1-(2,4,6-trimethoxyphenyl)imidazolidin-2-one | 306968-17-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1-(2,4,6-trimethoxyphenyl)imidazolidin-2-one
• CAS: 306968-17-2
• 化学式: C₁₂H₁₆N₂O₄
• 分子量: 252.27
• InChiKey: QFRKYBNOMJPARS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  60
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,4,6-trimethoxyphenyl)imidazolidin-2-one 、 4-(2-chloroethyl)-1-(2,3-dihydrobenzo[1,4]dioxin-2-yl-methyl)piperidine hydrochloride 在 sodium hydride 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 4.0h， 以25%的产率得到1-{2-[1-(2,3-Dihydro-benzo[1,4]dioxin-2-ylmethyl)-piperidin-4-yl]-ethyl}-3-(2,4,6-trimethoxy-phenyl)-imidazolidin-2-one
  参考文献：
  名称：

  New Substituted 1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-4-yl Derivatives with α₂-Adrenoceptor Antagonist Activity

  摘要：

  The emergence of a novel theory concerning the role of noradrenaline in the progression and the treatment of neurodegenerative diseases such as Parkinson's and Alzheimer's diseases has provided a new impetus toward the discovery of novel compounds acting at alpha(2)-adrenoceptors. A series of substituted 1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl) piperidin-4-yl derivatives bearing an amide, urea, or imidazolidinone moiety was studied. Some members of this series of compounds proved to be potent alpha(2)-adrenoceptor antagonists with good selectivity versus alpha(1)-adrenergic and D(2)-dopamine receptors. Particular emphasis is given to compound 33g which displays potent alpha(2)-adrenoceptor binding affinity in vitro and central effects in vivo following oral administration.

  DOI：

  10.1021/jm991121g
• 作为产物：
  描述：

  2,4,6-三甲氧基苯胺 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.5h， 生成 1-(2,4,6-trimethoxyphenyl)imidazolidin-2-one
  参考文献：
  名称：

  New Substituted 1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-4-yl Derivatives with α₂-Adrenoceptor Antagonist Activity

  摘要：

  The emergence of a novel theory concerning the role of noradrenaline in the progression and the treatment of neurodegenerative diseases such as Parkinson's and Alzheimer's diseases has provided a new impetus toward the discovery of novel compounds acting at alpha(2)-adrenoceptors. A series of substituted 1-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl) piperidin-4-yl derivatives bearing an amide, urea, or imidazolidinone moiety was studied. Some members of this series of compounds proved to be potent alpha(2)-adrenoceptor antagonists with good selectivity versus alpha(1)-adrenergic and D(2)-dopamine receptors. Particular emphasis is given to compound 33g which displays potent alpha(2)-adrenoceptor binding affinity in vitro and central effects in vivo following oral administration.

  DOI：

  10.1021/jm991121g