3-{2-[3-(dimethylamino)phenoxy]ethoxy}phthalonitrile | 1478486-42-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-{2-[3-(dimethylamino)phenoxy]ethoxy}phthalonitrile
• 英文别名: 3-[2-[3-(Dimethylamino)phenoxy]ethoxy]benzene-1,2-dicarbonitrile；3-[2-[3-(dimethylamino)phenoxy]ethoxy]benzene-1,2-dicarbonitrile
• CAS: 1478486-42-8
• 化学式: C₁₈H₁₇N₃O₂
• 分子量: 307.352
• InChiKey: FAMMUNSZWJAYSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-羟基-N,N-二甲基苯胺 在 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 98.17h， 生成 3-{2-[3-(dimethylamino)phenoxy]ethoxy}phthalonitrile
  参考文献：
  名称：

  New water soluble cationic zinc phthalocyanines as potential for photodynamic therapy of cancer

  摘要：

  The novel phthalonitrile derivatives (2 and 3) bearing 2-[3-(dimethylamino)phenoxy]ethanol sub-stituents on the 3 and 4 positions have been synthesized. The novel peripherally and non-peripherally tetra-{2-[3-(dimethylamino)phenoxy]} substituted zinc phthalocyanines (2a and 3a) were also synthesized by cyclotetramerization of phthalonitrile derivatives (2 and 3). The obtained new zinc phthalocyanines (2a and 3a) were converted into water-soluble quaternized products (2b and 3b). The new compounds have been characterized by combination of spectroscopic data including UV-Vis, IR, H-1 NMR, C-13 NMR, MS spectroscopic data and elemental analysis as well. The photophysical and photochemical properties of newly synthesized zinc phthalocyanines were investigated in DMSO for non-ionic and in both DMSO and phosphate buffer solution (PBS) for ionic compounds. The obtained ionic complexes (2b, 3b) show excellent solubility in both organic and aqueous solutions which is very useful for the treatment of cancer by photodynamic therapy (PDT). (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.08.025