tert-butyl 4-(5-methylisoxazol-3-ylamino)-6-trifluoromethyl-2-oxocyclohex-3-ene carboxylate | 1377150-76-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl 4-(5-methylisoxazol-3-ylamino)-6-trifluoromethyl-2-oxocyclohex-3-ene carboxylate
• 英文别名: Tert-butyl 4-[(5-methyl-1,2-oxazol-3-yl)amino]-2-oxo-6-(trifluoromethyl)cyclohex-3-ene-1-carboxylate
• CAS: 1377150-76-9
• 化学式: C₁₆H₁₉F₃N₂O₄
• 分子量: 360.333
• InChiKey: WKRKAVYJLVWSGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  乙酰乙酸叔丁酯 在 sodium 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 tert-butyl 4-(5-methylisoxazol-3-ylamino)-6-trifluoromethyl-2-oxocyclohex-3-ene carboxylate
  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.