4-chloro-5-nitro-6-phenylpyrimidine | 736143-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-chloro-5-nitro-6-phenylpyrimidine
• 英文别名: Pyrimidine, 4-chloro-5-nitro-6-phenyl-
• CAS: 736143-08-1
• 化学式: C₁₀H₆ClN₃O₂
• 分子量: 235.63
• InChiKey: GXYQBOPBFZOHJA-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C
• 沸点：
  394.4±37.0 °C(Predicted)
• 密度：
  1.428±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chloro-5-nitro-6-phenylpyrimidine 在 palladium on activated charcoal 氢气 、 对甲苯磺酸 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 为溶剂， 20.0 ℃ 、400.0 kPa 条件下， 反应 6.5h， 生成 9-methyl-6-phenyl-9H-purine
  参考文献：
  名称：

  Synthesis and Biological Testing of Purine Derivatives as Potential ATP-Competitive Kinase Inhibitors

  摘要：

  On the basis of ATP adenine, a series of adenine and purine derivatives was prepared and tested for their ability to inhibit a spectrum of disease-related kinases. There has been scant research investigating the potential of cosubstrate derived kinase inhibitors for other kinases than CDKs. Our inhibitor design combined the purine system from the original cosubstrate ATP and phenyl moieties in order to explore possible interactions with the different regions of the ATP binding site in several disease-related protein kinases. There have been a number of hits for the assayed substances, which led us to conclude that the spectrum of compounds may prove to be a valuable tool kit for the evaluation of bonding and selectivity patterns for a wide variety of kinases.

  DOI：

  10.1021/jm0408767
• 作为产物：
  描述：

  4,6-二氯-5-硝基嘧啶 、 苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 甲苯 为溶剂， 反应 4.5h， 以63%的产率得到4-chloro-5-nitro-6-phenylpyrimidine
  参考文献：
  名称：

  Synthesis and Biological Testing of Purine Derivatives as Potential ATP-Competitive Kinase Inhibitors

  摘要：

  On the basis of ATP adenine, a series of adenine and purine derivatives was prepared and tested for their ability to inhibit a spectrum of disease-related kinases. There has been scant research investigating the potential of cosubstrate derived kinase inhibitors for other kinases than CDKs. Our inhibitor design combined the purine system from the original cosubstrate ATP and phenyl moieties in order to explore possible interactions with the different regions of the ATP binding site in several disease-related protein kinases. There have been a number of hits for the assayed substances, which led us to conclude that the spectrum of compounds may prove to be a valuable tool kit for the evaluation of bonding and selectivity patterns for a wide variety of kinases.

  DOI：

  10.1021/jm0408767

文献信息

• Verwendung von Purinderivaten als selektive Kinase-Inhibitoren
  申请人：MERCKLE GMBH

  公开号：EP1444982A1

  公开（公告）日：2004-08-11

  Die vorliegende Erfindung betrifft die Verwendung von Purinderivaten zur selektiven Inhibierung von Kinasen. Die Verbindungen sind daher zur Behandlung von Erkrankungen brauchbar, welche in Zusammenhang mit der Kinase-Aktivität stehen.

  本发明涉及使用嘌呤衍生物选择性抑制激酶。因此，这些化合物可用于治疗与激酶活性有关的疾病。
• Synthesis and Biological Testing of Purine Derivatives as Potential ATP-Competitive Kinase Inhibitors
  作者：Stefan A. Laufer、David M. Domeyer、Thomas R. F. Scior、Wolfgang Albrecht、Dominik R. J. Hauser

  DOI：10.1021/jm0408767

  日期：2005.2.1

  On the basis of ATP adenine, a series of adenine and purine derivatives was prepared and tested for their ability to inhibit a spectrum of disease-related kinases. There has been scant research investigating the potential of cosubstrate derived kinase inhibitors for other kinases than CDKs. Our inhibitor design combined the purine system from the original cosubstrate ATP and phenyl moieties in order to explore possible interactions with the different regions of the ATP binding site in several disease-related protein kinases. There have been a number of hits for the assayed substances, which led us to conclude that the spectrum of compounds may prove to be a valuable tool kit for the evaluation of bonding and selectivity patterns for a wide variety of kinases.