1-tert-butoxycarbonyl-4-{2-[4-(pyrazol-3-yl)phenyloxy]ethyl}piperazine | 502654-48-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-tert-butoxycarbonyl-4-{2-[4-(pyrazol-3-yl)phenyloxy]ethyl}piperazine
• 英文别名: 1-[2-(4-tert-butoxycarbonylpiperazino)ethoxy]-4-(3-pyrazolyl)benzene；tert-butyl 4-[2-[4-(1H-pyrazol-5-yl)phenoxy]ethyl]piperazine-1-carboxylate
• CAS: 502654-48-0
• 化学式: C₂₀H₂₈N₄O₃
• 分子量: 372.467
• InChiKey: CZUWCHHRTQFUAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-tert-butoxycarbonyl-4-{2-[4-(pyrazol-3-yl)phenyloxy]ethyl}piperazine 在 盐酸 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 4.0h， 以83%的产率得到1-{2-[4-(pyrazol-3-yl)phenyloxy]ethyl}piperazine
  参考文献：
  名称：

  Pyrazole derivatives as new potent and selective 20-hydroxy-5,8,11,14-eicosatetraenoic acid synthase inhibitors

  摘要：

  Improvement of the physical properties of pyrazole derivative 1, which we reported previously as a potent and selective 20-HETE synthase inhibitor (IC50 5.7nM), is described. Introduction of a sufficient substituted-amino group on the side chain enhanced the water-solubility of 1 (0.014mg/mL at pH6.8). Among the products, 2-piperazinoethoxy derivatives 3e and 6b showed solubility suitable for injection and potent inhibitory activity toward 20-HETE synthase (IC50 21.2 and 14.0 nM, respectively). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.047
• 作为产物：
  描述：

  4-(1H-吡唑-3-基)-苯酚 、 叔丁基-4-(2-羟乙基)哌嗪-1-羧酸酯 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以26%的产率得到1-tert-butoxycarbonyl-4-{2-[4-(pyrazol-3-yl)phenyloxy]ethyl}piperazine
  参考文献：
  名称：

  Pyrazole derivatives as new potent and selective 20-hydroxy-5,8,11,14-eicosatetraenoic acid synthase inhibitors

  摘要：

  Improvement of the physical properties of pyrazole derivative 1, which we reported previously as a potent and selective 20-HETE synthase inhibitor (IC50 5.7nM), is described. Introduction of a sufficient substituted-amino group on the side chain enhanced the water-solubility of 1 (0.014mg/mL at pH6.8). Among the products, 2-piperazinoethoxy derivatives 3e and 6b showed solubility suitable for injection and potent inhibitory activity toward 20-HETE synthase (IC50 21.2 and 14.0 nM, respectively). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.047