2-(4-(diethylamino)phenyl)-4-(4-(4-(piperidin-1-yl)butoxy)phenyl)phthalazin-1(2H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(4-(diethylamino)phenyl)-4-(4-(4-(piperidin-1-yl)butoxy)phenyl)phthalazin-1(2H)-one
• 英文别名: 2-[4-(Diethylamino)phenyl]-4-[4-(4-piperidin-1-ylbutoxy)phenyl]phthalazin-1-one；2-[4-(diethylamino)phenyl]-4-[4-(4-piperidin-1-ylbutoxy)phenyl]phthalazin-1-one
• 化学式: C₃₃H₄₀N₄O₂
• 分子量: 524.706
• InChiKey: ALJCEZUISCFISE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻苯二甲酰肼 在 copper(l) iodide 、 四(三苯基膦)钯 、 sodium carbonate 、 potassium carbonate 、 caesium carbonate 、 三溴氧磷 作用下， 以 水 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 152.0h， 生成 2-(4-(diethylamino)phenyl)-4-(4-(4-(piperidin-1-yl)butoxy)phenyl)phthalazin-1(2H)-one
  参考文献：
  名称：

  Development of novel proteasome inhibitors based on phthalazinone scaffold

  摘要：

  In this study we designed a series of proteasome inhibitors using pyridazinone as initial scaffold, and extended the structure with rational design by computer aided drug design (CADD). Two different synthetic routes were explored and the biological evaluation of the phthalazinone derivatives was investigated. Most importantly, electron positive triphenylphosphine group was first introduced in the structure of proteasome inhibitors and potent inhibition was achieved. As 6c was the most potent inhibitor of proteasome, we examined the structure- activity relationship (SAR) of 6c analogs. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.04.067

文献信息

• Development of novel proteasome inhibitors based on phthalazinone scaffold
  作者：Lingfei Yang、Wei Wang、Qi Sun、Fengrong Xu、Yan Niu、Chao Wang、Lei Liang、Ping Xu

  DOI：10.1016/j.bmcl.2016.04.067

  日期：2016.6

  In this study we designed a series of proteasome inhibitors using pyridazinone as initial scaffold, and extended the structure with rational design by computer aided drug design (CADD). Two different synthetic routes were explored and the biological evaluation of the phthalazinone derivatives was investigated. Most importantly, electron positive triphenylphosphine group was first introduced in the structure of proteasome inhibitors and potent inhibition was achieved. As 6c was the most potent inhibitor of proteasome, we examined the structure- activity relationship (SAR) of 6c analogs. (C) 2016 Elsevier Ltd. All rights reserved.