1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-amine
• 英文别名: 2-(4-nitrophenyl)-5-(trifluoromethyl)pyrazol-3-amine
• 化学式: C₁₀H₇F₃N₄O₂
• 分子量: 272.186
• InChiKey: PWWBJGBAVWVOFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  89.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-amine 、 对氯苯异氰酸酯 以 二氯甲烷 为溶剂， 反应 20.0h， 以8%的产率得到1-(4-chlorophenyl)-3-(1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)urea
  参考文献：
  名称：

  Selective targeting of the αC and DFG-out pocket in p38 MAPK

  摘要：

  The p38 MAPK cascade is a key signaling pathway linked to a multitude of physiological functions and of central importance in inflammatory and autoimmune diseases. Although studied extensively, little is known about how conformation-specific inhibitors alter signaling outcomes. Here, we have explored the highly dynamic back pocket of p38 MAPK with allosteric urea fragments. However, screening against known off-targets showed that these fragments maintained the selectivity issues of their parent compound BIRB-796, while combination with the hinge-binding motif of VPC-00628 greatly enhanced inhibitor selectivity. Further efforts focused therefore on the exploration of the αC-out pocket of p38 MAPK, yielding compound 137 as a highly selective type-II inhibitor. Even though 137 is structurally related to a recent p38 type-II chemical probe, SR-318, the data presented here provide valuable insights into back-pocket interactions that are not addressed in SR-318 and it provides an alternative chemical tool with good cellular activity targeting also the p38 back pocket.

  DOI：

  10.1016/j.ejmech.2020.112721
• 作为产物：
  描述：

  5-氨基四氮唑 、 2,2,2-trifluoro-N-(4-nitrophenyl)ethanehydrazonoyl chloride 在 三乙胺 作用下， 以 乙醇 为溶剂， 以58%的产率得到1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-amine
  参考文献：
  名称：

  AZOLE INHIBITORS OF CYTOKINE PRODUCTION

  摘要：

  具有以下化学式的化合物对于治疗由白细胞介素-2、白细胞介素-4或白细胞介素-5产生抑制剂预防或改善的疾病是有用的。

  公开号：

  US20010044445A1