6-methanesulfonyl-2-piperazin-1-yl-quinoxaline | 55686-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 6-methanesulfonyl-2-piperazin-1-yl-quinoxaline
• 英文别名: 6-Methylsulfonyl-2-piperazin-1-ylquinoxaline
• CAS: 55686-50-5
• 化学式: C₁₃H₁₆N₄O₂S
• 分子量: 292.362
• InChiKey: CMJUZQRRQIYKRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,4-二氟硝基苯 在 ammonium hydroxide 、 氢气 、 双氧水 、 silver nitrate 、 溶剂黄146 、 三氯氧磷 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 异丙醇 、 苯 为溶剂， 反应 46.5h， 生成 6-methanesulfonyl-2-piperazin-1-yl-quinoxaline
  参考文献：
  名称：

  Piperazinylquinoxalines with central serotoninmimetic activity

  摘要：

  Regioselective syntheses of substituted 2-chloroquinoxalines and derived 2-(1-piperazinyl)quinoxalines are described. Selectivity in regards to serotonin reuptake blocking and serotoninmimetic activities of the piperazinylquinoxalines is reported. In general, introduction of a 6-substituent into the piperazinylquinoxaline enhanced serotonin reuptake blocking activity and diminished serotoninmimetic activity. Unsubstituted and 3-hydroxypiperazinylquinoxalines had primarily serotoninmimetic activity.

  DOI：

  10.1021/jm00133a019

文献信息

• Piperazinylquinoxalines with central serotoninmimetic activity
  作者：William C. Lumma、Richard D. Hartman、Walfred S. Saari、Edward L. Engelhardt、Victor J. Lotti、Clement A. Stone

  DOI：10.1021/jm00133a019

  日期：1981.1

  Regioselective syntheses of substituted 2-chloroquinoxalines and derived 2-(1-piperazinyl)quinoxalines are described. Selectivity in regards to serotonin reuptake blocking and serotoninmimetic activities of the piperazinylquinoxalines is reported. In general, introduction of a 6-substituent into the piperazinylquinoxaline enhanced serotonin reuptake blocking activity and diminished serotoninmimetic activity. Unsubstituted and 3-hydroxypiperazinylquinoxalines had primarily serotoninmimetic activity.