2-Chloro-1-[4-(4-nitro-2,1,3-benzoxadiazol-7-yl)piperazin-1-yl]ethanone | 1160994-10-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-Chloro-1-[4-(4-nitro-2,1,3-benzoxadiazol-7-yl)piperazin-1-yl]ethanone
• 英文别名: 2-chloro-1-[4-(4-nitro-2,1,3-benzoxadiazol-7-yl)piperazin-1-yl]ethanone
• CAS: 1160994-10-4
• 化学式: C₁₂H₁₂ClN₅O₄
• mdl: MFCD26098549
• 分子量: 325.711
• InChiKey: MPUJSJYYOVHBPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  精胺 、 2-Chloro-1-[4-(4-nitro-2,1,3-benzoxadiazol-7-yl)piperazin-1-yl]ethanone 以 N,N-二甲基甲酰胺 为溶剂， 以50%的产率得到N1,N4-Bis[3-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]propyl]-1,4-butanediamine
  参考文献：
  名称：

  Synthesis of conjugated spermine derivatives with 7-nitrobenzoxadiazole (NBD), rhodamine and bodipy as new fluorescent probes for the polyamine transport system

  摘要：

  The synthesis of a series of conjugated spermine derivatives with benzoxadiazole, phenylxanthene or bodipy fluorophores is described. These fluorescent probes were used to identify the activity of the polyamine transport system (PTS). N-1-Methylspermine NBD conjugate 5 proved to have the optimal fluorescence characteristics and was used to show a selectivity for PTS-proficient CHO versus PTS-deficient CHO-MG cells. It can therefore be used as a tool for the selection of cells sensitive to cytotoxic compounds vectored through the PTS. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.052
• 作为产物：
  描述：

  氯乙酰氯 、 4-硝基-7-哌嗪苯并氧杂噁二唑 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到2-Chloro-1-[4-(4-nitro-2,1,3-benzoxadiazol-7-yl)piperazin-1-yl]ethanone
  参考文献：
  名称：

  Synthesis of conjugated spermine derivatives with 7-nitrobenzoxadiazole (NBD), rhodamine and bodipy as new fluorescent probes for the polyamine transport system

  摘要：

  The synthesis of a series of conjugated spermine derivatives with benzoxadiazole, phenylxanthene or bodipy fluorophores is described. These fluorescent probes were used to identify the activity of the polyamine transport system (PTS). N-1-Methylspermine NBD conjugate 5 proved to have the optimal fluorescence characteristics and was used to show a selectivity for PTS-proficient CHO versus PTS-deficient CHO-MG cells. It can therefore be used as a tool for the selection of cells sensitive to cytotoxic compounds vectored through the PTS. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.052

文献信息

• Synthesis of conjugated spermine derivatives with 7-nitrobenzoxadiazole (NBD), rhodamine and bodipy as new fluorescent probes for the polyamine transport system
  作者：Yves Guminski、Martial Grousseaud、Sandrine Cugnasse、Viviane Brel、Jean-Philippe Annereau、Stéphane Vispé、Nicolas Guilbaud、Jean-Marc Barret、Christian Bailly、Thierry Imbert

  DOI：10.1016/j.bmcl.2009.03.052

  日期：2009.5

  The synthesis of a series of conjugated spermine derivatives with benzoxadiazole, phenylxanthene or bodipy fluorophores is described. These fluorescent probes were used to identify the activity of the polyamine transport system (PTS). N-1-Methylspermine NBD conjugate 5 proved to have the optimal fluorescence characteristics and was used to show a selectivity for PTS-proficient CHO versus PTS-deficient CHO-MG cells. It can therefore be used as a tool for the selection of cells sensitive to cytotoxic compounds vectored through the PTS. (c) 2009 Elsevier Ltd. All rights reserved.