4-[3-Pyridin-3-yl-5-(trifluoromethyl)pyrazol-1-yl]aniline | 483342-24-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-[3-Pyridin-3-yl-5-(trifluoromethyl)pyrazol-1-yl]aniline
• CAS: 483342-24-1
• 化学式: C₁₅H₁₁F₃N₄
• 分子量: 304.274
• InChiKey: VMQHCUFEBKELEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  异烟酸酰氯 、 4-[3-Pyridin-3-yl-5-(trifluoromethyl)pyrazol-1-yl]aniline 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以50%的产率得到N-(4-(3-(pyridin-3-yl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)isonicotinamide
  参考文献：
  名称：

  Substituted pyrazoles as novel sEH antagonist: Investigation of key binding interactions within the catalytic domain

  摘要：

  A novel series of pyrazole sEH inhibitors is reported. Lead optimization efforts to replace the aniline core are also described. In particular, 2-pyridine, 3-pyridine and pyridazine analogs are potent sEH inhibitors with favorable CYP3A4 inhibitory and microsomal stability profiles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.095
• 作为产物：
  描述：

  3-(1-(4-nitrophenyl)-5-(trifluoromethyl)-1H-pyrazol-3-yl)pyridine 在 palladium on carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以97%的产率得到4-[3-Pyridin-3-yl-5-(trifluoromethyl)pyrazol-1-yl]aniline
  参考文献：
  名称：

  Substituted pyrazoles as novel sEH antagonist: Investigation of key binding interactions within the catalytic domain

  摘要：

  A novel series of pyrazole sEH inhibitors is reported. Lead optimization efforts to replace the aniline core are also described. In particular, 2-pyridine, 3-pyridine and pyridazine analogs are potent sEH inhibitors with favorable CYP3A4 inhibitory and microsomal stability profiles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.095

文献信息

• PHENYL PYRAZOLE DERIVATIVES AS SOLUBLE EPOXIDE HYDROLASE INHIBITORS
  申请人：Boehringer Ingelheim Pharmaceuticals Inc.

  公开号：EP1406892B1

  公开（公告）日：2007-09-05
• Substituted pyrazoles as novel sEH antagonist: Investigation of key binding interactions within the catalytic domain
  作者：Ho Yin Lo、Chuk C. Man、Roman W. Fleck、Neil A. Farrow、Richard H. Ingraham、Alison Kukulka、John R. Proudfoot、Raj Betageri、Tom Kirrane、Usha Patel、Rajiv Sharma、Mary Ann Hoermann、Alisa Kabcenell、Stéphane De Lombaert

  DOI：10.1016/j.bmcl.2010.09.095

  日期：2010.11

  A novel series of pyrazole sEH inhibitors is reported. Lead optimization efforts to replace the aniline core are also described. In particular, 2-pyridine, 3-pyridine and pyridazine analogs are potent sEH inhibitors with favorable CYP3A4 inhibitory and microsomal stability profiles. (C) 2010 Elsevier Ltd. All rights reserved.