7-(2-hydroxypropoxy)-3,4-dihydro-1(2H)-isoquinolinone | 1262657-59-9

• 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-(2-hydroxypropoxy)-3,4-dihydro-1(2H)-isoquinolinone
• 英文别名: 7-(2-hydroxypropoxy)-3,4-dihydro-2H-isoquinolin-1-one
• CAS: 1262657-59-9
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: PYYMYCYOIWWWMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-羟基-3,4-二氢-2H-异喹啉-1-酮 在 钾硼氢 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 27.0h， 生成 7-(2-hydroxypropoxy)-3,4-dihydro-1(2H)-isoquinolinone
  参考文献：
  名称：

  Synthesis and Blocking Activities of a New Class of α1-Adrenoceptor Antagonists

  摘要：

  Finding effective chemotherapeutic agents for clinical use is a long‐lasting goal in medicinal chemistry. In this study, we report a new class of α1‐adrenoceptor (α1‐AR) antagonists. Specifically, we describe the synthesis and the blocking activities toward α1‐AR of 7‐(2‐hydroxypropoxy)‐3,4‐dihydroisoquinolin‐1(2H)‐one 1 and its structurally perturbed analogs 2–11 that were designed according to the principle of bioisosterism. Their structures were identified with IR, 1H NMR, MS, HRMS and elemental analysis. The blocking activities of compounds 1–11 were evaluated on isolated rat anococcygeus muscles. The results indicated that these compounds showed moderate to good activities. Among them, compound 1 exhibited the highest activity that was comparable to those of known α1‐AR antagonists tamsulosin and DDPH (1‐(2,6‐dimethylphenoxy)‐2‐(3,4‐di‐ methoxyphenylethylamino)propane hydrochloride) and thus may be exploitable as a lead compound for the discovery of promising α1‐AR antagonists.

  DOI：

  10.1111/j.1747-0285.2010.01040.x

文献信息

• Synthesis and Blocking Activities of a New Class of α1-Adrenoceptor Antagonists
  作者：Bao-Min Xi、Pei-Zhou Ni、Zhen-Zhou Jiang、Dian-Qing Wu、Shou-Hua Zhang、Hui-Bin Zhang、Tao Wang、Wen-Hua Chen

  DOI：10.1111/j.1747-0285.2010.01040.x

  日期：2010.12

  Finding effective chemotherapeutic agents for clinical use is a long‐lasting goal in medicinal chemistry. In this study, we report a new class of α1‐adrenoceptor (α1‐AR) antagonists. Specifically, we describe the synthesis and the blocking activities toward α1‐AR of 7‐(2‐hydroxypropoxy)‐3,4‐dihydroisoquinolin‐1(2H)‐one 1 and its structurally perturbed analogs 2–11 that were designed according to the principle of bioisosterism. Their structures were identified with IR, 1H NMR, MS, HRMS and elemental analysis. The blocking activities of compounds 1–11 were evaluated on isolated rat anococcygeus muscles. The results indicated that these compounds showed moderate to good activities. Among them, compound 1 exhibited the highest activity that was comparable to those of known α1‐AR antagonists tamsulosin and DDPH (1‐(2,6‐dimethylphenoxy)‐2‐(3,4‐di‐ methoxyphenylethylamino)propane hydrochloride) and thus may be exploitable as a lead compound for the discovery of promising α1‐AR antagonists.