2-(5,5-dioxido-3-phenylpyrazolo[4,3-c][1,2]benzothiazin-4(2H)-yl)acetohydrazide | 1447945-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(5,5-dioxido-3-phenylpyrazolo[4,3-c][1,2]benzothiazin-4(2H)-yl)acetohydrazide
• 英文别名: 2-(5,5-dioxo-3-phenyl-2H-pyrazolo[4,3-c][1,2]benzothiazin-4-yl)acetohydrazide；2-(5,5-dioxo-3-phenyl-1H-pyrazolo[4,3-c][1,2]benzothiazin-4-yl)acetohydrazide
• CAS: 1447945-17-6；1454619-28-3
• 化学式: C₁₇H₁₅N₅O₃S
• 分子量: 369.404
• InChiKey: IWZDQQVIJBOIBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  间溴苯甲醛 、 2-(5,5-dioxido-3-phenylpyrazolo[4,3-c][1,2]benzothiazin-4(2H)-yl)acetohydrazide 以 乙醇 为溶剂， 生成 N'-[(3-bromophenyl)methylidene]-2-(5,5-dioxido-3-phenylpyrazolo[4,3-c][1,2]benzothiazin-4(2H)-yl)acetohydrazide
  参考文献：
  名称：

  Synthesis of novel pyrazolobenzothiazine 5,5-dioxide derivatives as potent anti-HIV-1 agents

  摘要：

  A new series of pyrazolobenzothiazine-based carbohydrazides was prepared in a facile way, starting with commercially available sodium saccharine. The final products were sufficiently characterized by spectroscopic techniques. In addition, compound 5k was confirmed with X-ray crystallography as well. All the compounds were screened for anti-HIV-1 and cytotoxicity activities. Overall, out of 15 compounds, seven exhibited good activity with EC50 values < 20 mu M. Compounds 5c, 5d, 5g, 5j and 5k appeared as the potent anti-HIV-1 agents with EC50 values < 5.0 mu M. The structure-activity relationship would facilitate the discovery of new molecules with better profile of HIV inhibition activity.

  DOI：

  10.1007/s00044-013-0718-x
• 作为产物：
  描述：

  saccharin sodium salt 在 甲醇 、 sodium 、 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 15.5h， 生成 2-(5,5-dioxido-3-phenylpyrazolo[4,3-c][1,2]benzothiazin-4(2H)-yl)acetohydrazide
  参考文献：
  名称：

  Synthesis of novel pyrazolobenzothiazine 5,5-dioxide derivatives as potent anti-HIV-1 agents

  摘要：

  A new series of pyrazolobenzothiazine-based carbohydrazides was prepared in a facile way, starting with commercially available sodium saccharine. The final products were sufficiently characterized by spectroscopic techniques. In addition, compound 5k was confirmed with X-ray crystallography as well. All the compounds were screened for anti-HIV-1 and cytotoxicity activities. Overall, out of 15 compounds, seven exhibited good activity with EC50 values < 20 mu M. Compounds 5c, 5d, 5g, 5j and 5k appeared as the potent anti-HIV-1 agents with EC50 values < 5.0 mu M. The structure-activity relationship would facilitate the discovery of new molecules with better profile of HIV inhibition activity.

  DOI：

  10.1007/s00044-013-0718-x