dipyrido-[3,2-a:2',3'-c]-7-aza-phenazine | 143174-45-2

• 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: dipyrido-[3,2-a:2',3'-c]-7-aza-phenazine
• 英文别名: 6,9,15,18,22-Pentazapentacyclo[12.8.0.02,7.08,13.016,21]docosa-1(22),2(7),3,5,8(13),9,11,14,16(21),17,19-undecaene；6,9,15,18,22-pentazapentacyclo[12.8.0.02,7.08,13.016,21]docosa-1(22),2(7),3,5,8(13),9,11,14,16(21),17,19-undecaene
• CAS: 143174-45-2
• 化学式: C₁₇H₉N₅
• 分子量: 283.292
• InChiKey: AATRDNLQTQWCFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  606.6±35.0 °C(Predicted)
• 密度：
  1.475±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dipyrido-[3,2-a:2',3'-c]-7-aza-phenazine 以 甲醇 、 氯仿 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  吩嗪铜（I）配合物和per二酰亚胺衍生物形成的超分子集合体对柠檬酸的选择性传感

  摘要：

  已经开发了一种用于柠檬酸盐的荧光传感装置，该装置由间-苯基硼酸取代的二吡啶并[3,2- a：2'，3' - c ] -7-氮杂-吩嗪铜（I）络合物（[Cu （L 1）2 ]）和天冬氨酸改性的per二酰亚胺（PASP）。配合物[Cu（L 1）2 ]可以以2 ：1的摩尔比结合[[Cu（L 1）2 ] / PASP），并且由于光诱导电子转移（PET），PASP的荧光被有效地猝灭）从PASP到[Cu（L 1）2 ]（Φ ET = 0.53）。添加柠檬酸盐后，观察到高度选择性的“开启”型荧光变化，当柠檬酸盐的浓度为40 mM时，发射增强（F / F 0）约为1500倍。荧光增强与柠檬酸浓度在25μM到1 mM之间显示出极好的线性关系（R 2 = 0.9972），表明PASP / [Cu（L 1）2 ]集合对柠檬酸敏感。相反，[Cu（L 1）2加入其他α-羟基羧酸盐，二羧酸盐或单糖（≤1mM）后，] /

  DOI：

  10.1039/c5nj01694k
• 作为产物：
  描述：

  1,10-菲罗啉 在 硫酸 、 ammonium acetate 、 硝酸 、 溶剂黄146 、 potassium bromide 作用下， 反应 7.0h， 生成 dipyrido-[3,2-a:2',3'-c]-7-aza-phenazine
  参考文献：
  名称：

  Insight into the intercalating ligands affecting the interactions of ruthenium(II) polypyridyl complexes with RNA poly(A)*poly(U)

  摘要：

  DOI：

  10.1016/j.poly.2023.116460

文献信息

• Supramolecular electron donor–acceptor complexes formed by perylene diimide derivative and conjugated phenazines
  作者：Yunyan Gao、Huizhen Li、Shiwei Yin、Guixia Liu、Lu Cao、Yi Li、Xuesong Wang、Zhize Ou、Xin Wang

  DOI：10.1039/c4nj01083c

  日期：——

  phenazine derivatives may bind to aspartic acid modified perylene diimide (PASP) with moderate apparent association constant Ka (2.94 × 104 to 1.30 × 106 M−1). Solvent polarity, electron accepting ability and the phenazine derivative substituents all have an important effect on the binding strength of the PASP–phenazine complex. Photoinduced electron transfer from PASP to phenazine derivatives is confirmed

