N-(4-Cyano-phenyl)-oxalamic acid | 58446-15-4

• 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: N-(4-Cyano-phenyl)-oxalamic acid
• 英文别名: 2-(4-Cyanoanilino)-2-oxoacetic acid
• CAS: 58446-15-4
• 化学式: C₉H₆N₂O₃
• 分子量: 190.158
• InChiKey: RWVOWHKIWAZXQX-UHFFFAOYSA-N

物化性质

• 熔点：
  208.5-209.5 °C(Solv: ethanol (64-17-5))
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methyl-2(1H)-quinoxalinone 、 N-(4-Cyano-phenyl)-oxalamic acid 在 air 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 以70 %的产率得到N-(4-cyanophenyl)-4-methyl-3-oxo-3,4-dihydroquinoxaline-2-carboxamide
  参考文献：
  名称：

  Visible‐Light Induced C‐3 Carbamoylation of Quinoxalinones Assisted by EDA Complex

  摘要：

  A visible‐light‐promoted strategy for the decarboxylative C‐3 carbamoylation of quinoxalinone scaffolds is developed. This approach initiates through the formation of an EDA complex between oxamic acid and quinoxalinone. Successive SET and decarboxylative carbamoylation construct the C‒C bond. This method utilizes aerial oxygen as the green oxidant and eradicates the process from the use of external photocatalysts and transition metals. Detailed synthetic and photophysical studies enlighten the reaction pathway.

  DOI：

  10.1002/adsc.202400356
• 作为产物：
  描述：

  ethyl 4'-cyanooxanilate 在 potassium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 N-(4-Cyano-phenyl)-oxalamic acid
  参考文献：
  名称：

  Visible‐Light Induced C‐3 Carbamoylation of Quinoxalinones Assisted by EDA Complex

  摘要：

  A visible‐light‐promoted strategy for the decarboxylative C‐3 carbamoylation of quinoxalinone scaffolds is developed. This approach initiates through the formation of an EDA complex between oxamic acid and quinoxalinone. Successive SET and decarboxylative carbamoylation construct the C‒C bond. This method utilizes aerial oxygen as the green oxidant and eradicates the process from the use of external photocatalysts and transition metals. Detailed synthetic and photophysical studies enlighten the reaction pathway.

  DOI：

  10.1002/adsc.202400356

文献信息

• [EN] DNA METHYLATION INHIBITORS<br/>[FR] INHIBITEURS DE MÉTHYLATION DE L'ADN
  申请人：UNIV OHIO STATE RES FOUND

  公开号：WO2012087889A2

  公开（公告）日：2012-06-28

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.