6-methoxy-2-(3,4-dimethoxybenzyl)isoquinolin-1(2H)-one

• 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-methoxy-2-(3,4-dimethoxybenzyl)isoquinolin-1(2H)-one
• 英文别名: 2-(3,4-dimethoxybenzyl)-6-methoxy-1-isoquinolinone；2-[(3,4-Dimethoxyphenyl)methyl]-6-methoxyisoquinolin-1-one；2-[(3,4-dimethoxyphenyl)methyl]-6-methoxyisoquinolin-1-one
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: VDXCYQPJFDTFRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-甲氧基异喹啉-1(2H)-酮 、 3,4-二甲氧基苄氯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以74.5%的产率得到6-methoxy-2-(3,4-dimethoxybenzyl)isoquinolin-1(2H)-one
  参考文献：
  名称：

  Discovery of novel 2-benzylisoquinolin-1(2H)-ones as potent vasodilative agents

  摘要：

  2-Benzylisoquinolin-1(2H)-ones has been proposed as vasodilative agents on the basis of scaffold hopping. In the present study, a series of 2-benzylisoquinolin-1(2H)-ones were synthesized. Their vasodilative effects were evaluated by wire myograph on isolated rat mesenteric arterial ring induced contraction with 60 mM KCl. The structure-activity relationships of target compounds were discussed. Among these compounds, C7 and C8 displayed potent vasodilative effects and significantly inhibited the contraction of rat mesenteric arterial rings induced by phenylephrine. The antihypertensive effects of compounds C7 and C8 on SHR were further evaluated. The results indicated that oral administrational C7 and C8 can significantly reduce both diastolic and systolic blood pressure in a dose-dependent manner. Moreover, C7 maintained the effects for 4 h at a dosage of 4.0 mg/kg. These findings suggest that the title compounds can serve as novel vasodilative agents and promising antihypertensive agents. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2015.10.018

文献信息

• Discovery of novel 2-benzylisoquinolin-1(2H)-ones as potent vasodilative agents
  作者：Bo-Rui Kang、Sen Li、Shuai Mao、Yong-Xiao Cao、San-Qi Zhang

  DOI：10.1016/j.bmcl.2015.10.018

  日期：2015.12

  2-Benzylisoquinolin-1(2H)-ones has been proposed as vasodilative agents on the basis of scaffold hopping. In the present study, a series of 2-benzylisoquinolin-1(2H)-ones were synthesized. Their vasodilative effects were evaluated by wire myograph on isolated rat mesenteric arterial ring induced contraction with 60 mM KCl. The structure-activity relationships of target compounds were discussed. Among these compounds, C7 and C8 displayed potent vasodilative effects and significantly inhibited the contraction of rat mesenteric arterial rings induced by phenylephrine. The antihypertensive effects of compounds C7 and C8 on SHR were further evaluated. The results indicated that oral administrational C7 and C8 can significantly reduce both diastolic and systolic blood pressure in a dose-dependent manner. Moreover, C7 maintained the effects for 4 h at a dosage of 4.0 mg/kg. These findings suggest that the title compounds can serve as novel vasodilative agents and promising antihypertensive agents. (C) 2015 Published by Elsevier Ltd.