N-(5-Bromo-pyridin-2-yl)-N'-phenyl-ethane-1,2-diamine | 503039-03-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(5-Bromo-pyridin-2-yl)-N'-phenyl-ethane-1,2-diamine
• 英文别名: N'-(5-bromopyridin-2-yl)-N-phenylethane-1,2-diamine
• CAS: 503039-03-0
• 化学式: C₁₃H₁₄BrN₃
• 分子量: 292.178
• InChiKey: MQUIHPWWXDDILX-UHFFFAOYSA-N

物化性质

• 沸点：
  455.6±40.0 °C(Predicted)
• 密度：
  1.470±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  37
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(5-Bromo-pyridin-2-yl)-N'-phenyl-ethane-1,2-diamine 在 tris(dibenzylideneacetone)dipalladium (0) 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 N,N-二异丙基乙胺 、 三(邻甲基苯基)磷 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 N-(2-aminophenyl)-3-(6-(2-(phenylamino)ethylamino)pyridin-3-yl)acrylamide
  参考文献：
  名称：

  Substituted N-(2-aminophenyl)-benzamides, (E)-N-(2-aminophenyl)-acrylamides and their analogues: Novel classes of histone deacetylase inhibitors

  摘要：

  Inhibition of historic deacetylases (HDACs) is emerging as a new strategy in human cancer therapy. Novel 2-aminophenyl benzamides and acrylamides, that can inhibit human HDAC enzymes and induce hyperacetylation of histories in human cancer cells, have been designed and synthesized. These compounds selectively inhibit proliferation and cause cell cycle arrest in various human cancer cells but not in normal cells. The growth inhibition of 2-aminophenyl benzamides and acrylamides against human cancer cells in vitro is reversible and is dependent on the induction of historic acetylation. Compounds of this class can significantly reduce tumor growth in human tumor xenograft models. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.005
• 作为产物：
  描述：

  2,5-二溴吡啶 、 N-苯基乙二胺 生成 N-(5-Bromo-pyridin-2-yl)-N'-phenyl-ethane-1,2-diamine
  参考文献：
  名称：

  Substituted N-(2-aminophenyl)-benzamides, (E)-N-(2-aminophenyl)-acrylamides and their analogues: Novel classes of histone deacetylase inhibitors

  摘要：

  Inhibition of historic deacetylases (HDACs) is emerging as a new strategy in human cancer therapy. Novel 2-aminophenyl benzamides and acrylamides, that can inhibit human HDAC enzymes and induce hyperacetylation of histories in human cancer cells, have been designed and synthesized. These compounds selectively inhibit proliferation and cause cell cycle arrest in various human cancer cells but not in normal cells. The growth inhibition of 2-aminophenyl benzamides and acrylamides against human cancer cells in vitro is reversible and is dependent on the induction of historic acetylation. Compounds of this class can significantly reduce tumor growth in human tumor xenograft models. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.005

文献信息

• Inhibitors of histone deacetylase
  申请人：Delorme Daniel

  公开号：US06897220B2

  公开（公告）日：2005-05-24

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  本发明涉及组蛋白去乙酰化酶的抑制。本发明提供了用于抑制组蛋白去乙酰化酶酶活性的化合物和方法。本发明还提供了用于治疗细胞增殖性疾病和状况的药物组合物和方法。
• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS DE L'HISTONE DEACETYLASE
  申请人：METHYLGENE INC

  公开号：WO2004069823A1

  公开（公告）日：2004-08-19

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  该发明涉及抑制组蛋白去乙酰化酶的技术。该发明提供了抑制组蛋白去乙酰化酶酶活性的化合物和方法。该发明还提供了治疗细胞增殖性疾病和病症的组合物和方法。
• INHIBITORS OF HISTONE DEACETYLASE
  申请人：Methylgene, Inc.

  公开号：EP1590340A1

  公开（公告）日：2005-11-02
• US6897220B2
  申请人：——

  公开号：US6897220B2

  公开（公告）日：2005-05-24
• US7595343B2
  申请人：——

  公开号：US7595343B2

  公开（公告）日：2009-09-29