4-[2-(4-Acetyl-2-chloro-phenoxy)-ethyl]-piperazine-1-carboxylic acid ethyl ester | 816456-18-5

• 英文名称: 4-[2-(4-Acetyl-2-chloro-phenoxy)-ethyl]-piperazine-1-carboxylic acid ethyl ester
• CAS: 816456-18-5
• 化学式: C₁₇H₂₃ClN₂O₄
• 分子量: 354.834
• InChiKey: LOBNCRBEQCAUCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[2-(4-Acetyl-2-chloro-phenoxy)-ethyl]-piperazine-1-carboxylic acid ethyl ester 在 一水合肼 作用下， 以 四氢呋喃 为溶剂， 反应 16.5h， 生成 1-ethoxycarbonyl-4-{2-[2-chloro-4-(pyrazol-3-yl)phenyl]ethoxy}piperazine dihydrochloride
  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-(2-羟基乙基)哌嗪-1-羧酸乙酯 、 3’-氯-4’-羟基苯乙酮 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 4-[2-(4-Acetyl-2-chloro-phenoxy)-ethyl]-piperazine-1-carboxylic acid ethyl ester
  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