3-(5-(4-(((tetrahydro-2H-pyran-4-yl)amino)methyl)phenyl)isoxazol-3-yl)benzoic acid | 1284211-21-7

• 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: 3-(5-(4-(((tetrahydro-2H-pyran-4-yl)amino)methyl)phenyl)isoxazol-3-yl)benzoic acid
• CAS: 1284211-21-7
• 化学式: C₂₂H₂₂N₂O₄
• 分子量: 378.428
• InChiKey: UPYPOALLJHEHAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  84.59
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(5-(4-(((tetrahydro-2H-pyran-4-yl)amino)methyl)phenyl)isoxazol-3-yl)benzoic acid 在 sodium tetrahydroborate 、 三乙胺 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-((R)-cyano-methyl-methyl)-3-(5-{4-[(tetrahydropyran-4-ylamino)methyl]phenyl}isoxazol-3-yl)benzamide
  参考文献：
  名称：

  3,5-Diarylazoles as novel and selective inhibitors of protein kinase D

  摘要：

  The synthesis and preliminary studies of the SAR of novel 3,5-diarylazole inhibitors of Protein Kinase D (PKD) are reported. Notably, optimized compounds in this class have been found to be active in cellular assays of phosphorylation-dependant HDAC5 nuclear export, orally bioavailable, and highly selective versus a panel of additional putative histone deacetylase (HDAC) kinases. Therefore these compounds could provide attractive tools for the further study of PKD / HDAC5 signaling. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.014
• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 3-(5-(4-(((tetrahydro-2H-pyran-4-yl)amino)methyl)phenyl)isoxazol-3-yl)benzoic acid
  参考文献：
  名称：

  3,5-Diarylazoles as novel and selective inhibitors of protein kinase D

  摘要：

  The synthesis and preliminary studies of the SAR of novel 3,5-diarylazole inhibitors of Protein Kinase D (PKD) are reported. Notably, optimized compounds in this class have been found to be active in cellular assays of phosphorylation-dependant HDAC5 nuclear export, orally bioavailable, and highly selective versus a panel of additional putative histone deacetylase (HDAC) kinases. Therefore these compounds could provide attractive tools for the further study of PKD / HDAC5 signaling. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.014