2-{2-[1-(4,4-Diphenyl-butyl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester | 913370-78-2

• 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-{2-[1-(4,4-Diphenyl-butyl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester
• CAS: 913370-78-2
• 化学式: C₃₈H₅₀N₂O₄
• 分子量: 598.826
• InChiKey: XZWCRVGMKPCIAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.94
• 重原子数：
  44.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-{2-[1-(4,4-Diphenyl-butyl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以26%的产率得到
  参考文献：
  名称：

  Synthesis and pharmacological characterization of novel inverse agonists acting on the viral-encoded chemokine receptor US28

  摘要：

  G-protein coupled receptors encoded by viruses represent an unexplored class of potential drug targets. In this study, we describe the synthesis and pharmacological characterization of the first class of inverse agonists acting on the HCMV-encoded receptor US28. It is shown that replacement of the 4-hydroxy group of lead compound I with a methylamine group results in a significant 6-fold increase in affinity. Interestingly, increasing the rigidity of the spacer by the introduction of a double bond also leads to a significant increase in binding affinity compared to 1. These novel inverse agonists serve as valuable tools to elucidate the role of constitutive signaling in the pathogenesis of viral infection and may have therapeutic potential as leads for new antiviral drugs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.054
• 作为产物：
  描述：

  丙二酸二叔丁酯 在 palladium on activated charcoal 4 A molecular sieve 、 氢气 、 三乙酰氧基硼氢化钠 、 sodium hydride 、 溶剂黄146 作用下， 以 乙酸乙酯 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 90.0 ℃ 、500.0 kPa 条件下， 反应 32.25h， 生成 2-{2-[1-(4,4-Diphenyl-butyl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester
  参考文献：
  名称：

  Synthesis and pharmacological characterization of novel inverse agonists acting on the viral-encoded chemokine receptor US28

  摘要：

  G-protein coupled receptors encoded by viruses represent an unexplored class of potential drug targets. In this study, we describe the synthesis and pharmacological characterization of the first class of inverse agonists acting on the HCMV-encoded receptor US28. It is shown that replacement of the 4-hydroxy group of lead compound I with a methylamine group results in a significant 6-fold increase in affinity. Interestingly, increasing the rigidity of the spacer by the introduction of a double bond also leads to a significant increase in binding affinity compared to 1. These novel inverse agonists serve as valuable tools to elucidate the role of constitutive signaling in the pathogenesis of viral infection and may have therapeutic potential as leads for new antiviral drugs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.054