5,15-Bis(4-N-methylpyridiniumiodide)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin | 131531-47-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 5,15-Bis(4-N-methylpyridiniumiodide)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin
• 英文别名: 2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-5,15-di(N-methylpyridinium-4-yl)porphyrin
• CAS: 131531-47-0
• 化学式: C₄₄H₅₀N₆*2I
• 分子量: 916.73
• InChiKey: YOVWARAMFPWZSF-VRHKACRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.72
• 重原子数：
  51.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  65.12
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  bis(3-ethyl-4-methyl-1H-pyrrol-2-yl)methane 在 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 5,15-Bis(4-N-methylpyridiniumiodide)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin
  参考文献：
  名称：

  Dicationic pyridium porphyrins appending different peripheral substituents: Synthesis and studies for their interactions with DNA

  摘要：

  Twelve trans-dicationic pyridium porphyrins appending different peripheral substituents were synthesized and their abilities to bind and cleave DNA under irradiation have been investigated. Their binding modes to DNA were studied by UV-vis spectroscopy, circular dichroism. The apparent constants were measured by EB competitive fluorescence method and most of them were in the range of 10(4) - 10(5) M-1. We found that both the position of positive charges and steric hindrance Could greatly influence their binding affinities and modes to DNA, and then affect their photocleaving abilities to DNA. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.011

文献信息

• On the methylation of 5-(4-alkoxyphenyl)-15-(4-pyridyl)porphyrins
  作者：F. Roeterdink、H. C. van der Plas

  DOI：10.1002/jhet.5570270641

  日期：1990.9

  mixture with DDQ gives, among other compounds, title compound 5. An efficient methylation procedure of the pyridyl group in 5-(4-alkyoxyphenyl)-15-(4-pyridyl)porphyrins is described. Mixed condensation of 1 with N-methyl-4-formylpyridinium salt 9 and 3 yields among other compounds 5-(4-N-methylpyridiniumiodide)porphyrin 10.

  在酸性介质中将3,3'-二乙基-4,4'-二甲基-2,2'-二吡咯基甲烷1与4-甲酰基吡啶2和4-烷氧基苯甲醛3混合缩合，然后将反应混合物与DDQ氧化，得到其他化合物，标题化合物5。描述了5-（4-烷氧基苯基）-15-（4-吡啶基）卟啉中吡啶基的有效甲基化方法。1与N-甲基-4-甲酰基吡啶鎓盐9和3的混合缩合反应可得到其他化合物5-（4- N-甲基吡啶并氨基吡啶鎓）卟啉10。
• Peripheral substituents of di(pyridiumyl)porphyrins affected on their interactions with DNA
  作者：Song Wu、Ping Wang、Tian Tian、Lin Wu、Hanping He、Xiang Zhou、Xiaolian Zhang、Xiaoping Cao

  DOI：10.1016/j.bmcl.2004.02.083

  日期：2004.5

  meso- and beta-Substituted di(pyridiumyl)porphyrins 3, 4, and 7 have been synthesized and their interactions with DNA have been investigated. meso- Substituted porphyrins showed the stronger effect on DNA than that of beta-substituted porphyrin. Cytoxicity of compound 3 (IC50) to THP-1 tumor cell was up to 0.11 nM. (C) 2004 Elsevier Ltd. All rights reserved.