1-[[4-[1-Adamantyl(phenyl)methyl]phenyl]methyl]piperidine | 1410789-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-[[4-[1-Adamantyl(phenyl)methyl]phenyl]methyl]piperidine
• 英文别名: 1-[[4-[1-adamantyl(phenyl)methyl]phenyl]methyl]piperidine
• CAS: 1410789-94-4
• 化学式: C₂₉H₃₇N
• 分子量: 399.619
• InChiKey: XBXXDZJXFLUDEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-金刚烷基-苯基甲酮 在 N-溴代丁二酰亚胺(NBS) 、 magnesium 、 三氟乙酸 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醚 、 二氯甲烷 为溶剂， 反应 19.25h， 生成 1-[[4-[1-Adamantyl(phenyl)methyl]phenyl]methyl]piperidine
  参考文献：
  名称：

  New Adamantane Phenylalkylamines with σ-Receptor Binding Affinity and Anticancer Activity, Associated with Putative Antagonism of Neuropathic Pain

  摘要：

  The synthesis of:the adamantane phenylalkylamines 2a-d, 3a-c, and 4a-e is described These compounds exhibited significant antiproliferative activity, in vitro, against eight cancer cell lines tested The sigma(1), sigma(2). and Sodium channel binding affinities of compounds 2a, 3a, 4a, and 4c-e were investigated The most interesting analogue, 4a, exhibited significant in vivo anticancer profile on, pancreas, prostate, leukemia, and ovarian cancer cell line Xenografts.-together with,apoptosis and caspase-3 activation. Inhibition of the Cancer cells cycle at the sub-G1 level was also Obtained with 4a. Finally, encouraging results were observed With 4a in vivo on mice, suggesting putative antimetastatic and analgesic activities of this compound.

  DOI：

  10.1021/jm3013008

文献信息

• New Adamantane Phenylalkylamines with σ-Receptor Binding Affinity and Anticancer Activity, Associated with Putative Antagonism of Neuropathic Pain
  作者：Stefanos Riganas、Ioannis Papanastasiou、George B. Foscolos、Andrew Tsotinis、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、Athanasios Mantelas、Stavroula Pondiki、Alexandre Vamvakides

  DOI：10.1021/jm3013008

  日期：2012.11.26

  The synthesis of:the adamantane phenylalkylamines 2a-d, 3a-c, and 4a-e is described These compounds exhibited significant antiproliferative activity, in vitro, against eight cancer cell lines tested The sigma(1), sigma(2). and Sodium channel binding affinities of compounds 2a, 3a, 4a, and 4c-e were investigated The most interesting analogue, 4a, exhibited significant in vivo anticancer profile on, pancreas, prostate, leukemia, and ovarian cancer cell line Xenografts.-together with,apoptosis and caspase-3 activation. Inhibition of the Cancer cells cycle at the sub-G1 level was also Obtained with 4a. Finally, encouraging results were observed With 4a in vivo on mice, suggesting putative antimetastatic and analgesic activities of this compound.