1-methyl-6-(4-(pyridin-4-ylmethoxy)-3-(trifluoromethyl)phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile | 1245013-76-6

• 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: 1-methyl-6-(4-(pyridin-4-ylmethoxy)-3-(trifluoromethyl)phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile
• 英文别名: 1-methyl-6-[4-(pyridin-4-ylmethoxy)-3-(trifluoromethyl)phenyl]imidazo[4,5-c]pyridine-4-carbonitrile
• CAS: 1245013-76-6
• 化学式: C₂₁H₁₄F₃N₅O
• 分子量: 409.37
• InChiKey: UXTAEAXKLSROGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  76.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  6-chloro-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile 、 4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)phenoxy)-methyl)pyridine 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 三环己基膦 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 生成 1-methyl-6-(4-(pyridin-4-ylmethoxy)-3-(trifluoromethyl)phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile
  参考文献：
  名称：

  6-Phenyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile as cathepsin S inhibitors

  摘要：

  6-Phenyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile analogues were identified as potent and selective cathepsin S inhibitor against both purified enzyme and in human JY cell based cellular assays. This core has a very stable thio-trapping nitrile war-head in comparison with the well reported pyrimidine-2-carbonitrile cysteine cathepsin inhibitors. Compound 47 is also very potent in in vivo mouse spleenic Lip10 accumulation assays. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.072

文献信息

• 6-Phenyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile as cathepsin S inhibitors
  作者：Jiaqiang Cai、Mark Baugh、Darcey Black、Clive Long、D. Jonathan Bennett、Maureen Dempster、Xavier Fradera、Jonathan Gillespie、Fiona Andrews、Sylviane Boucharens、John Bruin、Kenneth S. Cameron、Iain Cumming、William Hamilton、Philip S. Jones、Allard Kaptein、Emma Kinghorn、Maurice Maidment、Iain Martin、Ann Mitchell、Zoran Rankovic、John Robinson、Paul Scullion、Joost C.M. Uitdehaag、Paul Vink、Paul Westwood、Mario van Zeeland、Leon van Berkom、Martijn Bastiani、Tommi Meulemans

  DOI：10.1016/j.bmcl.2010.06.072

  日期：2010.8

  6-Phenyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile analogues were identified as potent and selective cathepsin S inhibitor against both purified enzyme and in human JY cell based cellular assays. This core has a very stable thio-trapping nitrile war-head in comparison with the well reported pyrimidine-2-carbonitrile cysteine cathepsin inhibitors. Compound 47 is also very potent in in vivo mouse spleenic Lip10 accumulation assays. (C) 2010 Elsevier Ltd. All rights reserved.