6,7-dimethoxy-1-[1-(3,4-dimethoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline | 422566-48-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 6,7-dimethoxy-1-[1-(3,4-dimethoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline
• 英文别名: 2-(6,7-Dimethoxyisoquinolin-1-yl)-2-(3,4-dimethoxyphenyl)-1-[5-methoxy-2-(methoxymethoxy)-4-phenylmethoxyphenyl]ethanone
• CAS: 422566-48-1
• 化学式: C₃₇H₃₇NO₉
• 分子量: 639.702
• InChiKey: QOKMEYYUKIFNDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-1-[1-(3,4-dimethoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 22.5h， 生成 Ethyl 2-[1-[1-(3,4-dimethoxyphenyl)-2-(2-hydroxy-5-methoxy-4-phenylmethoxyphenyl)-2-oxoethyl]-6,7-dimethoxyisoquinolin-2-ium-2-yl]acetate;bromide
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship Study of Lamellarin Derivatives

  摘要：

  Ten derivatives (3-12) of marine alkaloid lamellarin D (1) were synthesized and evaluated for cytotoxicity against a HeLa cell line in an effort to examine their structure-activity relationships. It appeared that the hydroxyl groups at positions C-8 and C-20 of 1 were important structural requirements for cytotoxic activity, while the hydroxyl group at C-14 and the two methoxy groups at C-13 and C-21 were not necessary for the activity.

  DOI：

  10.1021/np0104525
• 作为产物：
  描述：

  methyl 4-benzyloxy-5-methoxy-2-hydroxybenzoate 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 6,7-dimethoxy-1-[1-(3,4-dimethoxyphenyl)-2-(4-benzyloxy-5-methoxy-2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship Study of Lamellarin Derivatives

  摘要：

  Ten derivatives (3-12) of marine alkaloid lamellarin D (1) were synthesized and evaluated for cytotoxicity against a HeLa cell line in an effort to examine their structure-activity relationships. It appeared that the hydroxyl groups at positions C-8 and C-20 of 1 were important structural requirements for cytotoxic activity, while the hydroxyl group at C-14 and the two methoxy groups at C-13 and C-21 were not necessary for the activity.

  DOI：

  10.1021/np0104525