(E)-4-((1,3-dioxoisoindolin-2-yl)methyl)-N'-(3-methoxy-4-methylbenzylidene)benzenesulfonohydrazide | 1321626-21-4

• 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: (E)-4-((1,3-dioxoisoindolin-2-yl)methyl)-N'-(3-methoxy-4-methylbenzylidene)benzenesulfonohydrazide
• 英文别名: 4-[(1,3-dioxoisoindol-2-yl)methyl]-N-[(E)-(4-hydroxy-3-methoxyphenyl)methylideneamino]benzenesulfonamide
• CAS: 1321626-21-4
• 化学式: C₂₃H₁₉N₃O₆S
• 分子量: 465.486
• InChiKey: SDJLAYPBRGINAB-ZMOGYAJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-[(1,3-dioxoisoindolin-2-yl)methyl]benzenesulfonyl chloride 在 盐酸 、 一水合肼 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 1.0h， 生成 (E)-4-((1,3-dioxoisoindolin-2-yl)methyl)-N'-(3-methoxy-4-methylbenzylidene)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

文献信息

• Synthesis and antidepressant-like activity evaluation of sulphonamides and sulphonyl-hydrazones
  作者：Kely Navakoski de Oliveira、Philipe Costa、José Roberto Santin、Leonor Mazzambani、Cristiani Bürger、Cristiano Mora、Ricardo José Nunes、Márcia Maria de Souza

  DOI：10.1016/j.bmc.2011.05.056

  日期：2011.7

  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.