2-amino-6-(4-{[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl)-5-phenylnicotinonitrile | 791851-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-amino-6-(4-{[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl)-5-phenylnicotinonitrile
• 英文别名: 2-amino-6-[4-[[4-(2-oxo-3H-benzimidazol-1-yl)piperidin-1-yl]methyl]phenyl]-5-phenylpyridine-3-carbonitrile
• CAS: 791851-46-2
• 化学式: C₃₁H₂₈N₆O
• 分子量: 500.603
• InChiKey: SUBGOBRHJSIFTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  98.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-6-(4-{[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl)-5-phenylnicotinonitrile 、 异氰酸乙酯 在 silica gel 、 甲醇 、 二氯甲烷 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以to give the title compound (7-1)的产率得到N-[3-cyano-6-(4-{[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl)-5-phenylpyridin-2-yl]-N'-ethylurea
  参考文献：
  名称：

  Inhibitors of Akt activity

  摘要：

  本发明涉及一种含有取代吡啶基团的化合物，其抑制Akt（一种丝氨酸/苏氨酸蛋白激酶）的活性。该发明进一步涉及含有本发明化合物的化疗组合物以及治疗癌症的方法，其中包括给予本发明化合物的治疗。

  公开号：

  US07579355B2
• 作为产物：
  描述：

  2-Chloro-6-(4-{[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl]-5-phenylnicotinonitrile 在 氨 作用下， 生成 2-amino-6-(4-{[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl)-5-phenylnicotinonitrile
  参考文献：
  名称：

  Rapid assembly of diverse and potent allosteric Akt inhibitors

  摘要：

  This paper describes the rapid assembly of four different classes of potent Akt inhibitors from a common intermediate. Among them, a pyridopyrimidine series displayed the best intrinsic and cell potency against Akt1 and Akt2. This series also showed a promising pharmacokinetic pro. le and excellent selectivity over other closely related kinases. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.10.023

文献信息

• Inhibitors of akt activity
  申请人：Bilodeau T Mark

  公开号：US20070043001A1

  公开（公告）日：2007-02-22

  The present invention is directed to compounds which contain a substituted pyridine moeity which inhibit the activity of Akt, a serine/threonine protein kinase. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for treating cancer comprising administration of the compounds of the invention.

  本发明涉及化合物，其中包含取代的吡啶基团，可抑制Akt蛋白激酶的活性。本发明还涉及含有本发明化合物的化疗组合物和治疗癌症的方法，包括给予本发明化合物的治疗方法。
• INHIBITORS OF AKT ACTIVITY
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP1622616B1

  公开（公告）日：2011-06-15
• US7579355B2
  申请人：——

  公开号：US7579355B2

  公开（公告）日：2009-08-25
• [EN] INHIBITORS OF AKT ACTIVITY<br/>[FR] INHIBITEURS DE L'ACTIVITE AKT
  申请人：MERCK & CO INC

  公开号：WO2004096131A2

  公开（公告）日：2004-11-11

  The present invention is directed to compounds which contain a substituted pyridine moiety which inhibit the activity of Akt, a serine/threonine protein kinase. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for treating cancer comprising administration of the compounds of the invention.
• Rapid assembly of diverse and potent allosteric Akt inhibitors
  作者：Zhicai Wu、Ronald G. Robinson、Sheng Fu、Stanley F. Barnett、Deborah Defeo-Jones、Raymond E. Jones、Astrid M. Kral、Hans E. Huber、Nancy E. Kohl、George D. Hartman、Mark T. Bilodeau

  DOI：10.1016/j.bmcl.2007.10.023

  日期：2008.3

  This paper describes the rapid assembly of four different classes of potent Akt inhibitors from a common intermediate. Among them, a pyridopyrimidine series displayed the best intrinsic and cell potency against Akt1 and Akt2. This series also showed a promising pharmacokinetic pro. le and excellent selectivity over other closely related kinases. (C) 2008 Published by Elsevier Ltd.