis of new piperazine–pyridazinone derivatives and their binding affinity toward α1-, α2-adrenergic and 5-HT1A serotoninergic receptors

  摘要：

  We report the design and synthesis of a new class of piperazine-pyridazinone analogues. The arylpiperazine moiety, the length of the spacer, and the terminal molecular fragment were varied to evaluate their influence in determining the affinity of the new compounds toward the alpha(1)-adrenergic receptor (alpha(1)-AR), alpha(2)-adrenergic receptor (alpha(2)-AR), and the 5-HT1A serotoninergic receptor (5-HT1AR). Biological data showed that most of the compounds have an alpha(1)-AR affinity in the nanomolar or subnanomolar range, while affinity toward the other two receptors was lower in most cases. However, several of the tested compounds also showed very good (in the nanomolar range) or moderate affinity toward the 5-HT1AR subtype. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.009
• 作为产物：
  描述：

  1-(2-乙氧基苯)哌嗪盐酸盐 在 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 27.0h， 生成 2-(7-bromoheptyl)-4-chloro-5-[4-(2-ethoxyphenyl)piperazin-1-yl]pyridazin-3(2H)-one
  参考文献：
  名称：

  Synthesis of new piperazine–pyridazinone derivatives and their binding affinity toward α1-, α2-adrenergic and 5-HT1A serotoninergic receptors

  摘要：

  We report the design and synthesis of a new class of piperazine-pyridazinone analogues. The arylpiperazine moiety, the length of the spacer, and the terminal molecular fragment were varied to evaluate their influence in determining the affinity of the new compounds toward the alpha(1)-adrenergic receptor (alpha(1)-AR), alpha(2)-adrenergic receptor (alpha(2)-AR), and the 5-HT1A serotoninergic receptor (5-HT1AR). Biological data showed that most of the compounds have an alpha(1)-AR affinity in the nanomolar or subnanomolar range, while affinity toward the other two receptors was lower in most cases. However, several of the tested compounds also showed very good (in the nanomolar range) or moderate affinity toward the 5-HT1AR subtype. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.009