2-Butyl-3-[2-(4-chlorophenyl)-2-oxoethyl]-1,3-diazaspiro[4,4]non-1-en-4-one | 960004-55-1

• 英文名称: 2-Butyl-3-[2-(4-chlorophenyl)-2-oxoethyl]-1,3-diazaspiro[4,4]non-1-en-4-one
• 英文别名: 2-butyl-3-[2-(4-chlorophenyl)-2-oxoethyl]-1,3-diazaspiro[4.4]non-1-en-4-one
• CAS: 960004-55-1
• 化学式: C₁₉H₂₃ClN₂O₂
• 分子量: 346.857
• InChiKey: GMYZYXFDWJWXDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2'-溴-4-氯苯乙酮 、 2-丁基-1,3-二氮杂螺环[4,4]壬-1-烯-4-酮盐酸盐 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.02h， 以83%的产率得到2-Butyl-3-[2-(4-chlorophenyl)-2-oxoethyl]-1,3-diazaspiro[4,4]non-1-en-4-one
  参考文献：
  名称：

  Synthesis and screening for acetylcholinesterase inhibitor activity of some novel 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-ones: Derivatives of irbesartan key intermediate

  摘要：

  The association of bioactive nucleus with other pharmacological agents is hoped to improve the efficacy of the treatment by combining the effects of different pharmacological mechanisms of action. Keeping this in view, a series of 2-butyl-1,3-diazaspiro[4,4]non-1-en-4-one derivatives have been synthesized by interaction of 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-one with different bioactive aralkyl halides in presence of powdered potassium carbonate by two different methods viz., conventional and microwave irradiation. The yields under conventional and microwave irradiation methods were in the range of 60-65% and 80-90%, respectively. The structure elucidation of the new compounds has been carried out with the help of elemental analysis and spectral data. All the synthesized compounds have been screened for their efficacy as acetylcholinesterase (AChE) inhibitor. AChE inhibitory activity study was carried out by using Ellman colorimetric assay with neostigmine as a reference standard against targets from different species, such as pure electric eel AChE, human serum AChE, and rat brain AChE. Among the compounds synthesized, compounds 5a, 5b, 5j showed good inhibition against AChE. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.014