N-(6-(diethylamino)-9-(2-(13-hydroxy-2,5,8,11-tetraoxatridecanoyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride | 1353661-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-(6-(diethylamino)-9-(2-(13-hydroxy-2,5,8,11-tetraoxatridecanoyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride
• CAS: 1353661-74-1
• 化学式: C₃₆H₄₇N₂O₇*Cl
• 分子量: 655.231
• InChiKey: PDKIKADCWTVVDF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  46.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  93.61
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-(6-(diethylamino)-9-(2-(13-hydroxy-2,5,8,11-tetraoxatridecanoyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride 、 酞菁二氯化硅 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以10.5%的产率得到
  参考文献：
  名称：

  Highly Selective Mitochondria-Targeting Amphiphilic Silicon(IV) Phthalocyanines with Axially Ligated Rhodamine B for Photodynamic Therapy

  摘要：

  Two axially ligated rhodamine-Si(N)-phthalocyanine (Rh-SiPc) conjugates, bearing one and two rhodamine B, were synthesized and their linear and two-photon photophysical, subcellular localization and photocytotoxic properties were studied. These Rh-SiPc conjugates exhibited an almost exclusive mitochondria] localizing property in human nasopharyngeal carcinoma (HK-1) cells and human cervical carcinoma (HeLa) cells. Strong photoc-ytotoxic but low dark cytotoidc properties were also observed for the two Rh-SiPc conjugates toward the HK-1 cells. Using nuclei staining method and flow cytometric DNA content analysis, apoptotic cell death was induced by these conjugates upon photoactivation. This observation is consistent with their mitochondrial localization property. The observed properties of these conjugates qualify them as promising PDT agents.

  DOI：

  10.1021/ic201178e
• 作为产物：
  描述：

  罗丹明B 、 2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethanol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以53.1%的产率得到N-(6-(diethylamino)-9-(2-(13-hydroxy-2,5,8,11-tetraoxatridecanoyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride
  参考文献：
  名称：

  Highly Selective Mitochondria-Targeting Amphiphilic Silicon(IV) Phthalocyanines with Axially Ligated Rhodamine B for Photodynamic Therapy

  摘要：

  Two axially ligated rhodamine-Si(N)-phthalocyanine (Rh-SiPc) conjugates, bearing one and two rhodamine B, were synthesized and their linear and two-photon photophysical, subcellular localization and photocytotoxic properties were studied. These Rh-SiPc conjugates exhibited an almost exclusive mitochondria] localizing property in human nasopharyngeal carcinoma (HK-1) cells and human cervical carcinoma (HeLa) cells. Strong photoc-ytotoxic but low dark cytotoidc properties were also observed for the two Rh-SiPc conjugates toward the HK-1 cells. Using nuclei staining method and flow cytometric DNA content analysis, apoptotic cell death was induced by these conjugates upon photoactivation. This observation is consistent with their mitochondrial localization property. The observed properties of these conjugates qualify them as promising PDT agents.

  DOI：

  10.1021/ic201178e