4-cyanomethyl-2-(N,N-diethylamino)carbonyloxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine | 916974-68-0

• 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: 4-cyanomethyl-2-(N,N-diethylamino)carbonyloxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine
• CAS: 916974-68-0
• 化学式: C₂₂H₃₂N₄O₆
• 分子量: 448.519
• InChiKey: LVULFPLHKJKBLO-UHFFFAOYSA-N

物化性质

• 熔点：
  160.8 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• 沸点：
  615.6±55.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.84
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  104.57
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-cyanomethyl-2-(N,N-diethylamino)carbonyloxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine 在 吡啶 、 盐酸羟胺 、 potassium carbonate 作用下， 以 乙醇 、 苯 为溶剂， 反应 10.0h， 生成 2-(N,N-diethylamino)carbonyloxymethyl-4-(4,5-dihydro-5-oxo-1,2,4-4H-oxadiazol-3-ylmethyl)-1-(3,4,5-trimethoxybenzoyl)piperazine
  参考文献：
  名称：

  Structure–activity relationships in platelet-activating factor. Part 13: Synthesis and biological evaluation of piperazine derivatives with dual anti-PAF and anti-HIV-1 or pure antiretroviral activity

  摘要：

  HIV-1 infection of the brain and PAF neurotoxicity are implicated in AIDS dementia complex. We previously reported that a trisubstituted piperazine derivative is able to diminish both HIV-1 replication in monocyte-derived macrophages and PAF-induced platelet aggregation. We report in this work new compounds obtained by modifying its piperazine substituents. The structure-activity relationship study shows that a better dual activity or even pure antiretroviral compounds can be obtained in this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.031
• 作为产物：
  描述：

  2-(N,N-dimethylaminocarbonyloxymethyl)-1-(3,4,5-trimethoxybenzoyl)-4-(triphenylmethyl)piperazine 在 盐酸 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 4-cyanomethyl-2-(N,N-diethylamino)carbonyloxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine
  参考文献：
  名称：

  Structure–activity relationships in platelet-activating factor. Part 13: Synthesis and biological evaluation of piperazine derivatives with dual anti-PAF and anti-HIV-1 or pure antiretroviral activity

  摘要：

  HIV-1 infection of the brain and PAF neurotoxicity are implicated in AIDS dementia complex. We previously reported that a trisubstituted piperazine derivative is able to diminish both HIV-1 replication in monocyte-derived macrophages and PAF-induced platelet aggregation. We report in this work new compounds obtained by modifying its piperazine substituents. The structure-activity relationship study shows that a better dual activity or even pure antiretroviral compounds can be obtained in this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.031