4-((4-(2,5-dimethylbenzoyl)pyrimidin-2-yl)amino)benzonitrile | 1232683-86-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-((4-(2,5-dimethylbenzoyl)pyrimidin-2-yl)amino)benzonitrile
• CAS: 1232683-86-1
• 化学式: C₂₀H₁₆N₄O
• 分子量: 328.373
• InChiKey: HKHUKWQHSOLWQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  78.67
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-((4-(2,5-dimethylbenzoyl)pyrimidin-2-yl)amino)benzonitrile 在 钾硼氢 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以85.2%的产率得到4-((4-((2,5-dimethylphenyl)(hydroxy)methyl)pyrimidin-2-yl)amino)-benzonitrile
  参考文献：
  名称：

  Synthesis and structure–activity relationship of novel diarylpyrimidines with hydromethyl linker (CH(OH)-DAPYs) as HIV-1 NNRTIs

  摘要：

  A series of 26 diarylpyrimidines, characterized by the hydroxymethyl linker between the left wing benzene ring and the central pyrimidine, were synthesized and evaluated for in vitro anti-HIV activity. Most of the compounds exhibited moderate to excellent activities against wild-type HIV-1. Among them, compound 10i, bearing a chlorine atom at the C-2 position of left benzene ring, was the best congener and showed potent activity against wild-type HIV-1 with an EC50 value of 0.009 mu M, along with moderate activities against the double RT mutant (K103N + Y181C) HIV-1(IIIB) and HIV-2(ROD) with an EC50 value of 6.2 and 6.0 mu M, respectively. The preliminary structure-activity relationship (SAR) of this new series of compounds was also investigated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.07.023
• 作为产物：
  描述：

  4-N[2(4-氯吡啶基)]-氨基苯腈 在 氧气 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 4-((4-(2,5-dimethylbenzoyl)pyrimidin-2-yl)amino)benzonitrile
  参考文献：
  名称：

  Synthesis and structure–activity relationship of novel diarylpyrimidines with hydromethyl linker (CH(OH)-DAPYs) as HIV-1 NNRTIs

  摘要：

  A series of 26 diarylpyrimidines, characterized by the hydroxymethyl linker between the left wing benzene ring and the central pyrimidine, were synthesized and evaluated for in vitro anti-HIV activity. Most of the compounds exhibited moderate to excellent activities against wild-type HIV-1. Among them, compound 10i, bearing a chlorine atom at the C-2 position of left benzene ring, was the best congener and showed potent activity against wild-type HIV-1 with an EC50 value of 0.009 mu M, along with moderate activities against the double RT mutant (K103N + Y181C) HIV-1(IIIB) and HIV-2(ROD) with an EC50 value of 6.2 and 6.0 mu M, respectively. The preliminary structure-activity relationship (SAR) of this new series of compounds was also investigated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.07.023