7-hydroxy-2-[2-(4-methoxyphenyl)ethyl]isoquinolinium chloride | 1293487-83-8

• 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: 7-hydroxy-2-[2-(4-methoxyphenyl)ethyl]isoquinolinium chloride
• 英文别名: 2-[2-(4-Methoxyphenyl)ethyl]isoquinolin-2-ium-7-ol;chloride
• CAS: 1293487-83-8
• 化学式: C₁₈H₁₈NO₂*Cl
• 分子量: 315.799
• InChiKey: MSOOSUSAYRSQCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  33.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-[2-(4-Methoxyphenyl)ethyl]isoquinolin-2-ium-7-ol;formate 在 calcium oxide 、 盐酸 作用下， 以 甲醇 、 水 、 乙醇 为溶剂， 反应 2.0h， 生成 7-hydroxy-2-[2-(4-methoxyphenyl)ethyl]isoquinolinium chloride
  参考文献：
  名称：

  Synthesis and structure–activity relationship of N-(2-arylethyl) isoquinoline derivatives as human scavenger receptor CD36 antagonists

  摘要：

  By using human scavenger receptor CD36 as the target, twenty-five N-(2-arylethyl) isoquinoline derivatives were designed, synthesized and evaluated for their antagonistic activities for CD36-oxidatively low density lipoprotein (oxLDL) binding. The primary analysis of structure-activity relationship (SAR) indicated a methoxyl at the 7-position and a hydroxyl at the 6- or 8-position could afford good activities. Among these analogs, compounds 7e and 7t showed the potential CD36 antagonistic activities with IC(50) values of 0.2 and 0.8 mu g/mL, respectively. Furthermore, both of them could effectively inhibit oxLDL uptake in insect Sf9 cells overexpressing human CD36, and thus have been selected for further investigation. We consider N-(2-arylethyl) isoquinoline analogs to be a family of novel CD36 antagonists. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.022