N-(4-(methoxycarbonyl)phenyl)-3,6-diaminocarbazole | 155911-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(4-(methoxycarbonyl)phenyl)-3,6-diaminocarbazole
• CAS: 155911-35-6
• 化学式: C₂₀H₁₇N₃O₂
• 分子量: 331.374
• InChiKey: OPSWYFLJFLOYKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  83.27
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carbonyl chloride 、 N-(4-(methoxycarbonyl)phenyl)-3,6-diaminocarbazole 在 吡啶 作用下， 反应 2.0h， 以49%的产率得到N-(4-(methoxycarbonyl)phenyl)-3,6-bis<((cis,cis-2,4-dioxo-1,5,7-tris((benzyloxy)methyl)-3-azabicyclo<3.3.1>non-7-yl)carbonyl)amino>carbazole
  参考文献：
  名称：

  Water-Soluble Receptors for Cyclic-AMP and Their Use for Evaluating Phosphate-Guanidinium Interactions

  摘要：

  A water-soluble receptor for adenosine derivatives was synthesized for the study of molecular recognition in aqueous solution. The modular receptor makes use of hydrophobic interactions, Watson-Crick and Hoogsteen hydrogen-bonding, and a phosphate-guanidinium electrostatic interaction to bind cyclic adenosine monophosphates. Measured binding affinities of 2',3/-cAMP are -3.65 and -3.26 kcal/mol at 51 and 501 mM ionic strength, respectively (H2O/D2O solution at 10 degrees C, pH 6.0). The phosphate-guanidinium interaction in this system is estimated to contribute on average 0.6 kcal/mol (51 mM ionic strength) and 0.3 kcal/mol (501 mM ionic strength) to binding. The maximum value of a phosphate-guanidinium electrostatic interaction is estimated to be 2.4 kcal/mol in water.

  DOI：

  10.1021/ja00087a013
• 作为产物：
  描述：

  N-(4-(methoxycarbonyl)phenyl)-3,6-dinitrocarbazole 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 N-(4-(methoxycarbonyl)phenyl)-3,6-diaminocarbazole
  参考文献：
  名称：

  Water-Soluble Receptors for Cyclic-AMP and Their Use for Evaluating Phosphate-Guanidinium Interactions

  摘要：

  A water-soluble receptor for adenosine derivatives was synthesized for the study of molecular recognition in aqueous solution. The modular receptor makes use of hydrophobic interactions, Watson-Crick and Hoogsteen hydrogen-bonding, and a phosphate-guanidinium electrostatic interaction to bind cyclic adenosine monophosphates. Measured binding affinities of 2',3/-cAMP are -3.65 and -3.26 kcal/mol at 51 and 501 mM ionic strength, respectively (H2O/D2O solution at 10 degrees C, pH 6.0). The phosphate-guanidinium interaction in this system is estimated to contribute on average 0.6 kcal/mol (51 mM ionic strength) and 0.3 kcal/mol (501 mM ionic strength) to binding. The maximum value of a phosphate-guanidinium electrostatic interaction is estimated to be 2.4 kcal/mol in water.

  DOI：

  10.1021/ja00087a013