  通过二吡啶并[3，2- a：2'，3' - c ] -7-氮杂吩嗪和二苯并[ a，c ] -7-氮杂吩嗪的甲基化合成了新型电子受体。吸收和荧光滴定实验结果表明，这些吩嗪衍生物可以结合具有中等表观缔合常数K a（2.94×10 4至1.30×10 6 M -1的天冬氨酸修饰的per二酰亚胺（PASP）））。溶剂的极性，电子接受能力和吩嗪衍生物取代基均对PASP-吩嗪复合物的结合强度具有重要影响。通过电化学，电子顺磁共振（EPR）和时间分辨荧光实验证实了从PASP到吩嗪衍生物的光诱导电子转移。PASP-吩嗪可能形成长度为100至400 nm的针状或棒状纳米结构，具体取决于它们的相互作用模型。
• Effects of intercalative ligands on the DNA binding, DNA topoisomerase II and DNA transcription inhibition of polypyridyl ruthenium(II) complexes
  作者：Xing Chen、Feng Gao、Wei-Yan Yang、Jing Sun、Zhu-Xin Zhou、Liang-Nian Ji

  DOI：10.1016/j.ica.2011.08.047

  日期：2011.11

  To investigate the effect of intercalative ligand on their biological activity, five new complexes [Ru(bpy)(2)(dpq)](ClO4)(2) (bpy = 2,2'-bipyridine, dpq = dipyridoquinoxaline), [Ru(bpy)(2)(dicnq)](ClO4)(2) (dicnq = pyrazino[2,3-f]phenanthroline-2,3-dicarbonitrile), [Ru(bpy)(2)(dppp3)](ClO4)(2) (dppp3 = pyrido [3',4':5,6]pyrazino[2,3-f][1,10]phenanthroline), [Ru(bpy)(2)(dppp2)](ClO4)(2) (dppp2 = pyrido[2',3':5,6]pyrazino[2,3-f][1,10]phenanthroline) and [Ru(bpy)(2)(OCH3-dppz)](ClO4)(2) (OCH3-dppz = 11-methoxy-dipyrido[3,2-a:2',3'-c]phenazine) have been synthesized and characterized in detail by H-1 NMR spectroscopy, mass spectrometry and elemental analysis. Their interaction with calf thymus DNA and the inhibitory activity towards topoisomerase II and T7 RNA polymerase have been examined by a series of experimental methods. The results suggest that a high DNA-binding affinity is important for their topoisomerase II and DNA transcription inhibition. Intercalative ligands with more extended aromatic area, better conjugate effect and presence of electron-withdrawing substituted groups are beneficial to the DNA intercalation and enzymatic inhibition of their polypyridyl Ru(II) complexes. (C) 2011 Elsevier B.V. All rights reserved.
• Synthesis, DNA-binding and photocleavage studies of [Ru(phen)2(pbtp)]2+ and [Ru(bpy)2(pbtp)]2+ (phen=1,10-phenanthroline; bpy=2,2′-bipyridine; pbtp=4,5,9,11,14-pentaaza-benzo[b]triphenylene)
  作者：Lifeng Tan、Yue Xiao、Xiaohua Liu、Sheng Zhang

  DOI：10.1016/j.saa.2009.04.021

  日期：2009.9

  Based on the ligand dppz (dppz = dipyrido-13,2-a:2',3'-c]phenazine), a new ligand pbtp (pbtp = 4,5.9,11,14-pentaaza-benzo[b]triphenylene) and its polypyridyl ruthenium(II) complexes [Ru(phen)(2)(pbtp)](2+) (1) (phen = 1,10-phenanthroline and [Ru(bpy)(2)(pbtp)](2+) (2) (bpy = 2,2'-bipyridine) have been synthesized and characterized by elemental analysis, ES-MS and H-1 NMR spectroscopy. The DNA-binding of these complexes were investigated by spectroscopic methods and viscosity measurements. The experimental results indicate that both complexes 1 and 2 bind to CT-DNA in classical intercalation mode, and can enantioselectively interact with CT-DNA. It is interesting to note that the pbtp ruthenium(II) complexes, in contrast to the analogous dppz complexes, do not show fluorescent behavior when intercalated into DNA. When irradiated at 365 nm, both complexes promote the photocleavage of pBR 322 DNA. (C) 2009 Elsevier B.V. All rights reserved.