1-cyclohexyl-4-{4-[α-(1-tricyclo[3.3.1.1(3,7)]decyl)phenylmethyl]phenyl}piperazine | 1379474-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-cyclohexyl-4-{4-[α-(1-tricyclo[3.3.1.1(3,7)]decyl)phenylmethyl]phenyl}piperazine
• 英文别名: 1-[4-[1-Adamantyl(phenyl)methyl]phenyl]-4-cyclohexylpiperazine
• CAS: 1379474-57-3
• 化学式: C₃₃H₄₄N₂
• 分子量: 468.726
• InChiKey: MBKZYAWDLFDILI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-环己基哌嗪 、 α-(1-adamantyl)benzhydryl chloride 反应 12.0h， 以31%的产率得到1-cyclohexyl-4-{4-[α-(1-tricyclo[3.3.1.1(3,7)]decyl)phenylmethyl]phenyl}piperazine
  参考文献：
  名称：

  Synthesis, σ1, σ2-receptors binding affinity and antiproliferative action of new C1-substituted adamantanes

  摘要：

  The synthesis of N-{4-[a-(1-adamantyl)benzyl]phenyl}piperazines 2a-e is described. The in vitro antiproliferative activity of most compounds against main cancer cell lines is significant. The sigma(1),sigma(2)-receptors and sodium channels binding affinity of compounds 2 were investigated. One of the most active analogs, 2a, had an interesting in vivo anticancer profile against the BxPC-3 and Mia-Paca-2 pancreas cancer cell lines with caspase-3 activation, which was associated with an anagelsic activity against the neuropathic pain. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.038

文献信息

• Synthesis, σ1, σ2-receptors binding affinity and antiproliferative action of new C1-substituted adamantanes
  作者：Stefanos Riganas、Ioannis Papanastasiou、George B. Foscolos、Andrew Tsotinis、Jean-Jacques Bourguignon、Guillaume Serin、Jean-François Mirjolet、Kostas Dimas、Vassilios N. Kourafalos、Andreas Eleutheriades、Vassilios I. Moutsos、Humaira Khan、Stavroula Georgakopoulou、Angeliki Zaniou、Margarita Prassa、Maria Theodoropoulou、Stavroula Pondiki、Alexandre Vamvakides

  DOI：10.1016/j.bmc.2012.03.038

  日期：2012.5

  The synthesis of N-4-[a-(1-adamantyl)benzyl]phenyl}piperazines 2a-e is described. The in vitro antiproliferative activity of most compounds against main cancer cell lines is significant. The sigma(1),sigma(2)-receptors and sodium channels binding affinity of compounds 2 were investigated. One of the most active analogs, 2a, had an interesting in vivo anticancer profile against the BxPC-3 and Mia-Paca-2 pancreas cancer cell lines with caspase-3 activation, which was associated with an anagelsic activity against the neuropathic pain. (C) 2012 Elsevier Ltd. All rights reserved.