N-(2-nitrooxyethyl)-6-(piperidine-1-yl)-9H-purine-8-ylcarboxamide | 1398097-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N-(2-nitrooxyethyl)-6-(piperidine-1-yl)-9H-purine-8-ylcarboxamide
• 英文别名: MK 110；2-[(6-piperidin-1-yl-7H-purine-8-carbonyl)amino]ethyl nitrate
• CAS: 1398097-44-3
• 化学式: C₁₃H₁₇N₇O₄
• 分子量: 335.322
• InChiKey: BBKAFAYVPASACV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  142
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(2-hydroxyethyl)-6-(piperidin-1-yl)-9-(tetrahydropyran-2-yl)-purine-8-carboxamide 在 硫酸 、 硝酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以84%的产率得到N-(2-nitrooxyethyl)-6-(piperidine-1-yl)-9H-purine-8-ylcarboxamide
  参考文献：
  名称：

  Discovery of 6-[4-(6-nitroxyhexanoyl)piperazin-1-yl)]-9H-purine, as pharmacological post-conditioning agent

  摘要：

  Novel purine analogues bearing nitrate esters were designed and synthesized in an effort to develop compounds triggering endogenous cardioprotective mechanisms such as ischemic preconditioning (IPC) or postconditioning (PostC). The majority of the compounds reduced infarct size compared to the control group in anesthetized rabbits, whereas administration of the most active analogue 16 at a dose of 3.8 mu mol/kg resulted on a significant reduction of infarct size, compared to PostC group (13.4 +/- 1.9% vs 26.4 +/- 2.3%). These findings introduce a novel class of promising pharmacological compounds that could be used as mimics or enhancers of PostC. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.037

文献信息

• Discovery of 6-[4-(6-nitroxyhexanoyl)piperazin-1-yl)]-9H-purine, as pharmacological post-conditioning agent
  作者：Maria Koufaki、Theano Fotopoulou、Efstathios K. Iliodromitis、Sophia-Iris Bibli、Anastasia Zoga、Dimitrios Th. Kremastinos、Ioanna Andreadou

  DOI：10.1016/j.bmc.2012.07.037

  日期：2012.10

  Novel purine analogues bearing nitrate esters were designed and synthesized in an effort to develop compounds triggering endogenous cardioprotective mechanisms such as ischemic preconditioning (IPC) or postconditioning (PostC). The majority of the compounds reduced infarct size compared to the control group in anesthetized rabbits, whereas administration of the most active analogue 16 at a dose of 3.8 mu mol/kg resulted on a significant reduction of infarct size, compared to PostC group (13.4 +/- 1.9% vs 26.4 +/- 2.3%). These findings introduce a novel class of promising pharmacological compounds that could be used as mimics or enhancers of PostC. (C) 2012 Elsevier Ltd. All rights reserved.