3,3-dimethyl-6,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline | 737002-31-2

• 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: 3,3-dimethyl-6,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 6,8-dimethoxy-3,3-dimethyl-2,4-dihydro-1H-isoquinoline
• CAS: 737002-31-2
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: LHJAWXZVURTZDJ-UHFFFAOYSA-N

物化性质

• 熔点：
  81 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  348.3±42.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-6,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline 在 碘 、 silver sulfate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以70%的产率得到5-iodo-6,8-dimethoxy-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：

  3,3-dimethyl-6,8-dimethoxy-3,4-dihydroisoquinoline 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以92%的产率得到3,3-dimethyl-6,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  [DE] MEDIZINISCH NÜTZLICHE 3,3-DIMETHYL-8-OXOISOCHINOLINE, VERFAHREN ZU IHRER HERSTELLUNG SIE ENTHALTENDE ARZNEIMITTEL UND DEREN VERWENDUNG
  [EN] 3,3-DIMETHYL-8-OXOISOQUINOLINES FOR MEDICAL PURPOSES, METHODS FOR THE PRODUCTION THEREOF, MEDICAMENTS CONTAINING SAID COMPOUNDS AND THE USE OF THE SAME
  [FR] 3,3-DIMETHYL-8-OXOISOQUINOLEINES A USAGE MEDICAL, PROCEDE DE PRODUCTION, MEDICAMENTS CONTENANT CES DERNIERES ET UTILISATION

  摘要：

  通用公式（I）和（II）描述了3,3-二甲基-8-氧基异喹啉衍生物的连接以及其制备方法。3,3-二甲基-8-氧基异喹啉在细胞培养模型中具有抗病毒和抗肿瘤特性。此外，这些物质还是神经退行性疾病的抑制剂，并表现出明显的抗原虫活性。

  公开号：

  WO2004067514A1