1-(benzo[d]isoxazol-3-yl-methanesulfonyl)-4-phenyl-piperazine | 68936-32-3

• 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: 1-(benzo[d]isoxazol-3-yl-methanesulfonyl)-4-phenyl-piperazine
• 英文别名: 3-(((4-Phenylpiperazin-1-yl)sulfonyl)methyl)benzo[d]isoxazole；3-[(4-phenylpiperazin-1-yl)sulfonylmethyl]-1,2-benzoxazole
• CAS: 68936-32-3
• 化学式: C₁₈H₁₉N₃O₃S
• 分子量: 357.433
• InChiKey: DGNDUKLLJGLPIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-苯基哌嗪 、 1,2-苯异噁唑-3-甲烷磺酰氯 以 乙酸乙酯 为溶剂， 生成 1-(benzo[d]isoxazol-3-yl-methanesulfonyl)-4-phenyl-piperazine
  参考文献：
  名称：

  Studies on 3-substituted 1,2-benzisoxazole derivatives. 6. Syntheses of 3-(sulfamoylmethyl)-1,2-benzisoxazole derivatives and their anticonvulsant activities

  摘要：

  Several 3-(sulfamoylmethyl)-1,2-benzisoxazole derivatives were synthesized from 3-(bromomethyl)-1,2-benzisoxazole by the reaction with sodium bisulfite followed by chlorination and amination. Some of them displayed marked anticonvulsant activity in mice. The introduction of a halogen atom to the 5 position of the benzisoxazole ring caused increased activity and neurotoxicity; the substitution of a sulfamoyl group caused decreased activity. The activity of monoalkylated compounds might be the result of biotransformation. Among these compounds, 3-(sulfamoylmethyl)-1,2-benzisoxazole (1a) was thought to be the most promising as an anticonvulsant from the ratio of NTD50 and ED50.

  DOI：

  10.1021/jm00188a011

文献信息

• Studies on 3-substituted 1,2-benzisoxazole derivatives. 6. Syntheses of 3-(sulfamoylmethyl)-1,2-benzisoxazole derivatives and their anticonvulsant activities
  作者：Hitoshi Uno、Mikio Kurokawa、Yoshinobu Masuda、Haruki Nishimura

  DOI：10.1021/jm00188a011

  日期：1979.2

  Several 3-(sulfamoylmethyl)-1,2-benzisoxazole derivatives were synthesized from 3-(bromomethyl)-1,2-benzisoxazole by the reaction with sodium bisulfite followed by chlorination and amination. Some of them displayed marked anticonvulsant activity in mice. The introduction of a halogen atom to the 5 position of the benzisoxazole ring caused increased activity and neurotoxicity; the substitution of a sulfamoyl group caused decreased activity. The activity of monoalkylated compounds might be the result of biotransformation. Among these compounds, 3-(sulfamoylmethyl)-1,2-benzisoxazole (1a) was thought to be the most promising as an anticonvulsant from the ratio of NTD50 and ED50.