4-(4-((2-(tritylamino)ethylamino)methyl)phenoxy)phthalonitrile | 1415815-96-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 4-(4-((2-(tritylamino)ethylamino)methyl)phenoxy)phthalonitrile
• 英文别名: 4-[4-[[2-(Tritylamino)ethylamino]methyl]phenoxy]benzene-1,2-dicarbonitrile；4-[4-[[2-(tritylamino)ethylamino]methyl]phenoxy]benzene-1,2-dicarbonitrile
• CAS: 1415815-96-1
• 化学式: C₃₆H₃₀N₄O
• 分子量: 534.66
• InChiKey: SWRJIWYRJJJOBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  80.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-((2-(tritylamino)ethylamino)methyl)phenoxy)phthalonitrile 在 zinc diacetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 戊醇 为溶剂， 反应 24.0h， 以62.36%的产率得到2(3), 9(10), 16(17), 23(24)-tetra-(((2-(tritylamino)ethylamino)methyl)phenoxy)phthalocyaninato-zinc (II)
  参考文献：
  名称：

  Synthesis of novel octa-cationic and non-ionic 1,2-ethanediamine substituted zinc (Ⅱ) phthalocyanines and their in vitro anti-cancer activity comparison

  摘要：

  Novel tetra-substituted zinc phthalocyanines (Pcs) bearing 1,2-ethanediamine group and the quaternized derivatives were synthesized and characterized. The photophysical and cellular properties of these Pcs were investigated. The results indicated that the quaternized ionic effect can greatly improve the water-solubility of Pcs and reduce their aggregation degree in aqueous solution. Comparative studies with quaternized phthalocyanine and its unquaternized counterpart have also demonstrated that the quaternary action on the molecules significantly enhances the fluorescence quantum yields, fluorescence lifetimes, efficiency of singlet oxygen production and, thereby, the in vitro photodynamic therapy efficacy. (C) 2012 Elsevier Masson SAS. All tights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.038
• 作为产物：
  描述：

  N-tritylethylene-1,2-diamine 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 4-(4-((2-(tritylamino)ethylamino)methyl)phenoxy)phthalonitrile
  参考文献：
  名称：

  一种多胺类酞菁及其衍生物、它们的制备和应 用

  摘要：

  本发明公开了一种多胺类酞菁及其衍生物，所述多胺类酞菁衍生物的结构通式如下所示。本发明的多胺类酞菁衍生物具有较好的溶解性和光敏活性，且具有一定的靶向功能，适合应用为PDT治疗的光敏剂。本发明还涉及所述多胺类酞菁及其衍生物的制备方法和应用。

  公开号：

  CN104003993B

文献信息

• 一种多胺类酞菁及其衍生物、它们的制备和应 用
  申请人：南京师范大学

  公开号：CN104003993B

  公开（公告）日：2016-09-14

  本发明公开了一种多胺类酞菁及其衍生物，所述多胺类酞菁衍生物的结构通式如下所示。本发明的多胺类酞菁衍生物具有较好的溶解性和光敏活性，且具有一定的靶向功能，适合应用为PDT治疗的光敏剂。本发明还涉及所述多胺类酞菁及其衍生物的制备方法和应用。
• Synthesis of novel octa-cationic and non-ionic 1,2-ethanediamine substituted zinc (Ⅱ) phthalocyanines and their in vitro anti-cancer activity comparison
  作者：Ao Wang、Li Zhou、Kelong Fang、Lin Zhou、Yun Lin、Jiahong Zhou、Shaohua Wei

  DOI：10.1016/j.ejmech.2012.09.038

  日期：2012.12

  Novel tetra-substituted zinc phthalocyanines (Pcs) bearing 1,2-ethanediamine group and the quaternized derivatives were synthesized and characterized. The photophysical and cellular properties of these Pcs were investigated. The results indicated that the quaternized ionic effect can greatly improve the water-solubility of Pcs and reduce their aggregation degree in aqueous solution. Comparative studies with quaternized phthalocyanine and its unquaternized counterpart have also demonstrated that the quaternary action on the molecules significantly enhances the fluorescence quantum yields, fluorescence lifetimes, efficiency of singlet oxygen production and, thereby, the in vitro photodynamic therapy efficacy. (C) 2012 Elsevier Masson SAS. All tights reserved.