N-((R)-cyano-methyl-methyl)-3-{5-[4-(isopropylaminomethyl)phenyl]-1H-pyrazol-3-yl}benzamide | 1262845-14-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-((R)-cyano-methyl-methyl)-3-{5-[4-(isopropylaminomethyl)phenyl]-1H-pyrazol-3-yl}benzamide
• 英文别名: (R)-N-(1-cyanoethyl)-3-(5-(4-((isopropylamino)methyl)phenyl)-1H-pyrazol-3-yl)benzamide；N-[(1R)-1-cyanoethyl]-3-[5-[4-[(propan-2-ylamino)methyl]phenyl]-1H-pyrazol-3-yl]benzamide
• CAS: 1262845-14-6
• 化学式: C₂₃H₂₅N₅O
• 分子量: 387.484
• InChiKey: TXDVLJPWDLIFHD-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  93.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-<4-(Dimethoxymethyl)phenyl>ethanone 在 sodium tetrahydroborate 、 三乙酰氧基硼氢化钠 、 sodium hydride 、 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-) 、 三氟乙酸 、 lithium hydroxide 、 肼 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-((R)-cyano-methyl-methyl)-3-{5-[4-(isopropylaminomethyl)phenyl]-1H-pyrazol-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

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.