6-(methylsulfonyl)quinoxalin-2(1H)-one | 55687-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-(methylsulfonyl)quinoxalin-2(1H)-one
• 英文别名: 6-methanesulfonyl-1H-quinoxalin-2-one；6-methylsulfonyl-1H-quinoxalin-2-one
• CAS: 55687-27-9
• 化学式: C₉H₈N₂O₃S
• 分子量: 224.24
• InChiKey: QXFWGNWEKCTIIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(methylsulfonyl)quinoxalin-2(1H)-one 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 6-(甲基磺酰基)-2-氯喹喔啉
  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
• 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 作用下， 以 乙醇 、 苯 为溶剂， 反应 29.5h， 生成 6-(methylsulfonyl)quinoxalin-2(1H)-one
  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

• LUMMA W. C. JR.; HARTMAN R. D.; SAARI W. S.; ENGELHARDT E. L.; LOTTI V. J+, J. MED. CHEM., 1981, 24, NO 1, 93-101
  作者：LUMMA W. C. JR.、 HARTMAN R. D.、 SAARI W. S.、 ENGELHARDT E. L.、 LOTTI V. J+

  DOI：——

  日期：——
• 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.