6-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-3(2H)-pyridazinone | 145276-57-9

• 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: 6-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-3(2H)-pyridazinone
• 英文别名: 3-[4-[2-(2-methoxyphenoxy)ethyl]piperazin-1-yl]-1H-pyridazin-6-one
• CAS: 145276-57-9
• 化学式: C₁₇H₂₂N₄O₃
• 分子量: 330.387
• InChiKey: RBMPITYVSIYEDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-3(2H)-pyridazinone 在 sodium carbonate 、 potassium carbonate 作用下， 以 异戊醇 、 丙酮 为溶剂， 反应 44.0h， 生成 2-[4-[4-(2-Chlorophenyl)piperazin-1-yl]butyl]-6-[4-[2-(2-methoxyphenoxy)ethyl]piperazin-1-yl]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：

  愈创木酚 2-氯乙基醚 、 6-(哌嗪-1-基)吡嗪-3(2H)-酮 以 异戊醇 为溶剂， 反应 3.0h， 以70%的产率得到6-<4-(2-methoxyphenoxyethyl)-1-piperazinyl>-3(2H)-pyridazinone
  参考文献：
  名称：

  Synthesis and pharmacological activity of some new pyridazinones

  摘要：

  The synthesis of a series of piperazinyl-pyridazinones is reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoreceptors of isolated rat vas deferens. For compounds 7, 17 and 18, the hypotensive activity was also evaluated.

  DOI：

  10.1016/0223-5234(92)90189-8

文献信息

• Novel and highly selective postsynaptic α-adrenoreceptor antagonists: synthesis and structure-activity relationships of alkane-bridged [4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones
  作者：S Corsano、R Scapicchi、G Strappaghetti、G Marucci、F Paparelli

  DOI：10.1016/0223-5234(96)88211-0

  日期：1995.1

  The synthesis of selected 4-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones and alkane-bridged dimers of 4-, 5- and 6-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones is reported, The blocking activity of these compounds was determined on the pre- and postsynaptic a-adrenoreceptors of isolated rat vas deferens.
• 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.
• Synthesis and pharmacological activity of some new pyridazinones
  作者：S Corsano、G Strappaghetti、A Codagnone、R Scapicchi、G Marucci

  DOI：10.1016/0223-5234(92)90189-8

  日期：1992.8

  The synthesis of a series of piperazinyl-pyridazinones is reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoreceptors of isolated rat vas deferens. For compounds 7, 17 and 18, the hypotensive activity was also evaluated.