5,6-bis(nitrooxy)hexyl 3-methyl-1-phenyl-1H-pyrazol-5-yl carbonate | 1357020-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5,6-bis(nitrooxy)hexyl 3-methyl-1-phenyl-1H-pyrazol-5-yl carbonate
• 英文别名: 5,6-Dinitrooxyhexyl (5-methyl-2-phenylpyrazol-3-yl) carbonate；5,6-dinitrooxyhexyl (5-methyl-2-phenylpyrazol-3-yl) carbonate
• CAS: 1357020-26-8
• 化学式: C₁₇H₂₀N₄O₉
• 分子量: 424.367
• InChiKey: QJPDIDLDHXPDID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  163
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  6-hydroxyhexane-1,2-diyl dinitrate 在 吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 5,6-bis(nitrooxy)hexyl 3-methyl-1-phenyl-1H-pyrazol-5-yl carbonate
  参考文献：
  名称：

  Synthesis physicochemical profile and PAMPA study of new NO-donor edaravone co-drugs

  摘要：

  A new class of co-drugs were synthesised by joining antioxidant edaravone with a vasodilating substructure containing NO-donor nitrooxy functions, and characterised for their stability in different media, lipophilicity and permeability profile. The products display good stability in water/co-solvent at different pH. Conversely, they are rapidly metabolised into edaravone and NO-donor moieties when incubated in human serum or rat-liver homogenates. In the latter conditions time dependent production of nitrite/nitrate (NOx) occurs. The compounds display wide-ranging lipophilicity. PAMPA studies predict good gastrointestinal absorption for a number of these compounds. The title products are potentially useful for treating ROS-related conditions accompanied by decreased NO availability. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.065