1-benzyl-4-(bromophenacyl)piperazine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-benzyl-4-(bromophenacyl)piperazine
• 英文别名: 2-(4-benzylpiperazin-1-yl)-1-(4-bromophenyl)ethanone
• 化学式: C₁₉H₂₁BrN₂O
• mdl: MFCD02128109
• 分子量: 373.293
• InChiKey: RAHBQBFGEFXJNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.315
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-4-(bromophenacyl)piperazine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以93%的产率得到2-(4-benzylpiperazin-1-yl)-1-(4-bromophenyl)ethanol
  参考文献：
  名称：

  Compounds Interacting with the Neuroexcitatory Amino Acids: Synthesis of 2-(4-Aralkylpiperazine-1-yl)-1-arylethanols

  摘要：

  氨基酮Ia - If和III被合成。它们的还原产生相应的醇IIa - IIf，IVa和IVb。这些通过生化和行为药理学方法进行评估。

  DOI：

  10.1135/cccc19940658
• 作为产物：
  描述：

  1-苄基哌嗪 、 2,4'-二溴苯乙酮 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到1-benzyl-4-(bromophenacyl)piperazine
  参考文献：
  名称：

  Compounds Interacting with the Neuroexcitatory Amino Acids: Synthesis of 2-(4-Aralkylpiperazine-1-yl)-1-arylethanols

  摘要：

  氨基酮Ia - If和III被合成。它们的还原产生相应的醇IIa - IIf，IVa和IVb。这些通过生化和行为药理学方法进行评估。

  DOI：

  10.1135/cccc19940658

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.
• Singh, Krishna K.; Joshi, Subhash C.; Mathela, Chandra S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011, vol. 50, # 2, p. 196 - 200
  作者：Singh, Krishna K.、Joshi, Subhash C.、Mathela, Chandra S.

  DOI：——

  日期：——