4'-(4-dimethylaminobutoxy)acetophenone | 502658-79-9

• 英文名称: 4'-(4-dimethylaminobutoxy)acetophenone
• 英文别名: 1-[4-[4-(dimethylamino)butoxy]phenyl]ethanone
• CAS: 502658-79-9
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: MFUDPTLKIYZOQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4'-(4-dimethylaminobutoxy)acetophenone 在 sodium hydride 、 一水合肼 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 3-[4-(4-dimethylaminobutoxy)phenyl]pyrazole
  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：

  二甲氨丁醇 、 4-氟苯乙酮 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以60%的产率得到4'-(4-dimethylaminobutoxy)acetophenone
  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