4-甲基-4-亚硝基-2-戊酮二聚体 | 94514-30-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-甲基-4-亚硝基-2-戊酮二聚体
• 英文名称: 4-[(1,1-Dimethyl-3-oxo-butyl)-dioxy-diazenyl]-4-methyl-pentan-2-one
• 英文别名: 2-Pentanone, 4-methyl-4-nitroso-, dimer；(E)-(2-methyl-4-oxopentan-2-yl)-[(2-methyl-4-oxopentan-2-yl)-oxidoazaniumylidene]-oxidoazanium
• CAS: 94514-30-4
• 化学式: C₁₂H₂₂N₂O₄
• 分子量: 258.318
• InChiKey: YHJZBAPPDJDZKH-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-hydroxyamino-4-methyl-pentan-2-one 在 溴 作用下， 以 水 为溶剂， 以25%的产率得到4-甲基-4-亚硝基-2-戊酮二聚体
  参考文献：
  名称：

  Pseudonitrosites and Other Azodioxides with Vicinal Electron Acceptors

  摘要：

  Twelve vicinally substituted nitro-nitroso compounds (pseudonitrosites) were synthesized, nine of them for the first time. In the solid state the dimeric azodioxides are present. In the class of the pseudonitrosites 2a-h, all compounds exhibited comparatively strong antiplatelet activity in vitro (Born test: collagen). Four of them showed an IC50 below 10 mu M, 2a being the most active I substance with an IC50 = 2.1 mu M. When administered orally to rats (60 mg/kg) small antithrombotic effects were observed. The pseudonitrosite 6d was the most active compound(18% inhibition in arterioles). The in vitro decomposition of 2a at 37 degrees C gave NO and N2O, indicating that the above pharmacological effects were mediated by an NO-dependent mechanism. The replacement of the nitro group in the pseudonitrosite partial structure by other electron accepters i.e. acetyl, carboxyl, or acetyloxy groups leads to inactive (10a) or less active compounds (10b, c).

  DOI：

  10.1002/(sici)1521-4184(199803)331:3<111::aid-ardp111>3.0.co;2-z

文献信息

• Pseudonitrosites and Other Azodioxides with Vicinal Electron Acceptors
  作者：Klaus Rehse、Martin Herpel

  DOI：10.1002/(sici)1521-4184(199803)331:3<111::aid-ardp111>3.0.co;2-z

  日期：1998.3

  Twelve vicinally substituted nitro-nitroso compounds (pseudonitrosites) were synthesized, nine of them for the first time. In the solid state the dimeric azodioxides are present. In the class of the pseudonitrosites 2a-h, all compounds exhibited comparatively strong antiplatelet activity in vitro (Born test: collagen). Four of them showed an IC50 below 10 mu M, 2a being the most active I substance with an IC50 = 2.1 mu M. When administered orally to rats (60 mg/kg) small antithrombotic effects were observed. The pseudonitrosite 6d was the most active compound(18% inhibition in arterioles). The in vitro decomposition of 2a at 37 degrees C gave NO and N2O, indicating that the above pharmacological effects were mediated by an NO-dependent mechanism. The replacement of the nitro group in the pseudonitrosite partial structure by other electron accepters i.e. acetyl, carboxyl, or acetyloxy groups leads to inactive (10a) or less active compounds (10b, c).