1-[1-(1,3-benzodioxol-5-ylcarbonyl)piperidin-4-yl]-4-(4-methoxyphenyl)butane-1,3-dione | 1085917-21-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-[1-(1,3-benzodioxol-5-ylcarbonyl)piperidin-4-yl]-4-(4-methoxyphenyl)butane-1,3-dione
• CAS: 1085917-21-0
• 化学式: C₂₄H₂₅NO₆
• 分子量: 423.466
• InChiKey: UOHGIEKZIXYGNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-[1-(1,3-benzodioxol-5-ylcarbonyl)piperidin-4-yl]-4-(4-methoxyphenyl)butane-1,3-dione 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以77%的产率得到1-(1,3-benzodioxol-5-ylcarbonyl)-4-[5-(4-methoxybenzyl)-1H-pyrazol-3-yl]piperidine
  参考文献：
  名称：

  Novel piperidinylpyrimidine derivatives as inhibitors of HIV-1 LTR activation

  摘要：

  Piperidinylpyrimidine derivatives, previously prepared as inhibitors of TNF-alpha production, were evaluated for their inhibitory activity against HIV-1 LTR activation. Some of these derivatives inhibited activation of HIV-1 LTR-directed CAT gene expression induced by PMA in Jurkat cells. In this report, we describe SAR in this series of compounds and show that the 3,4-methylenedioxybenzoyl (piperonyloyl) group on the nitrogen of piperidine and lipophilic substitution at the C(6)-position of pyrimidine are important for this inhibitory activity. Some of the synthesized compounds also inhibited HIV-1 LTR transactivation induced by viral protein Tat. These results suggest that piperidinylpyrimidines are useful as potent AIDS therapeutics that directly inhibit HIV-1 LTR activation and indirectly suppress TNF-alpha production. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.059
• 作为产物：
  描述：

  ethyl 2-{[1-(1,3-benzodioxol-5-ylcarbonyl)piperidin-4-yl]carbonyl}-4-(4-methoxyphenyl)-3-oxobutanoate 在 溶剂黄146 作用下， 反应 11.0h， 以74%的产率得到1-[1-(1,3-benzodioxol-5-ylcarbonyl)piperidin-4-yl]-4-(4-methoxyphenyl)butane-1,3-dione
  参考文献：
  名称：

  Novel piperidinylpyrimidine derivatives as inhibitors of HIV-1 LTR activation

  摘要：

  Piperidinylpyrimidine derivatives, previously prepared as inhibitors of TNF-alpha production, were evaluated for their inhibitory activity against HIV-1 LTR activation. Some of these derivatives inhibited activation of HIV-1 LTR-directed CAT gene expression induced by PMA in Jurkat cells. In this report, we describe SAR in this series of compounds and show that the 3,4-methylenedioxybenzoyl (piperonyloyl) group on the nitrogen of piperidine and lipophilic substitution at the C(6)-position of pyrimidine are important for this inhibitory activity. Some of the synthesized compounds also inhibited HIV-1 LTR transactivation induced by viral protein Tat. These results suggest that piperidinylpyrimidines are useful as potent AIDS therapeutics that directly inhibit HIV-1 LTR activation and indirectly suppress TNF-alpha production. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.059