8-(3-butylamino-2-hydroxypropoxy)-7-methoxy-3-methylisochroman-4-one | 1262143-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 8-(3-butylamino-2-hydroxypropoxy)-7-methoxy-3-methylisochroman-4-one
• 英文别名: 8-[3-(butylamino)-2-hydroxypropoxy]-7-methoxy-3-methyl-1H-isochromen-4-one
• CAS: 1262143-35-0
• 化学式: C₁₈H₂₇NO₅
• 分子量: 337.416
• InChiKey: BMUUGSYYMGPRQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-bromo-2,3-dimethoxybenzaldehyde 在 aluminum (III) chloride 、 sodium tetrahydroborate 、 正丁基锂 、 sodium hydride 、 potassium carbonate 、 sodium iodide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 3.5h， 生成 8-(3-butylamino-2-hydroxypropoxy)-7-methoxy-3-methylisochroman-4-one
  参考文献：
  名称：

  Novel hybrids of natural isochroman-4-one bearing N-substituted isopropanolamine as potential antihypertensive candidates

  摘要：

  A series of novel hybrids of natural isochroman-4-one bearing isopropanolamine moiety were designed, synthesized and evaluated for their antihypertensive activity. It was found that compound IIId, prepared by hybridizing N-isopropyl substituted isopropanolamine functionality to a phenolic oxygen of isochroman-4-one, exhibited potent beta(1)-adrenoceptor blocking effect comparable to the well-known antihypertensive drug propranolol. Additionally, IIId significantly reduced the systolic and diastolic blood pressure in SHRs by over 40%, which was obviously stronger than the lead compounds 7,8-dihydroxy-3-methyl-isochroman-4-one (XJP) and its analogue XJP-B. Overall, IIId may be a promising antihypertensive candidate for further investigation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.044