2-(1H-pyrrol-2-yl)ethynyl-1,8-naphthyridine | 923270-60-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(1H-pyrrol-2-yl)ethynyl-1,8-naphthyridine
• 英文别名: 2-[(1H-Pyrrol-2-yl)ethynyl]-1,8-naphthyridine；2-[2-(1H-pyrrol-2-yl)ethynyl]-1,8-naphthyridine
• CAS: 923270-60-4
• 化学式: C₁₄H₉N₃
• 分子量: 219.246
• InChiKey: KSJOGKQXGNURKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氯-1,8-萘啶 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-(1H-pyrrol-2-yl)ethynyl-1,8-naphthyridine
  参考文献：
  名称：

  Ethynyl-Linked (Pyreno)pyrrole−Naphthyridine and Aniline−Naphthyridine Molecules as Fluorescent Sensors of Guanine via Multiple Hydrogen Bondings

  摘要：

  [GRAPHICS]New fluorescent molecular sensors for 9-alkylguanines were constructed by conjugation of 2-acetamido-1,8-naphthyridine with N-Boc-pyrrole, N-Boc-pyreno[2,1-b]pyrrole, or acetanilide moieties via an ethynyl bridge. In combination with the triple hydrogen-bonding motif of 2-acetamidonaphthyridine toward alkylguanine, an additional binding site was provided by the substituent properly located on the pyrrole or aniline ring to enhance the affinity of these receptor molecules. Besides the ESI-MS analyses, the binding events were readily monitored by the absorption and fluorescence changes in the visible region.

  DOI：

  10.1021/jo061831b

文献信息

• Ethynyl-Linked (Pyreno)pyrrole−Naphthyridine and Aniline−Naphthyridine Molecules as Fluorescent Sensors of Guanine via Multiple Hydrogen Bondings
  作者：Shao-Hung Lu、Srinivasan Selvi、Jim-Min Fang

  DOI：10.1021/jo061831b

  日期：2007.1.1

  [GRAPHICS]New fluorescent molecular sensors for 9-alkylguanines were constructed by conjugation of 2-acetamido-1,8-naphthyridine with N-Boc-pyrrole, N-Boc-pyreno[2,1-b]pyrrole, or acetanilide moieties via an ethynyl bridge. In combination with the triple hydrogen-bonding motif of 2-acetamidonaphthyridine toward alkylguanine, an additional binding site was provided by the substituent properly located on the pyrrole or aniline ring to enhance the affinity of these receptor molecules. Besides the ESI-MS analyses, the binding events were readily monitored by the absorption and fluorescence changes in the visible region.