2-(benzylthio)-6-(2,4-dihydroxyphenyl)-4-methyl-N-(3-nitrophenyl)-1,6-dihydro-pyrimidine-5-carboxamide | 1219734-78-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(benzylthio)-6-(2,4-dihydroxyphenyl)-4-methyl-N-(3-nitrophenyl)-1,6-dihydro-pyrimidine-5-carboxamide
• 英文别名: 2-benzylsulfanyl-4-(2,4-dihydroxyphenyl)-6-methyl-N-(3-nitrophenyl)-1,4-dihydropyrimidine-5-carboxamide
• CAS: 1219734-78-7
• 化学式: C₂₅H₂₂N₄O₅S
• 分子量: 490.539
• InChiKey: QZKXCRWQSNLJQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  165
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(benzylthio)-6-(2,4-dihydroxyphenyl)-4-methyl-N-(3-nitrophenyl)-1,6-dihydro-pyrimidine-5-carboxamide 在 一水合肼 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 以85%的产率得到6-(2,4-dihydroxyphenyl)-2-hydrazinyl-4-methyl-N-(3-nitrophenyl)-1,6-dihydro-pyrimidine-5-carboxamide
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel pyrimidine derivatives as CDK2 inhibitors

  摘要：

  Novel derivatives of 2,4,5,6-tetrasubstituted pyrimidine cyclin-dependent kinase (CDK2) inhibitors was designed and synthesized. We built a library of proposed pyrimidine derivatives and by using pharmacophore and docking techniques we made our selections. We modified the proposed compounds due to the interaction of docked structures with the protein to achieve the best fit. The newly synthesized compounds showed potent and selective CDK2 inhibitory activities and inhibited in-vitro cellular proliferation in cultured human tumor cells. The design, synthesis and biological evaluation of these 2,4,5,6-tetrasubstituted pyrimidine derivatives are reported. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.026
• 作为产物：
  描述：

  6-(2,4-dihydroxyphenyl)-2-mercapto-4-methyl-N-(3-nitrophenyl)-1,6-dihydropyrimidine-5-carboxamide 、 氯化苄 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 以95%的产率得到2-(benzylthio)-6-(2,4-dihydroxyphenyl)-4-methyl-N-(3-nitrophenyl)-1,6-dihydro-pyrimidine-5-carboxamide
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel pyrimidine derivatives as CDK2 inhibitors

  摘要：

  Novel derivatives of 2,4,5,6-tetrasubstituted pyrimidine cyclin-dependent kinase (CDK2) inhibitors was designed and synthesized. We built a library of proposed pyrimidine derivatives and by using pharmacophore and docking techniques we made our selections. We modified the proposed compounds due to the interaction of docked structures with the protein to achieve the best fit. The newly synthesized compounds showed potent and selective CDK2 inhibitory activities and inhibited in-vitro cellular proliferation in cultured human tumor cells. The design, synthesis and biological evaluation of these 2,4,5,6-tetrasubstituted pyrimidine derivatives are reported. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.026

文献信息

• Design, synthesis, and biological evaluation of novel pyrimidine derivatives as CDK2 inhibitors
  作者：Diaa A. Ibrahim、Amira M. El-Metwally

  DOI：10.1016/j.ejmech.2009.12.026

  日期：2010.3

  Novel derivatives of 2,4,5,6-tetrasubstituted pyrimidine cyclin-dependent kinase (CDK2) inhibitors was designed and synthesized. We built a library of proposed pyrimidine derivatives and by using pharmacophore and docking techniques we made our selections. We modified the proposed compounds due to the interaction of docked structures with the protein to achieve the best fit. The newly synthesized compounds showed potent and selective CDK2 inhibitory activities and inhibited in-vitro cellular proliferation in cultured human tumor cells. The design, synthesis and biological evaluation of these 2,4,5,6-tetrasubstituted pyrimidine derivatives are reported. (C) 2009 Elsevier Masson SAS. All rights reserved.