4-(3-Tert-butylphenyl)-6-propylpyrimidine-2-carbonitrile | 1219941-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(3-Tert-butylphenyl)-6-propylpyrimidine-2-carbonitrile
• CAS: 1219941-44-2
• 化学式: C₁₈H₂₁N₃
• 分子量: 279.385
• InChiKey: UFQYUTMOGQOOFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  49.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-propyl-6-trimethylstannanyl-pyrimidine-2-carbonitrile 、 1-溴-3-叔丁基苯 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-Tert-butylphenyl)-6-propylpyrimidine-2-carbonitrile
  参考文献：
  名称：

  2-Phenyl-9H-purine-6-carbonitrile derivatives as selective cathepsin S inhibitors

  摘要：

  Starting from previously disclosed equally potent cathepsin K and S inhibitor 4-propyl-6-(3-trifluoromethylphenyl) pyrimidine-2-carbonitrile 1, a novel 2-phenyl-9H-purine-6-carbonitrile scaffold was identified to provide potent and selective cathepsin S inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.049

文献信息

• Design and optimization of a series of novel 2-cyano-pyrimidines as cathepsin K inhibitors
  作者：Zoran Rankovic、Jiaqiang Cai、Jennifer Kerr、Xavier Fradera、John Robinson、Ashvin Mistry、Emma Hamilton、George McGarry、Fiona Andrews、Wilson Caulfield、Iain Cumming、Maureen Dempster、John Waller、Paul Scullion、Iain Martin、Ann Mitchell、Clive Long、Mark Baugh、Paul Westwood、Emma Kinghorn、John Bruin、William Hamilton、Joost Uitdehaag、Mario van Zeeland、Dominique Potin、Laurent Saniere、Andre Fouquet、François Chevallier、Hortense Deronzier、Cecile Dorleans、Eric Nicolai

  DOI：10.1016/j.bmcl.2010.01.100

  日期：2010.3

  Morphing structural features of HTS-derived chemotypes led to the discovery of novel 2-cyano-pyrimidine inhibitors of cathepsin K with good pharmacokinetic profiles, for example, compound 20 showed high catK potency (IC(50) = 4 nM), >580-fold selectivity over catL and catB, and oral bioavailability in the rat of 52%. (C) 2010 Elsevier Ltd. All rights reserved.
• 2-Phenyl-9H-purine-6-carbonitrile derivatives as selective cathepsin S inhibitors
  作者：Jiaqiang Cai、D. Jonathan Bennett、Zoran Rankovic、Maureen Dempster、Xavier Fradera、Jonathan Gillespie、Iain Cumming、William Finlay、Mark Baugh、Sylviane Boucharens、John Bruin、Kenneth S. Cameron、William Hamilton、Jennifer Kerr、Emma Kinghorn、George McGarry、John Robinson、Paul Scullion、Joost C.M. Uitdehaag、Mario van Zeeland、Dominique Potin、Laurent Saniere、Andre Fouquet、Francois Chevallier、Hortense Deronzier、Cecile Dorleans、Eric Nicolai

  DOI：10.1016/j.bmcl.2010.06.049

  日期：2010.8

  Starting from previously disclosed equally potent cathepsin K and S inhibitor 4-propyl-6-(3-trifluoromethylphenyl) pyrimidine-2-carbonitrile 1, a novel 2-phenyl-9H-purine-6-carbonitrile scaffold was identified to provide potent and selective cathepsin S inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.