D2624 | 130402-91-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: D2624
• 英文别名: 3-(2,6-dimethyl phenylcarbamoyl) 5-methyl isoxazole；3-(2,6-dimethyl phenylcarbamoyl)-5-methyl isoxazole；N-(2,6-Dimethylphenyl)-5-methyl-3-isoxazolecarboxamide；N-(2,6-dimethylphenyl)-5-methyl-1,2-oxazole-3-carboxamide
• CAS: 130402-91-4
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: RLXJYVWTIYEJIQ-UHFFFAOYSA-N

物化性质

• 熔点：
  100 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  306.2±42.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  D2624 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以45%的产率得到2,6-二甲基-N-[(5-甲基-1,2-恶唑-3-基)甲基]苯胺
  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：

  5-甲基异恶唑-3-羰酰氯 、 2,6-二甲基苯胺 以 甲苯 为溶剂， 生成 D2624
  参考文献：
  名称：

  Novel isoxazole and isoxazoline compounds with anticonvulsant activity

  摘要：

  本发明的对象是一类抗惊厥杂环化合物，其通用公式为：##STR1##，其中R.sub.1和R.sub.2各自选自C.sub.1-C.sub.4烷基、苯基、苄基、三氟甲基或卤素，R.sub.3选自氢、羟基、C.sub.1-C.sub.4烷基或烷氧基，R.sub.4在3号或5号位置选自氢、三氟甲基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷基或C.sub.1-C.sub.4羟烷基，R.sub.5选自氢或C.sub.4-C.sub.4烷基，或者R.sub.4和R.sub.5共同形成一个四亚甲基基团，杂环上3号或5号位置的Z选自：--N(R.sub.6)--CO--，--CO--N(R.sub.6)--，--N(R.sub.6)--CO--N(R.sub.6)--，--CH(R.sub.6)--NH--CO--，或--NH-CO--CH(R.sub.6)，其中R.sub.6选自氢或C.sub.1-C.sub.4烷基。

  公开号：

  US05059614A1

文献信息

• Novel isoxazole and isoxazoline compounds with anticonvulsant activity
  申请人：Novapharme

  公开号：US05059614A1

  公开（公告）日：1991-10-22

  The object of the invention are anticonvulsant heterocyclic compounds of general formula: ##STR1## in which R.sub.1 and R.sub.2 is each selected from C.sub.1 -C.sub.4 alkyl, phenyl, benzyl, trifluoromethyl or halogen, R.sub.3 is selected from hydrogen, hydroxy, C.sub.1 -C.sub.4 alkyl or alkoxy, R.sub.4, in position 3 or 5, is selected from hydrogen, trifluoromethyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 hydroxyalkyl, R.sub.5 is selected from hydrogen or C.sub.4 -C.sub.4 alkyl or R.sub.4 and R.sub.5 together form a tetramethylene group, Z at position 3 or 5 on the heterocycle is selected from: --N(R.sub.6)--CO--, --CO--N(R.sub.6)--, --N(R.sub.6)--CO--N(R.sub.6)-- --CH(R.sub.6)--NH--CO--, or --NH-CO--CH(R.sub.6), in which R.sub.6 is selected from hydrogen or C.sub.1 -C.sub.4 alkyl.

  本发明的对象是一类抗惊厥杂环化合物，其通用公式为：##STR1##，其中R.sub.1和R.sub.2各自选自C.sub.1-C.sub.4烷基、苯基、苄基、三氟甲基或卤素，R.sub.3选自氢、羟基、C.sub.1-C.sub.4烷基或烷氧基，R.sub.4在3号或5号位置选自氢、三氟甲基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4烷基或C.sub.1-C.sub.4羟烷基，R.sub.5选自氢或C.sub.4-C.sub.4烷基，或者R.sub.4和R.sub.5共同形成一个四亚甲基基团，杂环上3号或5号位置的Z选自：--N(R.sub.6)--CO--，--CO--N(R.sub.6)--，--N(R.sub.6)--CO--N(R.sub.6)--，--CH(R.sub.6)--NH--CO--，或--NH-CO--CH(R.sub.6)，其中R.sub.6选自氢或C.sub.1-C.sub.4烷基。
• LEPAGE, FRANCIS;HUBLOT, BERNARD
  作者：LEPAGE, FRANCIS、HUBLOT, BERNARD

  DOI：——

  日期：——
• 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
• New N-aryl isoxazolecarboxamides and N-isoxazolylbenzamides as anticonvulsant agents
  作者：F Lepage、F Tombret、G Cuvier、A Marivain、JM Gillardin

  DOI：10.1016/0223-5234(92)90137-p

  日期：1992.9

  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.