1-[4-(4-Nitrophenyl)sulfonylpiperazin-1-yl]-3-phenylpropan-1-one | 1002439-79-3

• 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: 1-[4-(4-Nitrophenyl)sulfonylpiperazin-1-yl]-3-phenylpropan-1-one
• CAS: 1002439-79-3
• 化学式: C₁₉H₂₁N₃O₅S
• 分子量: 403.459
• InChiKey: QZIPZYHICYXOCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[4-(4-Nitrophenyl)sulfonylpiperazin-1-yl]-3-phenylpropan-1-one 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以74%的产率得到1-[4-(4-Nitrophenyl)sulfonylpiperazin-1-yl]-3-phenylpropane-1-thione
  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：

  3-苯丙酰氯 、 1-(4-硝基-苯磺酰基)-哌嗪盐酸盐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以75%的产率得到1-[4-(4-Nitrophenyl)sulfonylpiperazin-1-yl]-3-phenylpropan-1-one
  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.