3-bromopropyl 2-[(7-methoxy-3-methyl-4-oxo-1H-isochromen-6-yl)oxy]acetate | 1421229-74-4

• 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: 3-bromopropyl 2-[(7-methoxy-3-methyl-4-oxo-1H-isochromen-6-yl)oxy]acetate
• CAS: 1421229-74-4
• 化学式: C₁₆H₁₉BrO₆
• 分子量: 387.227
• InChiKey: JTIBOUISMBWDQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-bromopropyl 2-[(7-methoxy-3-methyl-4-oxo-1H-isochromen-6-yl)oxy]acetate 在 silver nitrate 作用下， 以 乙腈 为溶剂， 生成 3-nitrooxypropyl 2-[(7-methoxy-3-methyl-4-oxo-1H-isochromen-6-yl)oxy]acetate
  参考文献：
  名称：

  Novel nitric oxide-releasing isochroman-4-one derivatives: Synthesis and evaluation of antihypertensive activity

  摘要：

  By coupling nitric oxide (NO)-donor moieties with a natural antihypertensive product (+/-)-7,8-dihydroxy3-methyl-isochroman-4-one [(+/-)-XJPI and its analogue (+/-)-XJP-B, a series of novel NO-releasing isochroman-4-one derivatives were designed and synthesized. The NO-releasing assay indicated that compounds Ia, Id, IIIb and IIIe released the maximum amount of NO. The maximum reductions of blood pressure of Ia, IIIb and IIIe in SHRs were nearly 40%, which was obviously superior to that of the lead compounds and comparable to that of reference drug captopril. These results suggested that NO-donor/natural product hybrids may provide a promising approach for the discovery of novel antihypertensive agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.043
• 作为产物：
  描述：

  6,7-dimethoxy-3-methylisochroman-4-one 在 aluminum (III) chloride 、 potassium carbonate 、 sodium iodide 、 potassium hydroxide 作用下， 以 甲醇 、 氯仿 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 4.0h， 生成 3-bromopropyl 2-[(7-methoxy-3-methyl-4-oxo-1H-isochromen-6-yl)oxy]acetate
  参考文献：
  名称：

  Novel nitric oxide-releasing isochroman-4-one derivatives: Synthesis and evaluation of antihypertensive activity

  摘要：

  By coupling nitric oxide (NO)-donor moieties with a natural antihypertensive product (+/-)-7,8-dihydroxy3-methyl-isochroman-4-one [(+/-)-XJPI and its analogue (+/-)-XJP-B, a series of novel NO-releasing isochroman-4-one derivatives were designed and synthesized. The NO-releasing assay indicated that compounds Ia, Id, IIIb and IIIe released the maximum amount of NO. The maximum reductions of blood pressure of Ia, IIIb and IIIe in SHRs were nearly 40%, which was obviously superior to that of the lead compounds and comparable to that of reference drug captopril. These results suggested that NO-donor/natural product hybrids may provide a promising approach for the discovery of novel antihypertensive agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.043