N-methyl-4-(4-nitrophenyl)sulfonylpiperazine-1-carbothioamide | 900088-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-methyl-4-(4-nitrophenyl)sulfonylpiperazine-1-carbothioamide
• CAS: 900088-00-8
• 化学式: C₁₂H₁₆N₄O₄S₂
• 分子量: 344.415
• InChiKey: JIWYFFRSJSXIFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-methyl-4-(4-nitrophenyl)sulfonylpiperazine-1-carbothioamide 、 溴甲苯 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 benzyl N-methyl-4-(4-nitrophenyl)sulfonylpiperazine-1-carboximidothioate
  参考文献：
  名称：

  Antiplasmodial activity of piperazine sulfonamides

  摘要：

  A high-throughput screening program identified two piperazine sulfonamides with activity against Plasmodium falciparum. Both screening positives had three structural features with potential liabilities: furanyl, thiourea and nitrophenyl groups. The furan could be replaced with no loss of activity, replacement of the nitrophenyl led to some loss of activity, and any attempt to replace the thiourea led to a significant decrease in activity, which implicates this reactive functional group's role in the antiplasmodial activity of this compound class. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.130
• 作为产物：
  描述：

  异硫氰酸甲酯 、 1-(4-硝基-苯磺酰基)-哌嗪盐酸盐 以 乙腈 为溶剂， 反应 24.0h， 生成 N-methyl-4-(4-nitrophenyl)sulfonylpiperazine-1-carbothioamide
  参考文献：
  名称：

  Antiplasmodial activity of piperazine sulfonamides

  摘要：

  A high-throughput screening program identified two piperazine sulfonamides with activity against Plasmodium falciparum. Both screening positives had three structural features with potential liabilities: furanyl, thiourea and nitrophenyl groups. The furan could be replaced with no loss of activity, replacement of the nitrophenyl led to some loss of activity, and any attempt to replace the thiourea led to a significant decrease in activity, which implicates this reactive functional group's role in the antiplasmodial activity of this compound class. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.130

文献信息

• Antiplasmodial activity of piperazine sulfonamides
  作者：Derek C. Martyn、Joseph F. Cortese、Erin Tyndall、Justin Dick、Ralph Mazitschek、Benito Munoz、Jon Clardy

  DOI：10.1016/j.bmcl.2009.10.130

  日期：2010.1

  A high-throughput screening program identified two piperazine sulfonamides with activity against Plasmodium falciparum. Both screening positives had three structural features with potential liabilities: furanyl, thiourea and nitrophenyl groups. The furan could be replaced with no loss of activity, replacement of the nitrophenyl led to some loss of activity, and any attempt to replace the thiourea led to a significant decrease in activity, which implicates this reactive functional group's role in the antiplasmodial activity of this compound class. (C) 2009 Elsevier Ltd. All rights reserved.