2-methoxy-4-(2-oxopropoxy)benzamide | 1262657-71-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methoxy-4-(2-oxopropoxy)benzamide
• 英文别名: 2-Methoxy-4-(2-oxopropoxy)benzamide
• CAS: 1262657-71-5
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: JBYXJSBXJBGNFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxy-4-(2-oxopropoxy)benzamide 在 钾硼氢 作用下， 以 甲醇 为溶剂， 以52%的产率得到2-methoxy-4-(2-hydroxypropoxy)benzamide
  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
• 作为产物：
  描述：

  4-羟基-2-甲氧基苯甲酰胺 、 溴丙酮 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 以65%的产率得到2-methoxy-4-(2-oxopropoxy)benzamide
  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