(E)-N-phenylcarbamoyl-4-pyridinecarbaldehyde oxime | 1309041-59-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-N-phenylcarbamoyl-4-pyridinecarbaldehyde oxime
• 英文别名: (E)-isonicotinaldehyde O-phenylcarbamoyl oxime；(E)-[(Pyridin-4-YL)methylidene]amino N-phenylcarbamate；[(E)-pyridin-4-ylmethylideneamino] N-phenylcarbamate
• CAS: 1309041-59-5
• 化学式: C₁₃H₁₁N₃O₂
• 分子量: 241.249
• InChiKey: VWFMCEPLGRYJHQ-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 在 盐酸羟胺 、 sodium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 (E)-N-phenylcarbamoyl-4-pyridinecarbaldehyde oxime
  参考文献：
  名称：

  Synthetic Access to New Carbamate and Thiocarbamate Derivatives from Pyridinecarbaldehyde Oximes and Hydroxypyridines

  摘要：

  [image omitted] The synthesis of pyridine carbamate and thiocarbamate derivates is described. A series of oxime carbamate and thiocarbamate derivatives were synthesized by the addition of 2-, 3-, and 4-pyridinecarbaldehyde oximes to isocyanates and isothiocyanates. Furthermore, carbamate and thiocarbamate derivatives of pyridine were synthesized by the addition of 2-, 3-, and 4-hydroxy pyridine to isocyanates and isothiocyanates. Their structures were confirmed by both analytical and spectral data.

  DOI：

  10.1080/00397911.2010.490627

文献信息

• <i>p</i>-Pyridinyl oxime carbamates: synthesis, DNA binding, DNA photocleaving activity and theoretical photodegradation studies
  作者：Panagiotis S Gritzapis、Panayiotis C Varras、Nikolaos-Panagiotis Andreou、Katerina R Katsani、Konstantinos Dafnopoulos、George Psomas、Zisis V Peitsinis、Alexandros E Koumbis、Konstantina C Fylaktakidou

  DOI：10.3762/bjoc.16.33

  日期：——

  p-pyridinyl oxime carbamate derivatives were prepared upon the reaction of the corresponding oximes with isocyanates. These novel compounds reacted photochemically in the presence of supercoiled plasmid DNA. Structure–activity relationship (SAR) studies revealed that the substituent on the imine group was not affecting the extend of the DNA damage, whereas the substituent of the carbamate group was critical

  数p当相应的肟与异氰酸酯反应时，制备了吡啶基肟肟氨基甲酸酯衍生物。这些新化合物在超螺旋质粒DNA存在下发生光化学反应。结构-活性关系（SAR）研究表明，亚胺基团上的取代基不影响DNA损伤的扩展，而氨基甲酸酯基团上的取代基至关重要，卤代衍生物能够引起广泛的单链和双链DNA裂解，独立于氧气和pH值，充当“合成核酸酶”。小牛胸腺– DNA亲和力研究显示，选定的活性和非活性衍生物均具有良好至优异的亲和力。进行了初步的理论研究，以解释某些衍生物引起光裂解的原因，而另一些衍生物不引起光裂解的原因，使用三重态活化剂和淬灭剂进行了实验验证。这些理论研究似乎可以预测能够通过系统间交叉传递到其三重态能量状态的衍生物的活性，从而产生能够破坏DNA的自由基。这项研究表明，肟基氨基甲酸酯衍生物具有作为新型有效的可产生光碱的DNA光切割剂的潜力，并被提议作为“按需”生物技术在药物发现和医学中的新应用。
• Synthetic Access to New Carbamate and Thiocarbamate Derivatives from Pyridinecarbaldehyde Oximes and Hydroxypyridines
  作者：Ahmet Kocak、Gulnare Ahmetli、Nuriye Kocak、Sait Malkondu、Aysegul Yaylaci、Sultan Kurbanli

  DOI：10.1080/00397911.2010.490627

  日期：2011.5.3

  [image omitted] The synthesis of pyridine carbamate and thiocarbamate derivates is described. A series of oxime carbamate and thiocarbamate derivatives were synthesized by the addition of 2-, 3-, and 4-pyridinecarbaldehyde oximes to isocyanates and isothiocyanates. Furthermore, carbamate and thiocarbamate derivatives of pyridine were synthesized by the addition of 2-, 3-, and 4-hydroxy pyridine to isocyanates and isothiocyanates. Their structures were confirmed by both analytical and spectral data.