N-(2,6-二甲基苯基)-5-(羟甲基)-1,2-恶唑-3-甲酰胺 | 130403-18-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2,6-二甲基苯基)-5-(羟甲基)-1,2-恶唑-3-甲酰胺
• 英文名称: D3017
• 英文别名: 3-(2,6-dimethyl phenylcarbamoyl) 5-hydroxymethyl isoxazole；3-Isoxazolecarboxamide, N-(2,6-dimethylphenyl)-5-(hydroxymethyl)-；N-(2,6-dimethylphenyl)-5-(hydroxymethyl)-1,2-oxazole-3-carboxamide
• CAS: 130403-18-8
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: INTCSWFXEXGUFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2,6-二甲基苯基)-5-(羟甲基)-1,2-恶唑-3-甲酰胺 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以40%的产率得到N-(2,6-二甲基苯基)-5-(氟甲基)-1,2-恶唑-3-甲酰胺
  参考文献：
  名称：

  New N-aryl isoxazolecarboxamides and N-isoxazolylbenzamides as anticonvulsant agents

  摘要：

  We prepared a series of N-aryl isoxazolecarboxamide, N-isoxazolylbenzamide compounds and derivatives and studied their anticonvulsant action in MES and MMS tests. Some of these reveal considerable activity, especially with respect to MES test. The disubstitution in the 2.6-position on the phenyl ring by two methyl groups would appear to be of primary importance for the activity. The amide bridge between the phenyl and isoxazolic rings, whether of the anilide or benzamide type, seems to show similar anticonvulsant behavior. We have selected the derivatives 8 (N-(2.6-dimethylphenyl)-5-methyl-3-isoxazolecarboxamide, 12 (N-(2,6-dimethylphenyl)-5-hydroxymethyl-3-isoxazolecarboxamide) and 51 (N-(5-methyl-3-isoxazolyl)-2.6-dimethylbenzamide) which are presently being studied in more extended pharmacological tests.

  DOI：

  10.1016/0223-5234(92)90137-p
• 作为产物：
  描述：

  甲基5-(羟基甲基)-1,2-恶唑-3-羧酸酯 在 ammonium hydroxide 、 sodium hydroxide 、 硫酸 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 、 溶剂黄146 为溶剂， 反应 24.0h， 生成 N-(2,6-二甲基苯基)-5-(羟甲基)-1,2-恶唑-3-甲酰胺
  参考文献：
  名称：

  New N-aryl isoxazolecarboxamides and N-isoxazolylbenzamides as anticonvulsant agents

  摘要：

  We prepared a series of N-aryl isoxazolecarboxamide, N-isoxazolylbenzamide compounds and derivatives and studied their anticonvulsant action in MES and MMS tests. Some of these reveal considerable activity, especially with respect to MES test. The disubstitution in the 2.6-position on the phenyl ring by two methyl groups would appear to be of primary importance for the activity. The amide bridge between the phenyl and isoxazolic rings, whether of the anilide or benzamide type, seems to show similar anticonvulsant behavior. We have selected the derivatives 8 (N-(2.6-dimethylphenyl)-5-methyl-3-isoxazolecarboxamide, 12 (N-(2,6-dimethylphenyl)-5-hydroxymethyl-3-isoxazolecarboxamide) and 51 (N-(5-methyl-3-isoxazolyl)-2.6-dimethylbenzamide) which are presently being studied in more extended pharmacological tests.

  DOI：

  10.1016/0223-5234(92)90137-p

文献信息

• Composés isoxazoles et isoxazolines à activité anticonvulsivante, procédé de préparation et compositions thérapeutiques les contenant
  申请人：NOVAPHARME

  公开号：EP0371876B1

  公开（公告）日：1993-11-24
• US5059614A
  申请人：——

  公开号：US5059614A

  公开（公告）日：1991-10-22
• US5464860A
  申请人：——

  公开号：US5464860A

  公开（公告）日：1995-11-07