6-acetamido-N-(6-methylpyridin-2-yl)nicolinamide | 1373390-27-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-acetamido-N-(6-methylpyridin-2-yl)nicolinamide
• CAS: 1373390-27-2
• 化学式: C₁₄H₁₄N₄O₂
• 分子量: 270.291
• InChiKey: KXTZBYIAOLEPMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  83.98
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-氨基-6-甲基吡啶 、 6-乙酰氨基烟酸 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以24%的产率得到6-acetamido-N-(6-methylpyridin-2-yl)nicolinamide
  参考文献：
  名称：

  Synthesis and crystallographic analysis of short pyridine-based oligoamides as DNA-targeting supramolecular binders

  摘要：

  In this study, the synthesis of the pyridine peptides 1-4, formed from amino-picolinic acid, and pyridine peptide 5, made from coupling of a mono-protected pyridine diamine to a mono-protected pyridine dicarboxylic acid and the X-ray crystallographic structures of 1 and 5 are discussed, along with their supramolecular interactions in the solid state. The structure of these compounds showed that they possess concave appearance which can be employed to bind to nucleic acids through multiple hydrogen bonding, which would facilitate the formation of helical-based pyridine oligoamides as novel DNA-binding molecules. This was proven by carrying out DNA denaturation studies and ethidium displacement assay on 5, but, by using MTT assays, 5 was shown to be cytotoxic against drug-resistant chronic myeloid leukaemia K562 cell-line. [image omitted].

  DOI：

  10.1080/10610278.2010.483732