N-[4-(trifluoromethyl)phenyl]furazancarboxamide | 1263303-72-5

• 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: N-[4-(trifluoromethyl)phenyl]furazancarboxamide
• 英文别名: N-[4-(trifluoromethyl)phenyl]-1,2,5-oxadiazole-3-carboxamide
• CAS: 1263303-72-5
• 化学式: C₁₀H₆F₃N₃O₂
• 分子量: 257.172
• InChiKey: RBIVSAXOZMJCIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[4-(trifluoromethyl)phenyl]furazancarboxamide 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以89%的产率得到(E)-N-hydroxy-2-oxo-2-((4-(trifluoromethyl)phenyl)amino)acetimidoyl cyanide
  参考文献：
  名称：

  1,2,5-Oxadiazole analogues of leflunomide and related compounds

  摘要：

  A new series of compounds, structurally related to leflunomide, based on the 1,2,5-oxadiazole ring system (furazan) has been synthesised, and their ability to undergo ring scission at physiological pH to afford the corresponding cyano-oximes has been analyzed. The latter, together with the respective nitro derivatives obtained by oxidation, have been characterised as weak inhibitors of rat dihydroorotate dehydrogenase (DHODH). (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.029
• 作为产物：
  描述：

  1,2,5-氧恶唑-3-羧酸 、 对三氟甲基苯胺 在 三苯基二氯化膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以40%的产率得到N-[4-(trifluoromethyl)phenyl]furazancarboxamide
  参考文献：
  名称：

  1,2,5-Oxadiazole analogues of leflunomide and related compounds

  摘要：

  A new series of compounds, structurally related to leflunomide, based on the 1,2,5-oxadiazole ring system (furazan) has been synthesised, and their ability to undergo ring scission at physiological pH to afford the corresponding cyano-oximes has been analyzed. The latter, together with the respective nitro derivatives obtained by oxidation, have been characterised as weak inhibitors of rat dihydroorotate dehydrogenase (DHODH). (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.029

文献信息

• 1,2,5-Oxadiazole analogues of leflunomide and related compounds
  作者：Marta Giorgis、Marco Lucio Lolli、Barbara Rolando、Angela Rao、Paolo Tosco、Shilpi Chaurasia、Domenica Marabello、Roberta Fruttero、Alberto Gasco

  DOI：10.1016/j.ejmech.2010.10.029

  日期：2011.1

  A new series of compounds, structurally related to leflunomide, based on the 1,2,5-oxadiazole ring system (furazan) has been synthesised, and their ability to undergo ring scission at physiological pH to afford the corresponding cyano-oximes has been analyzed. The latter, together with the respective nitro derivatives obtained by oxidation, have been characterised as weak inhibitors of rat dihydroorotate dehydrogenase (DHODH). (C) 2010 Elsevier Masson SAS. All rights reserved.