4-nitro-1-(3-cyanopropyl)pyrrole-2-carboxylic acid | 1249631-09-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-nitro-1-(3-cyanopropyl)pyrrole-2-carboxylic acid
• 英文别名: 1-(3-Cyanopropyl)-4-nitropyrrole-2-carboxylic acid
• CAS: 1249631-09-1
• 化学式: C₉H₉N₃O₄
• 分子量: 223.188
• InChiKey: BHRISTYPISPQPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-硝基吡咯-2-羧酸乙酯 在 potassium carbonate 、 potassium iodide 、 sodium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 1.0h， 生成 4-nitro-1-(3-cyanopropyl)pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Orthogonally Positioned Diamino Pyrrole- and Imidazole-Containing Polyamides: Synthesis of 1-(3-Substituted-propyl)-4-nitropyrrole-2-carboxylic Acid and 1-(3-Chloropropyl)-4-nitroimidazole-2-carboxylic Acid

  摘要：

  Pyrrole- and imidazole-containing polyamides can be tailored to recognize the DNA 6-8 base pair sequence. We found that adding a second amino group via the N1-position of pyrrole or imidazole in polyamides could enhance their DNA binding affinity and water solubility while retaining sequence specificity. Synthesis of the key 1-substituted-4-nitropyrrole (and imidazole)-2-carboxylic acid building blocks are described. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.839795

文献信息

• Orthogonally Positioned Diamino Pyrrole- and Imidazole-Containing Polyamides: Synthesis of 1-(3-Substituted-propyl)-4-nitropyrrole-2-carboxylic Acid and 1-(3-Chloropropyl)-4-nitroimidazole-2-carboxylic Acid
  作者：Vijay Satam、Pravin Patil、Balaji Babu、Toni Rice、Alexander Porte、Shannon Alger、Matthias Zeller、Moses Lee

  DOI：10.1080/00397911.2013.839795

  日期：2014.4.3

  Pyrrole- and imidazole-containing polyamides can be tailored to recognize the DNA 6-8 base pair sequence. We found that adding a second amino group via the N1-position of pyrrole or imidazole in polyamides could enhance their DNA binding affinity and water solubility while retaining sequence specificity. Synthesis of the key 1-substituted-4-nitropyrrole (and imidazole)-2-carboxylic acid building blocks are described. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]