1,4-bis[4-(1,3-dioxolane-2-yl)phenyl]piperazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1,4-bis[4-(1,3-dioxolane-2-yl)phenyl]piperazine
• 英文别名: 1,4-Bis[4-(1,3-dioxolan-2-yl)phenyl]piperazine
• 化学式: C₂₂H₂₆N₂O₄
• 分子量: 382.459
• InChiKey: VKOYKILEFXZPMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 7.0h， 生成 1,4-bis[4-(1,3-dioxolane-2-yl)phenyl]piperazine
  参考文献：
  名称：

  Parallel Solution-Phase Synthesis of Conformationally Restricted Congeners of Pentamidine and Evaluation of Their Antiplasmodial Activities

  摘要：

  Conformationally restricted bisbenzamidines and related congeners have been synthesized and evaluated for activity against two Plasmodium falciparum strains. The most active compounds, bisbenzamidines linked by a 1,4-piperazinediyl core, had IC50 values between 3 and 18 nM against both chloroquine-susceptible and -resistant parasites and IC50 values for cytotoxicity greater than 5 muM, using the A549 human lung epithelial cell line. DNA binding affinity, as estimated by DeltaT(m), did not correlate with either antiparasite effects or cytotoxicity. Each of the active bisbenzamidines interfered with the formation of hemozoin in cell-free systems.

  DOI：

  10.1021/jm030545e

文献信息

• Vanden Eynde, Jean Jacques; Mayence, Annie; Lecour Jr., Louis, Medicinal Chemistry Research, 2003, vol. 12, # 8, p. 401 - 414
  作者：Vanden Eynde, Jean Jacques、Mayence, Annie、Lecour Jr., Louis、Huang, Tien L.

  DOI：——

  日期：——
• Parallel Solution-Phase Synthesis of Conformationally Restricted Congeners of Pentamidine and Evaluation of Their Antiplasmodial Activities
  作者：Annie Mayence、Jean Jacques Vanden Eynde、Fran M. Krogstad、Donald J. Krogstad、Melanie T. Cushion、Tien L. Huang

  DOI：10.1021/jm030545e

  日期：2004.5.1

  Conformationally restricted bisbenzamidines and related congeners have been synthesized and evaluated for activity against two Plasmodium falciparum strains. The most active compounds, bisbenzamidines linked by a 1,4-piperazinediyl core, had IC50 values between 3 and 18 nM against both chloroquine-susceptible and -resistant parasites and IC50 values for cytotoxicity greater than 5 muM, using the A549 human lung epithelial cell line. DNA binding affinity, as estimated by DeltaT(m), did not correlate with either antiparasite effects or cytotoxicity. Each of the active bisbenzamidines interfered with the formation of hemozoin in cell-free systems.