2-(N,N-diethylamino)carbonyloxymethyl-4-(N-hydroxyamidinomethyl)-1-(3,4,5-trimethoxybenzoyl)piperazine | 916974-69-1

• 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-(N,N-diethylamino)carbonyloxymethyl-4-(N-hydroxyamidinomethyl)-1-(3,4,5-trimethoxybenzoyl)piperazine
• CAS: 916974-69-1
• 化学式: C₂₂H₃₅N₅O₇
• 分子量: 481.549
• InChiKey: PTXCARWTTOEDAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.06
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  139.39
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-(N,N-diethylamino)carbonyloxymethyl-4-(N-hydroxyamidinomethyl)-1-(3,4,5-trimethoxybenzoyl)piperazine 、 氯甲酸苯酯 在 吡啶 作用下， 以 苯 为溶剂， 反应 3.0h， 以34%的产率得到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-diethylamino)carbonyloxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine 在 盐酸羟胺 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 7.0h， 生成 2-(N,N-diethylamino)carbonyloxymethyl-4-(N-hydroxyamidinomethyl)-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