4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzenesulphonyl hydrazide | 1321626-20-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzenesulphonyl hydrazide
• CAS: 1321626-20-3
• 化学式: C₁₅H₁₃N₃O₄S
• 分子量: 331.352
• InChiKey: RPBURASPQCTQDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  109.57
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzenesulphonyl hydrazide 、 对硝基苯甲醛 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以70%的产率得到(E)-4-((1,3-dioxoisoindolin-2-yl)methyl)-N'-(4-nitrobenzylidene)benzenesulfonohydrazide
  参考文献：
  名称：

  Synthesis and antidepressant-like activity evaluation of sulphonamides and sulphonyl-hydrazones

  摘要：

  In this study a series of sulphonamides and sulphonyl hydrazones of maleimide, naphthalimide and phthalimide derivatives was synthesized. The antidepressant effect of these compounds was evaluated by the forced-swimming test in mice. The behavioural parameter observed in this test is a reduction in the immobility time, which is indicative of antidepressant activity. All compounds, except 8, 11 and 24, were active as antidepressants. The most active compound was the sulphonyl-hydrazone 10 which showed an activity of around 72.02% at 60 mg/kg, it thus being more active than imipramine (10 mg/kg, ip), a commercial antidepressant. Other important results were obtained for the benzylnaphthalimide derivatives, the sulphonamides 21 and 22 showing activity of 64% at 10 mg/kg, also being more active than imipramine. These results indicate that the sulphonamides and sulphonyl-hydrazone cyclic imide derivatives are potential compounds for use in the designing of new candidates for the treatment of depression. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.056
• 作为产物：
  描述：

  苄胺 在 氯磺酸 、 一水合肼 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzenesulphonyl hydrazide
  参考文献：
  名称：

  Synthesis and antidepressant-like activity evaluation of sulphonamides and sulphonyl-hydrazones

  摘要：

  In this study a series of sulphonamides and sulphonyl hydrazones of maleimide, naphthalimide and phthalimide derivatives was synthesized. The antidepressant effect of these compounds was evaluated by the forced-swimming test in mice. The behavioural parameter observed in this test is a reduction in the immobility time, which is indicative of antidepressant activity. All compounds, except 8, 11 and 24, were active as antidepressants. The most active compound was the sulphonyl-hydrazone 10 which showed an activity of around 72.02% at 60 mg/kg, it thus being more active than imipramine (10 mg/kg, ip), a commercial antidepressant. Other important results were obtained for the benzylnaphthalimide derivatives, the sulphonamides 21 and 22 showing activity of 64% at 10 mg/kg, also being more active than imipramine. These results indicate that the sulphonamides and sulphonyl-hydrazone cyclic imide derivatives are potential compounds for use in the designing of new candidates for the treatment of depression. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.056