3-{5-[3-bromo-4-(4-methylpiperazin-1-yl)phenyl]-1H-pyrazol-3-yl}-N-cyanomethylbenzamide | 1262844-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-{5-[3-bromo-4-(4-methylpiperazin-1-yl)phenyl]-1H-pyrazol-3-yl}-N-cyanomethylbenzamide
• 英文别名: 3-(5-(3-bromo-4-(4-methylpiperazin-1-yl)phenyl)-1H-pyrazol-3-yl)-N-(cyanomethyl)benzamide；3-[5-[3-bromo-4-(4-methylpiperazin-1-yl)phenyl]-1H-pyrazol-3-yl]-N-(cyanomethyl)benzamide
• CAS: 1262844-92-7
• 化学式: C₂₃H₂₃BrN₆O
• 分子量: 479.379
• InChiKey: AKAFQYZCIMMDMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  88
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(5-(3-bromo-4-(4-methylpiperazin-1-yl)phenyl)-1H-pyrazol-3-yl)benzoic acid 、 氨基乙腈 在 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 N,N-二甲基甲酰胺 为溶剂， 生成 3-{5-[3-bromo-4-(4-methylpiperazin-1-yl)phenyl]-1H-pyrazol-3-yl}-N-cyanomethylbenzamide
  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

文献信息

• 3,5-Diarylazoles as novel and selective inhibitors of protein kinase D
  作者：Gabriel G. Gamber、Erik Meredith、Qingming Zhu、Wanlin Yan、Chang Rao、Michael Capparelli、Robin Burgis、Istvan Enyedy、Ji-Hu Zhang、Nicolas Soldermann、Kimberley Beattie、Olga Rozhitskaya、Keith A. Koch、Nikos Pagratis、Vinayak Hosagrahara、Richard B. Vega、Timothy A. McKinsey、Lauren Monovich

  DOI：10.1016/j.bmcl.2011.01.014

  日期：2011.3

  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.