[2-(2-Benzyl-8-methoxy-3,3-dimethyl-1,4-dihydroisoquinolin-5-yl)-5-phenylmethoxyphenyl]methanol | 1010688-72-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: [2-(2-Benzyl-8-methoxy-3,3-dimethyl-1,4-dihydroisoquinolin-5-yl)-5-phenylmethoxyphenyl]methanol
• CAS: 1010688-72-8
• 化学式: C₃₃H₃₅NO₃
• 分子量: 493.646
• InChiKey: WMEKTFYUDRSPSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(2-Benzyl-8-methoxy-3,3-dimethyl-1,4-dihydroisoquinolin-5-yl)-5-phenylmethoxyphenyl]methanol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以70%的产率得到3-(hydroxymethyl)-4-(8-methoxy-3,3-dimethyl-2,4-dihydro-1H-isoquinolin-5-yl)phenol
  参考文献：
  名称：

  Synthesis and antiprotozoal activities of simplified analogs of naphthylisoquinoline alkaloids

  摘要：

  The naphthylisoquinoline alkaloids (NIQs) represent a class of natural products with manifold activities against various tropical diseases. They are isolated from rare and difficult-to-cultivate tropical plants. In order to find novel, more easily accessible analogs and to study structure-activity relationships, a variety of simplified analogs were produced, which bear the functional groups typical of the NIQs, but avoid the synthetically difficult elements of chirality, stereogenic centers and rotationally hindered axes. Their syntheses and activities against Plasmodium falciparum, Trypanosoma cruzi, and Leishmania donovani are described and compared with those of the natural NIQs. Remarkably, quite good activities were found for naphthalene-devoid halogenated isoquinolinic analogs. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.003
• 作为产物：
  描述：

  2-(2-Benzyl-8-methoxy-3,3-dimethyl-1,4-dihydroisoquinolin-5-yl)-5-phenylmethoxybenzaldehyde 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.08h， 以80%的产率得到[2-(2-Benzyl-8-methoxy-3,3-dimethyl-1,4-dihydroisoquinolin-5-yl)-5-phenylmethoxyphenyl]methanol
  参考文献：
  名称：

  Synthesis and antiprotozoal activities of simplified analogs of naphthylisoquinoline alkaloids

  摘要：

  The naphthylisoquinoline alkaloids (NIQs) represent a class of natural products with manifold activities against various tropical diseases. They are isolated from rare and difficult-to-cultivate tropical plants. In order to find novel, more easily accessible analogs and to study structure-activity relationships, a variety of simplified analogs were produced, which bear the functional groups typical of the NIQs, but avoid the synthetically difficult elements of chirality, stereogenic centers and rotationally hindered axes. Their syntheses and activities against Plasmodium falciparum, Trypanosoma cruzi, and Leishmania donovani are described and compared with those of the natural NIQs. Remarkably, quite good activities were found for naphthalene-devoid halogenated isoquinolinic analogs. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.003