3-((5-methylisoxazol-3-yl)amino)cyclohex-2-enone | 1217863-06-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((5-methylisoxazol-3-yl)amino)cyclohex-2-enone
• 英文别名: 3-[(5-methyl-1,2-oxazol-3-yl)amino]cyclohex-2-en-1-one
• CAS: 1217863-06-3
• 化学式: C₁₀H₁₂N₂O₂
• mdl: MFCD15146473
• 分子量: 192.217
• InChiKey: RAJYEVUWOYRVOS-UHFFFAOYSA-N

物化性质

• 沸点：
  357.7±42.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为产物：
  描述：

  3-氨基-5-甲基异恶唑 、 1,3-环己二酮 以 乙醇 、 乙酸乙酯 为溶剂， 反应 6.0h， 以80%的产率得到3-((5-methylisoxazol-3-yl)amino)cyclohex-2-enone
  参考文献：
  名称：

  Enaminones 12. An explanation of anticonvulsant activity and toxicity per Linus Pauling’s clathrate hypothesis

  摘要：

  The x-ray crystal structure of 3-((5-methylisoxazol-3-yl)amino)-5-methylcyclohex-2-enone (12b) and 3((5-methylisoxazolyl-3-yl)amino)-5,5-dimethylcyclohex-2-enone (12c) were determined and correlated to their anticonvulsant activity in mice and rats. A hypothesis for the toxicity of the analogs are advanced. In addition, a series of 5-methyl-N-(3-oxocyclohex-1-enyl)-isoxazole-3-carboxamides were synthesized and evaluated for anticonvulsant activity. These compounds were compared to the activity of the corresponding amino and aminomethyl enaminones. Additional investigation involved the synthesis and evaluation of a trifluoromethyl analog of the active isoxazole tert-butyl 4-(5-methisoxazol-3-yl-amino)-6-methyl-2-oxo-cyclohex-3-ene carboxylate (4f). Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2012.02.003

文献信息

• Enaminones 12. An explanation of anticonvulsant activity and toxicity per Linus Pauling’s clathrate hypothesis
  作者：Patrice L. Jackson、Clive D. Hanson、Alanna K. Farrell、Raymond J. Butcher、James P. Stables、Natalie D. Eddington、K.R. Scott

  DOI：10.1016/j.ejmech.2012.02.003

  日期：2012.5

  The x-ray crystal structure of 3-((5-methylisoxazol-3-yl)amino)-5-methylcyclohex-2-enone (12b) and 3((5-methylisoxazolyl-3-yl)amino)-5,5-dimethylcyclohex-2-enone (12c) were determined and correlated to their anticonvulsant activity in mice and rats. A hypothesis for the toxicity of the analogs are advanced. In addition, a series of 5-methyl-N-(3-oxocyclohex-1-enyl)-isoxazole-3-carboxamides were synthesized and evaluated for anticonvulsant activity. These compounds were compared to the activity of the corresponding amino and aminomethyl enaminones. Additional investigation involved the synthesis and evaluation of a trifluoromethyl analog of the active isoxazole tert-butyl 4-(5-methisoxazol-3-yl-amino)-6-methyl-2-oxo-cyclohex-3-ene carboxylate (4f). Published by Elsevier Masson SAS.