1-methyl 2-(1-methyl pyrrolidin-2-one 3-ylidenemethyl) 5-nitroimidazole (E) | 138744-97-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-methyl 2-(1-methyl pyrrolidin-2-one 3-ylidenemethyl) 5-nitroimidazole (E)
• 英文别名: (3E)-1-methyl-3-[(1-methyl-5-nitroimidazol-2-yl)methylidene]pyrrolidin-2-one
• CAS: 138744-97-5
• 化学式: C₁₀H₁₂N₄O₃
• 分子量: 236.23
• InChiKey: PETVWKNEMRKOMO-FNORWQNLSA-N

物化性质

• 沸点：
  509.7±60.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methyl 2-(1-methyl pyrrolidin-2-one 3-ylidenemethyl) 5-nitroimidazole (E) 在 劳森试剂 作用下， 以 苯 为溶剂， 反应 9.0h， 生成 1-methyl 2-(1-methyl thiopyrrolidin-2-one 3-ylidenemethyl) 5-nitroimidazole (E)
  参考文献：
  名称：

  Nouveaux 5-nitroimidazoles à noyau lactame hautement actifs : préparation et propriétés antibactériennes

  摘要：

  New 5-nitroimidazoles bearing a trisubstituted ethylenic double bond in position 2 were prepared by reacting various 1-alkyl-2-chloromethyl-5-nitroimidazole with 3-nitrolactam anions by S(RN)1 mechanism in phase-transfer catalysis conditions. These compounds showed in vitro and in vivo antianaerobic activity which was clearly greater than that of metronidazole. Structure-activity relationships have been discussed.

  DOI：

  10.1016/0223-5234(91)90118-7
• 作为产物：
  描述：

  N-甲基吡咯烷酮 在 硝酸丙酯 、 四丁基溴化铵 、 lithium diisopropyl amide 作用下， 以 水 、 甲苯 为溶剂， 反应 29.0h， 生成 1-methyl 2-(1-methyl pyrrolidin-2-one 3-ylidenemethyl) 5-nitroimidazole (E)
  参考文献：
  名称：

  Nouveaux 5-nitroimidazoles à noyau lactame hautement actifs : préparation et propriétés antibactériennes

  摘要：

  New 5-nitroimidazoles bearing a trisubstituted ethylenic double bond in position 2 were prepared by reacting various 1-alkyl-2-chloromethyl-5-nitroimidazole with 3-nitrolactam anions by S(RN)1 mechanism in phase-transfer catalysis conditions. These compounds showed in vitro and in vivo antianaerobic activity which was clearly greater than that of metronidazole. Structure-activity relationships have been discussed.

  DOI：

  10.1016/0223-5234(91)90118-7

文献信息

• Nouveaux 5-nitroimidazoles à noyau lactame hautement actifs : préparation et propriétés antibactériennes
  作者：O Jentzer、P Vanelle、MP Crozet、J Maldonado、M Barreau

  DOI：10.1016/0223-5234(91)90118-7

  日期：1991.10

  New 5-nitroimidazoles bearing a trisubstituted ethylenic double bond in position 2 were prepared by reacting various 1-alkyl-2-chloromethyl-5-nitroimidazole with 3-nitrolactam anions by S(RN)1 mechanism in phase-transfer catalysis conditions. These compounds showed in vitro and in vivo antianaerobic activity which was clearly greater than that of metronidazole. Structure-activity relationships have been discussed.