1-(4-bromophenyl)-2-(4-phenylpiperazin-1-yl)ethanol | 93904-35-9

• 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: 1-(4-bromophenyl)-2-(4-phenylpiperazin-1-yl)ethanol
• CAS: 93904-35-9
• 化学式: C₁₈H₂₁BrN₂O
• 分子量: 361.282
• InChiKey: PRRTWFYLGGURKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-bromophenyl)-2-(4-phenylpiperazin-1-yl)ethanone 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 1-(4-bromophenyl)-2-(4-phenylpiperazin-1-yl)ethanol
  参考文献：
  名称：

  Discovery of phenylpiperazine derivatives as IGF-1R inhibitor with potent antiproliferative properties in vitro

  摘要：

  A series of phenylpiperazine derivatives (3a-3q) were designed and synthesized. In vitro assays indicated that several phenylpiperazine derivatives had excellent antiproliferative properties against four cancer cell lines including multidrug-resistant cancer cell lines, with IC50 values in the low micromolar range. The average IC50 of the most active compound 3b is 0.024 mu M to the MCF-7 cell line. In addition, the mechanism of action of these new analogues was investigated by molecular docking studies, insulin-like growth factor 1-receptor (IGF-1R) kinase assay and apoptosis induced assay. These studies confirmed that these new phenylpiperazine derivatives maintain their mechanisms of action by disrupting IGF-1R kinase. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.01.011

文献信息

• Discovery of phenylpiperazine derivatives as IGF-1R inhibitor with potent antiproliferative properties in vitro
  作者：Feng-Jiao Guo、Juan Sun、Li-Li Gao、Xin-Yi Wang、Yang Zhang、Shao-Song Qian、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2015.01.011

  日期：2015.3

  A series of phenylpiperazine derivatives (3a-3q) were designed and synthesized. In vitro assays indicated that several phenylpiperazine derivatives had excellent antiproliferative properties against four cancer cell lines including multidrug-resistant cancer cell lines, with IC50 values in the low micromolar range. The average IC50 of the most active compound 3b is 0.024 mu M to the MCF-7 cell line. In addition, the mechanism of action of these new analogues was investigated by molecular docking studies, insulin-like growth factor 1-receptor (IGF-1R) kinase assay and apoptosis induced assay. These studies confirmed that these new phenylpiperazine derivatives maintain their mechanisms of action by disrupting IGF-1R kinase. (C) 2015 Elsevier Ltd. All rights reserved.