8-Methoxy-3,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline | 178976-79-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 8-Methoxy-3,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline
• 英文别名: 8-methoxy-3,3-dimethyl-2,4-dihydro-1H-isoquinoline
• CAS: 178976-79-9
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: NPDNAPYRESPPNL-UHFFFAOYSA-N

物化性质

• 熔点：
  55 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  300.3±42.0 °C(Predicted)
• 密度：
  0.982±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-Methoxy-3,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline 在 碘 、 silver sulfate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以58%的产率得到5-iodo-8-methoxy-3,3-dimethyl-2,4-dihydro-1H-isoquinoline
  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-溴-4-氟苯甲醚 在 sodium tetrahydroborate 、 硫酸 、 三氯化铁 、 magnesium 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 生成 8-Methoxy-3,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  Synthesis and radical scavenging activity of 3,3-dialkyl-3,4-dihydro-isoquinoline 2-oxides

  摘要：

  The syntheses and antioxidant activities of several cyclic nitrones related to phenyl t-butyl nitrone (PBN) are described. These nitrones may act as radical scavengers and have potential uses in the treatment of stroke and septic shock. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00181-3