7-[4-[2-[3-[4-(3-aminopropylamino)butylamino]propylamino]acetyl]piperazin-1-yl]-N,N-dimethyl-2,1,3-benzoxadiazole-4-sulfonamide | 1161069-48-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 7-[4-[2-[3-[4-(3-aminopropylamino)butylamino]propylamino]acetyl]piperazin-1-yl]-N,N-dimethyl-2,1,3-benzoxadiazole-4-sulfonamide
• CAS: 1161069-48-2
• 化学式: C₂₄H₄₃N₉O₄S
• 分子量: 553.729
• InChiKey: IIBLXXPLSYBCPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  38
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  170
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  tert-butyl (3-((tert-butoxycarbonyl)(2-(4-(7-(N,N-dimethylsulfamoyl)benzo[c][1,2,5]oxadiazol-4-yl)piperazin-1-yl)-2-oxoethyl)amino)propyl)(4-((tert-butoxycarbonyl)(3-((tert-butoxycarbonyl)amino)propyl)amino)butyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以60%的产率得到7-[4-[2-[3-[4-(3-aminopropylamino)butylamino]propylamino]acetyl]piperazin-1-yl]-N,N-dimethyl-2,1,3-benzoxadiazole-4-sulfonamide
  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.