N-(2,6-dimethylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)benzamide

• 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-(2,6-dimethylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)benzamide
• 英文别名: N-(2,6-dimethylphenyl)-4-[[4-[4-(trifluoromethoxy)phenyl]-5-(trifluoromethyl)pyrimidin-2-yl]amino]benzamide
• 化学式: C₂₇H₂₀F₆N₄O₂
• 分子量: 546.472
• InChiKey: PCBUAQSVQWQAPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  76.1
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2,4-二氯-5-三氟甲基嘧啶 在 bis-triphenylphosphine-palladium(II) chloride 、 水 、 三乙胺 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 、 叔丁醇 为溶剂， 反应 1.0h， 生成 N-(2,6-dimethylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)benzamide
  参考文献：
  名称：

  The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors

  摘要：

  Hedgehog signaling pathway inhibitors are emerging as new therapeutic intervention against cancer. A novel series of N-(2-pyrimidinylamino) benzamide derivatives as hedgehog signaling pathway inhibitors were designed and synthesized. Most compounds presented significant inhibitory effect on hedgehog signaling pathway, among which 21 compounds exhibited more potent than vismodegib. Furthermore, compound 6a showed moderate pharmacokinetic properties in vivo, representing a promising lead compound for further exploration. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.022

文献信息

• 作为Hedgehog信号传导的嘧啶胺类和吡啶胺 类抑制剂
  申请人：江苏先声药业有限公司

  公开号：CN103864770B

  公开（公告）日：2019-06-11

  本发明涉及作为Hedgehog信号传导的嘧啶胺类和吡啶胺类抑制剂，其为具式（I）结构的化合物或其药学上可接受的盐，本发明还涉及这些化合物可以作为hedgehog信号传导抑制剂的医药用途。
• The discovery of novel N-(2-pyrimidinylamino) benzamide derivatives as potent hedgehog signaling pathway inhibitors
  作者：Minhang Xin、Jun Wen、Feng Tang、Chongxing Tu、Han Shen、Xinge Zhao

  DOI：10.1016/j.bmcl.2013.10.022

  日期：2013.12

  Hedgehog signaling pathway inhibitors are emerging as new therapeutic intervention against cancer. A novel series of N-(2-pyrimidinylamino) benzamide derivatives as hedgehog signaling pathway inhibitors were designed and synthesized. Most compounds presented significant inhibitory effect on hedgehog signaling pathway, among which 21 compounds exhibited more potent than vismodegib. Furthermore, compound 6a showed moderate pharmacokinetic properties in vivo, representing a promising lead compound for further exploration. (C) 2013 Elsevier Ltd. All rights reserved.