4-chloro-2-(8-bromooctyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone | 234090-68-7

• 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: 4-chloro-2-(8-bromooctyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone
• 英文别名: 2-(8-bromooctyl)-4-chloro-5-[4-[2-(2-methoxyphenoxy)ethyl]piperazin-1-yl]pyridazin-3-one
• CAS: 234090-68-7
• 化学式: C₂₅H₃₆BrClN₄O₃
• 分子量: 555.943
• InChiKey: PYPJQDNBCDECGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  34.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  59.83
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-(2-甲氧苯基)哌嗪 、 4-chloro-2-(8-bromooctyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone 在 sodium carbonate 作用下， 以 异戊醇 为溶剂， 反应 24.0h， 以40%的产率得到4-Chloro-5-{4-[2-(2-methoxy-phenoxy)-ethyl]-piperazin-1-yl}-2-{8-[4-(2-methoxy-phenyl)-piperazin-1-yl]-octyl}-2H-pyridazin-3-one
  参考文献：
  名称：

  Synthesis of new pyridazinone derivatives and their affinity towards α1–α2-adrenoceptors

  摘要：

  A series of 3(2H)-pyridazinone derivatives was evaluated for their affinity in vitro towards alpha(1)-alpha(2)-adrenoceptors by radioligand receptor binding assays. All target compounds showed good affinities for the alpha(1)-adrenoceptor (with K-i values in the subnanomolar range), and a gradual increase in affinity was observed by increasing the polymethylene chain length of this series up to a maximum of six and seven carbon atoms, when the fragment 4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl is linked in 5 position of the 3(2H)-pyridazinone ring, while a slight decrease was found for the higher homologues. Increasing the chain length when the 4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl group is linked in 6 position of the 3(2H)-pyridazinone ring, had a different effect: there is the highest affinity when the polymethylene chain is of four carbon atoms. The alkylic chain, a spacer between the two major constituents of the molecule, can influence the affinity and the selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00046-2
• 作为产物：
  描述：

  1,8-二溴辛烷 、 4-chloro-5-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-3(2H)-pyridazinone 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以50%的产率得到4-chloro-2-(8-bromooctyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone
  参考文献：
  名称：

  Synthesis of new pyridazinone derivatives and their affinity towards α1–α2-adrenoceptors

  摘要：

  A series of 3(2H)-pyridazinone derivatives was evaluated for their affinity in vitro towards alpha(1)-alpha(2)-adrenoceptors by radioligand receptor binding assays. All target compounds showed good affinities for the alpha(1)-adrenoceptor (with K-i values in the subnanomolar range), and a gradual increase in affinity was observed by increasing the polymethylene chain length of this series up to a maximum of six and seven carbon atoms, when the fragment 4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl is linked in 5 position of the 3(2H)-pyridazinone ring, while a slight decrease was found for the higher homologues. Increasing the chain length when the 4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl group is linked in 6 position of the 3(2H)-pyridazinone ring, had a different effect: there is the highest affinity when the polymethylene chain is of four carbon atoms. The alkylic chain, a spacer between the two major constituents of the molecule, can influence the affinity and the selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00046-2