6,7-dimethoxy-1-[1-(3,4-dimethoxyphenyl)-2-(2-methoxymethoxy-4,5-methylenedioxyphenyl)-2-oxoethyl]isoquinoline | 422566-49-2

• 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: 6,7-dimethoxy-1-[1-(3,4-dimethoxyphenyl)-2-(2-methoxymethoxy-4,5-methylenedioxyphenyl)-2-oxoethyl]isoquinoline
• 英文别名: 2-(6,7-Dimethoxyisoquinolin-1-yl)-2-(3,4-dimethoxyphenyl)-1-[6-(methoxymethoxy)-1,3-benzodioxol-5-yl]ethanone
• CAS: 422566-49-2
• 化学式: C₃₀H₂₉NO₉
• 分子量: 547.562
• InChiKey: BRCHXRDJWWHVJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  708.6±60.0 °C(predicted)
• 密度：
  1.282±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 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-(2-methoxymethoxy-4,5-methylenedioxyphenyl)-2-oxoethyl]isoquinoline 在 盐酸 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 24.5h， 生成 24-(3,4-Dimethoxyphenyl)-19,20-dimethoxy-5,7,11-trioxa-14-azahexacyclo[11.11.0.02,10.04,8.014,23.017,22]tetracosa-1(13),2,4(8),9,15,17,19,21,23-nonaen-12-one
  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 6-hydroxybenzo[d][1,3]dioxole-5-carboxylate 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-(2-methoxymethoxy-4,5-methylenedioxyphenyl)-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