α-(4-bromophenyl)-α-phenyl-1-tricyclo[3.3.1.1^3,7]-decanemethanol | 1410789-53-5

• 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: α-(4-bromophenyl)-α-phenyl-1-tricyclo[3.3.1.1^3,7]-decanemethanol
• 英文别名: 1-Adamantyl-(4-bromophenyl)-phenylmethanol；1-adamantyl-(4-bromophenyl)-phenylmethanol
• CAS: 1410789-53-5
• 化学式: C₂₃H₂₅BrO
• 分子量: 397.355
• InChiKey: YCNWWRLXHGYAPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  α-(4-bromophenyl)-α-phenyl-1-tricyclo[3.3.1.1^3,7]-decanemethanol 在 三氟乙酸 、 三乙基硅烷 、 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.25h， 以54%的产率得到4-bromo-α-phenyl-α-(1-tricyclo[3.3.1.1^3,7]decyl)methylbenzene
  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
• 作为产物：
  描述：

  1,4-二溴苯 、 1-金刚烷基-苯基甲酮 在 magnesium 、 氯化铵 作用下， 以 乙醚 为溶剂， 以81%的产率得到α-(4-bromophenyl)-α-phenyl-1-tricyclo[3.3.1.1^3,7]-decanemethanol
  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