4-chloro-2-(4-chlorobutyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone | 234090-64-3

• 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-(4-chlorobutyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone
• 英文别名: 4-chloro-5-{4-[2-(2-methoxyphenoxy)-ethyl]-piperazin-1-yl}-2-(4-chlorobutyl)-pyridazin-3(2H)-one；4-Chloro-2-(4-chlorobutyl)-5-[4-[2-(2-methoxyphenoxy)ethyl]piperazin-1-yl]pyridazin-3-one
• CAS: 234090-64-3
• 化学式: C₂₁H₂₈Cl₂N₄O₃
• 分子量: 455.384
• InChiKey: CBWLIGQROQZSBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-氯苯基)哌嗪 、 4-chloro-2-(4-chlorobutyl)-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35%的产率得到4-Chloro-2-{4-[4-(2-chloro-phenyl)-piperazin-1-yl]-butyl}-5-{4-[2-(2-methoxy-phenoxy)-ethyl]-piperazin-1-yl}-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-溴-4-氯丁烷 、 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 0.25h， 以70%的产率得到4-chloro-2-(4-chlorobutyl)-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

文献信息

• Synthesis and α1-antagonist activity of derivatives of 4-chloro-5-{4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone
  作者：Giovannella Strappaghetti、Roberta Barbaro、Gabrielle Marucci

  DOI：10.1016/s0223-5234(00)00161-6

  日期：2000.8

  The synthesis and evaluation of the biological activity of new 4-chloro-5-4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl}-3(2H)-pyridazinone derivatives are reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoceptors of isolated rat vas deferens. (C) 2000 Editions scientifiques et medicles Elsevier SAS.
• Synthesis of new pyridazinone derivatives and their affinity towards α1–α2-adrenoceptors
  作者：Stefano Corsano、Giovannella Strappaghetti、Roberta Barbaro、Gino Giannaccini、Laura Betti、Antonio Lucacchini

  DOI：10.1016/s0968-0896(99)00046-2

  日期：1999.5

  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.