N'-[8-[2-[6-[2-(4-cyanophenyl)ethynyl]pyren-1-yl]ethynyl]-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide | 1228384-97-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N'-[8-[2-[6-[2-(4-cyanophenyl)ethynyl]pyren-1-yl]ethynyl]-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
• CAS: 1228384-97-1
• 化学式: C₄₀H₂₉N₇O₄
• 分子量: 671.715
• InChiKey: KRCSUNJGQVZCNK-VOTWKOMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  51
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  148
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N'-[8-[2-[6-[2-(4-cyanophenyl)ethynyl]pyren-1-yl]ethynyl]-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide 在 ammonium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以77%的产率得到4-[2-[6-[2-[2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-8-yl]ethynyl]pyren-1-yl]ethynyl]benzonitrile
  参考文献：
  名称：

  Synthesis of novel push–pull-type solvatochromic 2′-deoxyguanosine derivatives with longer wavelength emission

  摘要：

  We synthesized novel push-pull-type fluorescent guanosine derivatives, (CN)G and (Ac)G containing 1,6- and 2,7-disubstituted pyrene chromophores. 1,6-Disubstituted pyrene derivatives, 1,6-(CN)G (3b) and 1,6-(Ac)G (3c), exhibited highly solvatochromic fluorescence emission at longer wavelength (similar to 540 nm). The environmentally sensitive fluorescent deoxyguanosines such as 3b and 3c can be used as powerful tools for structural studies of nucleic acids and molecular diagnostics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.012
• 作为产物：
  描述：

  N'-[8-[2-(6-bromopyren-1-yl)ethynyl]-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide 、 4-乙炔基苯甲腈 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以78%的产率得到N'-[8-[2-[6-[2-(4-cyanophenyl)ethynyl]pyren-1-yl]ethynyl]-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
  参考文献：
  名称：

  Synthesis of novel push–pull-type solvatochromic 2′-deoxyguanosine derivatives with longer wavelength emission

  摘要：

  We synthesized novel push-pull-type fluorescent guanosine derivatives, (CN)G and (Ac)G containing 1,6- and 2,7-disubstituted pyrene chromophores. 1,6-Disubstituted pyrene derivatives, 1,6-(CN)G (3b) and 1,6-(Ac)G (3c), exhibited highly solvatochromic fluorescence emission at longer wavelength (similar to 540 nm). The environmentally sensitive fluorescent deoxyguanosines such as 3b and 3c can be used as powerful tools for structural studies of nucleic acids and molecular diagnostics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.012