6-(3-methoxyphenyl)-1-methyl-2-piperidone | 461389-46-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 6-(3-methoxyphenyl)-1-methyl-2-piperidone
• 英文别名: 6-(3-Methoxyphenyl)-1-methylpiperidin-2-one
• CAS: 461389-46-8
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: LDXDGRHTZZRNSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(3-methoxyphenyl)-1-methyl-2-piperidone 在 lithium aluminium tetrahydride 、 氢溴酸 作用下， 以 乙醚 、 水 为溶剂， 反应 5.0h， 生成 2-(3-hydroxyphenyl)-1-methylpiperidine
  参考文献：
  名称：

  Synthesis and cholinesterase activity of phenylcarbamates related to Rivastigmine, a therapeutic agent for Alzheimer's disease

  摘要：

  In order to develop new cholinesterase agents effective against Alzheimer's disease (AD) we synthesized some phenylcarbamates structurally related to Rivastigmine and evaluated their in vitro and in vivo biological activity. Among the compounds which displayed the most significant in vitro activity, 1-[1-(3-dimethylcarbamoyloxyphenyl)ethyl]piperidine (31b), in addition to a simple and cheaper synthesis, showed lower toxicity and very similar therapeutic index in comparison with Rivastigmine. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(01)01324-1
• 作为产物：
  描述：

  5-(3-甲氧基苯基)-5-氧代戊酸 在 sodium hydride 、 formamide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 6-(3-methoxyphenyl)-1-methyl-2-piperidone
  参考文献：
  名称：

  Synthesis and cholinesterase activity of phenylcarbamates related to Rivastigmine, a therapeutic agent for Alzheimer's disease

  摘要：

  In order to develop new cholinesterase agents effective against Alzheimer's disease (AD) we synthesized some phenylcarbamates structurally related to Rivastigmine and evaluated their in vitro and in vivo biological activity. Among the compounds which displayed the most significant in vitro activity, 1-[1-(3-dimethylcarbamoyloxyphenyl)ethyl]piperidine (31b), in addition to a simple and cheaper synthesis, showed lower toxicity and very similar therapeutic index in comparison with Rivastigmine. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(01)01324-1