12-(2,2-dimethoxyethyl)-14-ethoxy-dipyrido[3,2-a:2',3'-c]quinolino[2,3-h]phenazine | 1187548-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 12-(2,2-dimethoxyethyl)-14-ethoxy-dipyrido[3,2-a:2',3'-c]quinolino[2,3-h]phenazine
• 英文别名: N-(2,2-dimethoxyethyl)-9-ethoxy-2,5,17,23,26-pentazaheptacyclo[16.12.0.03,16.04,13.06,11.019,24.025,30]triaconta-1,3(16),4(13),5,7,9,11,14,17,19(24),20,22,25(30),26,28-pentadecaen-12-amine
• CAS: 1187548-78-2
• 化学式: C₃₁H₂₆N₆O₃
• 分子量: 530.586
• InChiKey: GGTSMDZHVLWZND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  12-(2,2-dimethoxyethyl)-14-ethoxy-dipyrido[3,2-a:2',3'-c]quinolino[2,3-h]phenazine 在 甲烷磺酸 作用下， 以90%的产率得到15-ethoxy-dipyrido[3,2-a:2',3'-c]quinolino[2,3-h]pyrido[2,3,4-jk]phenazine
  参考文献：
  名称：

  Functionalization of the A ring of pyridoacridine as a route toward greater structural diversity. Synthesis of an octacyclic analogue of eilatin

  摘要：

  In an effort to increase the structural diversity of pyrido[4,3,2-kl] acridines, compounds containing amino substituents on the A ring were synthesized. The key-reactions involve regioselective electrophilic aromatic substitutions. The methodology was applied to the synthesis of the extended angular octacycle 8, which conjugates the physicochemical and spectroscopic properties of the pyridoacridine skeleton with the ability of [1,10] phenanthroline ring for metal complexation. The 9-aminopyridoacridine 4 displays significant cytostatic activities against two cancer cell lines, and may be considered as a new lead in the search of active derivatives. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.039
• 作为产物：
  描述：

  12-chloro-14-ethoxy-dipyrido[3,2-a:2',3'-c]quinolino[2,3-h]phenazine 、 氨基乙醛缩二甲醇 以 苯酚 为溶剂， 以90%的产率得到12-(2,2-dimethoxyethyl)-14-ethoxy-dipyrido[3,2-a:2',3'-c]quinolino[2,3-h]phenazine
  参考文献：
  名称：

  Functionalization of the A ring of pyridoacridine as a route toward greater structural diversity. Synthesis of an octacyclic analogue of eilatin

  摘要：

  In an effort to increase the structural diversity of pyrido[4,3,2-kl] acridines, compounds containing amino substituents on the A ring were synthesized. The key-reactions involve regioselective electrophilic aromatic substitutions. The methodology was applied to the synthesis of the extended angular octacycle 8, which conjugates the physicochemical and spectroscopic properties of the pyridoacridine skeleton with the ability of [1,10] phenanthroline ring for metal complexation. The 9-aminopyridoacridine 4 displays significant cytostatic activities against two cancer cell lines, and may be considered as a new lead in the search of active derivatives. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.039