N-<2-(2-aminophenyl)ethyl>benzylamine | 75594-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-<2-(2-aminophenyl)ethyl>benzylamine
• 英文别名: 2-Amino-N-benzyl-phenethylamin；2-[2-(Benzylamino)ethyl]aniline；2-[2-(benzylamino)ethyl]aniline
• CAS: 75594-95-5
• 化学式: C₁₅H₁₈N₂
• 分子量: 226.321
• InChiKey: QPKLBYNZGFXAHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-<2-(2-aminophenyl)ethyl>benzylamine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 3-benzyl-2-cyanoimino-1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-1,3-benzodiazepine
  参考文献：
  名称：

  Cylic guanidines. VIII. Synthesis of imidazo-1,3- and -2,4-benzodiazepine derivatives as blood platelet aggregation inhibitors.

  摘要：

  咪唑并[2,1-b][1,3]和-[2,4]苯并二氮杂卓-2-酮衍生物（4）和（13）以及咪唑并[1,2-α][1,3]苯并二氮杂卓-2-酮衍生物（9）是一种强效的血小板聚集抑制剂，咪唑并[2,1-b]喹唑啉-2-酮衍生物（14）是环扩张类似物。化合物9表现出强效活性，但4和13分别表现出低效活性和无活性。

  DOI：

  10.1248/cpb.28.1307
• 作为产物：
  描述：

  N-苄基-2-(2-硝基苯基)乙胺 在 platinum(IV) oxide 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以84%的产率得到N-<2-(2-aminophenyl)ethyl>benzylamine
  参考文献：
  名称：

  Cylic guanidines. VIII. Synthesis of imidazo-1,3- and -2,4-benzodiazepine derivatives as blood platelet aggregation inhibitors.

  摘要：

  咪唑并[2,1-b][1,3]和-[2,4]苯并二氮杂卓-2-酮衍生物（4）和（13）以及咪唑并[1,2-α][1,3]苯并二氮杂卓-2-酮衍生物（9）是一种强效的血小板聚集抑制剂，咪唑并[2,1-b]喹唑啉-2-酮衍生物（14）是环扩张类似物。化合物9表现出强效活性，但4和13分别表现出低效活性和无活性。

  DOI：

  10.1248/cpb.28.1307

文献信息

• Design and synthesis of benzoazepin-2-one analogs as allosteric binders targeting the PIF pocket of PDK1
  作者：Linyi Wei、Xiaoqi Gao、Robert Warne、Xueshi Hao、Dirksen Bussiere、Xiang-ju Gu、Tetsuo Uno、Yi Liu

  DOI：10.1016/j.bmcl.2010.05.019

  日期：2010.7

  A novel series of benzoazepin-2-ones were designed and synthesized targeting the PIF pocket of AGC protein kinases, among which a series of thioether-linked benzoazepin-2-ones were discovered to bind to the PIF pocket of 3-phosphoinositide- dependent kinase-1 (PDK1), and to displace the PIF peptide with an EC(50) values in the lower micromolar range. The structure-activity relationships (SARs) of the linker region, tail region, and distal region were explored to further optimize these novel binders which target the PIF pocket of PDK1. When tested in an in vitro PDK1 enzymatic assay using a peptide substrate, the benzodiazepin-2-ones increased the activity of the enzyme in a concentration-dependent fashion, indicating these compounds act as PDK1 allosteric activators. These new compounds may be further developed as therapeutic agents for the treatment of diseases where the PDK1-mediated AGC protein kinases are dysregulated. (c) 2010 Elsevier Ltd. All rights reserved.
• Cylic guanidines. VIII. Synthesis of imidazo-1,3- and -2,4-benzodiazepine derivatives as blood platelet aggregation inhibitors.
  作者：FUMIYOSHI ISHIKAWA、YOSHIFUMI WATANABE

  DOI：10.1248/cpb.28.1307

  日期：——

  The imidazo [2, 1-b] [1, 3]- and -[2, 4] benzodiazepin-2-one derivatives (4) and (13), and imidazo [1, 2-α] [1, 3] benzodiazepin-2-one derivative (9), of a potent blood platelet aggregation inhibitor, the imidazo [2, 1-b] quinazolin-2-one derivative (14), were synthesized as ring expansion analogs. Compound 9 showed potent activity but 4 and 13 showed poor activity and no activity, respectively.

  咪唑并[2,1-b][1,3]和-[2,4]苯并二氮杂卓-2-酮衍生物（4）和（13）以及咪唑并[1,2-α][1,3]苯并二氮杂卓-2-酮衍生物（9）是一种强效的血小板聚集抑制剂，咪唑并[2,1-b]喹唑啉-2-酮衍生物（14）是环扩张类似物。化合物9表现出强效活性，但4和13分别表现出低效活性和无活性。