5-[1-(4-methoxyphenyl)-4-piperazinyl]methyl-2-amino-2-oxazoline | 132786-14-2

• 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: 5-[1-(4-methoxyphenyl)-4-piperazinyl]methyl-2-amino-2-oxazoline
• 英文别名: 4,5-Dihydro-5-((4-(4-methoxyphenyl)-1-piperazinyl)methyl)-2-oxazolamine；5-[[4-(4-methoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine
• CAS: 132786-14-2
• 化学式: C₁₅H₂₂N₄O₂
• 分子量: 290.365
• InChiKey: MBLSJHGGVBNRPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  63.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[1-(4-methoxyphenyl)-4-piperazinyl]methyl-2-amino-2-oxazoline 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 8.0h， 以53%的产率得到{2-Hydroxy-3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-urea
  参考文献：
  名称：

  Synthesis and psychotrope evaluation of new 3-ureidopropan-2-ols using the skin conductance reaction (SCR)-habituation test

  摘要：

  The syntheses of 1-substituted 3-ureidopropan-2-ols 2 and 3-acetyl-5-(1-phenyl-4-piperazinyl)methy 5 from the corresponding 2-amino-2 oxazolines 1 are described. Some of these compounds have been investigated for psychotropic activity in mice using the skin conductance reaction (SCR)-habituation test. All the compounds produced a delay in habituation. The standard delaying dose (SDD 150) that delays SCR extinction until 150 100ths of an hour (+50% control time) was compared with that of the reference drug fenozolone for all the compounds.

  DOI：

  10.1016/0223-5234(94)90134-1
• 作为产物：
  描述：

  1-(4-甲氧基苯基)哌嗪 在 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 63.0h， 生成 5-[1-(4-methoxyphenyl)-4-piperazinyl]methyl-2-amino-2-oxazoline
  参考文献：
  名称：

  Synthesis and antidepressant activity of 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines

  摘要：

  The synthesis of 20 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines is described. Antidepressant activity was observed in mice using classical screening tests. Structure-activity relationships were studied and correlated with the nature of the aromatic substituent. Preliminary lipophilic and electronic properties of one lead compound (COR 3224) have been described.

  DOI：

  10.1016/0223-5234(92)90177-3

文献信息

• Reaction of 5-Substituted 2-Amino-2-oxazolines with Ethoxycarbonyl Isothiocyanate
  作者：Christian Jarry、Isabelle Forfar、Jacqueline Thomas、Jean Michel Leger、Michel Laguerre

  DOI：10.3987/com-93-6381

  日期：——

  The reaction of 2-amino-2-oxazolines with ethoxycarbonyl isothiocyanate was found to give only 2,3,6,7-tetrahydro-4H-oxazolo[3,2-a]-1,3,5-triazin-2-one-4-thiones, the structure of which was confirmed by X-ray crystallographic analysis. The direction of attack seems to be related to the more potent nucleophilic character of the endo nitrogen atom in 2-amino-2-oxazolines. In basic conditions the oxazoline ring can be easily hydrolyzed leading to 1-substituted 1,3,5-triazin-2,4-dione-6-thione.
• Synthesis and antidepressant activity of 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines
  作者：JJ Bosc、C Jarry、A Carpy、E Panconi、P Descas

  DOI：10.1016/0223-5234(92)90177-3

  日期：1992.8

  The synthesis of 20 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines is described. Antidepressant activity was observed in mice using classical screening tests. Structure-activity relationships were studied and correlated with the nature of the aromatic substituent. Preliminary lipophilic and electronic properties of one lead compound (COR 3224) have been described.
• Synthesis and psychotrope evaluation of new 3-ureidopropan-2-ols using the skin conductance reaction (SCR)-habituation test
  作者：I Forfar、C Jarry、MA Quermonne、M Boulouard

  DOI：10.1016/0223-5234(94)90134-1

  日期：1994.1

  The syntheses of 1-substituted 3-ureidopropan-2-ols 2 and 3-acetyl-5-(1-phenyl-4-piperazinyl)methy 5 from the corresponding 2-amino-2 oxazolines 1 are described. Some of these compounds have been investigated for psychotropic activity in mice using the skin conductance reaction (SCR)-habituation test. All the compounds produced a delay in habituation. The standard delaying dose (SDD 150) that delays SCR extinction until 150 100ths of an hour (+50% control time) was compared with that of the reference drug fenozolone for all the compounds.