2-[3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoylamino]ethyl nitrate | 306272-46-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-[3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoylamino]ethyl nitrate
• 英文别名: 2-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoylamino]ethyl nitrate
• CAS: 306272-46-8
• 化学式: C₁₂H₁₄N₂O₆
• 分子量: 282.253
• InChiKey: QUPUTESPLPCEKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoylamino]ethyl nitrate 在 4-二甲氨基吡啶 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of nitric oxide-releasing derivatives of 3-n-butylphthalide as anti-platelet agents

  摘要：

  Most ischemic stroke results from brain blood vessel blockage by platelet-mediated thrombus, and antiplatelet therapy has been demonstrated clinical benefits in the treatment of this disease. In the present work, novel nitric oxide (NO)-releasing derivatives of an anti-ischemic stroke drug 3-n-butylphthalide (NBP) were synthesized. Compounds 7a and 7c exhibited more potent anti-platelet activity than NBP and aspirin, and released a moderate amount of NO, which is beneficial in improving cardiovascular and cerebral circulation. These findings provide an alternative approach to the development of drugs more potent than NBP for the intervention of ischemic stroke. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.082
• 作为产物：
  描述：

  阿魏酸 、 2-nitroxyethylammonium nitrate 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 2-[3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoylamino]ethyl nitrate
  参考文献：
  名称：

  Synthesis and evaluation of nitric oxide-releasing derivatives of 3-n-butylphthalide as anti-platelet agents

  摘要：

  Most ischemic stroke results from brain blood vessel blockage by platelet-mediated thrombus, and antiplatelet therapy has been demonstrated clinical benefits in the treatment of this disease. In the present work, novel nitric oxide (NO)-releasing derivatives of an anti-ischemic stroke drug 3-n-butylphthalide (NBP) were synthesized. Compounds 7a and 7c exhibited more potent anti-platelet activity than NBP and aspirin, and released a moderate amount of NO, which is beneficial in improving cardiovascular and cerebral circulation. These findings provide an alternative approach to the development of drugs more potent than NBP for the intervention of ischemic stroke. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.082

文献信息

• Synthesis and evaluation of nitric oxide-releasing derivatives of 3-n-butylphthalide as anti-platelet agents
  作者：Yang Li、Xuliang Wang、Rong Fu、Wenying Yu、Xiaoli Wang、Yisheng Lai、Sixun Peng、Yihua Zhang

  DOI：10.1016/j.bmcl.2011.05.082

  日期：2011.7

  Most ischemic stroke results from brain blood vessel blockage by platelet-mediated thrombus, and antiplatelet therapy has been demonstrated clinical benefits in the treatment of this disease. In the present work, novel nitric oxide (NO)-releasing derivatives of an anti-ischemic stroke drug 3-n-butylphthalide (NBP) were synthesized. Compounds 7a and 7c exhibited more potent anti-platelet activity than NBP and aspirin, and released a moderate amount of NO, which is beneficial in improving cardiovascular and cerebral circulation. These findings provide an alternative approach to the development of drugs more potent than NBP for the intervention of ischemic stroke. (C) 2011 Elsevier Ltd. All rights reserved.