1-(4-acetamidophenoxy)-3-1-(N⁴-phenylpiperazinyl)>propane | 85868-52-6

• 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-acetamidophenoxy)-3-1-(N⁴-phenylpiperazinyl)>propane
• 英文别名: N-[4-{3-(4-phenylpiperazin-1-yl)propoxy}phenyl]acetamide；Acetamide, N-(4-(3-(4-phenyl-1-piperazinyl)propoxy)phenyl)-；N-[4-[3-(4-phenylpiperazin-1-yl)propoxy]phenyl]acetamide
• CAS: 85868-52-6
• 化学式: C₂₁H₂₇N₃O₂
• 分子量: 353.464
• InChiKey: KYJSZRFHGZEXQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  44.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对乙酰氨基酚 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 41.0h， 生成 1-(4-acetamidophenoxy)-3-1-(N⁴-phenylpiperazinyl)>propane
  参考文献：
  名称：

  Design and synthesis of newer potential 4-(N-acetylamino)phenol derived piperazine derivatives as potential cognition enhancers

  摘要：

  A series of novel hybrids has been designed, synthesized and evaluated for cognition enhancing activities through the inhibition of acetylcholinesterase (AChE) and by passive avoidance mouse model. All the compounds showed excellent AChE inhibition activities and potentially reversed the scopolamine induced memory deficit. Enzyme kinetic and molecular docking studies have confirmed their dual binding affinity and mixed type inhibition. Among them, compounds 1b and 2d displayed excellent IC50 values of 1.66 mu M and 0.49 mu M and competitive inhibitor constant K-i 43.66 mu M and 4.10 mu M respectively. Ex vivo study confirmed their CNS penetration and brain AChE inhibition abilities. Furthermore, 1b and 2d showed significant antiamnesic activity at a dose of 1.0 mg/kg as compared to the reference compounds piracetam and rivastigmine. The results indicate that these two compounds emerged to be developed as cognition enhancers worthy of future pursuit. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.04.004

文献信息

• Agarwal, Shiv K.; Saxena, Anil K.; Jain, Padam C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 10, p. 914 - 918
  作者：Agarwal, Shiv K.、Saxena, Anil K.、Jain, Padam C.、Anand, Nitya

  DOI：——

  日期：——
• AGARWAL, SHIV, K.;SAXENA, ANIL, K.;JAIN, PADAM, C.;ANAND, NITYA, INDIAN J. CHEM., 1982, 21, N 10, 914-918
  作者：AGARWAL, SHIV, K.、SAXENA, ANIL, K.、JAIN, PADAM, C.、ANAND, NITYA

  DOI：——

  日期：——