N-(3-methoxy-4-(4-(trifluoromethyl)benzyloxy)benzyl)-1-(pyridin-4-yl)methanamine

• 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: N-(3-methoxy-4-(4-(trifluoromethyl)benzyloxy)benzyl)-1-(pyridin-4-yl)methanamine
• 英文别名: N-[[3-methoxy-4-[[4-(trifluoromethyl)phenyl]methoxy]phenyl]methyl]-1-pyridin-4-ylmethanamine
• 化学式: C₂₂H₂₁F₃N₂O₂
• 分子量: 402.416
• InChiKey: GDOIDDPOMPKERI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  43.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-(三氟甲基)苄醇 在 三乙酰氧基硼氢化钠 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 45.0h， 生成 N-(3-methoxy-4-(4-(trifluoromethyl)benzyloxy)benzyl)-1-(pyridin-4-yl)methanamine
  参考文献：
  名称：

  Vanillin-derived antiproliferative compounds influence Plk1 activity

  摘要：

  We synthesized a series of vanillin-derived compounds and analyzed them in HeLa cells for their effects on the proliferation of cancer cells. The molecules are derivatives of the lead compound SBE13, a potent inhibitor of the inactive conformation of human polo-like kinase 1 (Plk1). Some of the new designs were able to inhibit cancer cell proliferation to a similar extent as the lead structure. Two of the compounds ((({4-[(6-chloropyridin-3-yl)methoxy]-3-methoxyphenyl}methyl)(pyridin-4-ylmethyl)amine) and (({4-[(4-chlorophenyl)methoxy]-3-methoxyphenyl}methyl)(pyridin-4-ylmethyl)amine)) were much stronger in their capacity to reduce HeLa cell proliferation and turned out to potently induce apoptosis and reduce Plk1 kinase activity in vitro. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.09.015

文献信息

• Vanillin-derived antiproliferative compounds influence Plk1 activity
  作者：Roberto Carrasco-Gomez、Sarah Keppner-Witter、Martina Hieke、Lisa Lange、Gisbert Schneider、Manfred Schubert-Zsilavecz、Ewgenij Proschak、Birgit Spänkuch

  DOI：10.1016/j.bmcl.2014.09.015

  日期：2014.11

  We synthesized a series of vanillin-derived compounds and analyzed them in HeLa cells for their effects on the proliferation of cancer cells. The molecules are derivatives of the lead compound SBE13, a potent inhibitor of the inactive conformation of human polo-like kinase 1 (Plk1). Some of the new designs were able to inhibit cancer cell proliferation to a similar extent as the lead structure. Two of the compounds (((4-[(6-chloropyridin-3-yl)methoxy]-3-methoxyphenyl}methyl)(pyridin-4-ylmethyl)amine) and ((4-[(4-chlorophenyl)methoxy]-3-methoxyphenyl}methyl)(pyridin-4-ylmethyl)amine)) were much stronger in their capacity to reduce HeLa cell proliferation and turned out to potently induce apoptosis and reduce Plk1 kinase activity in vitro. (C) 2014 Published by Elsevier Ltd.