N-[(5-bromopyridin-2-yl)methyl]-3,4,5-trimethoxyaniline | 905290-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[(5-bromopyridin-2-yl)methyl]-3,4,5-trimethoxyaniline
• CAS: 905290-12-2
• 化学式: C₁₅H₁₇BrN₂O₃
• 分子量: 353.216
• InChiKey: CREQTQVLWMGNAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(5-bromopyridin-2-yl)methyl]-3,4,5-trimethoxyaniline 在 tris(dibenzylideneacetone)dipalladium (0) 、 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 为溶剂， 生成
  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 在 正丁基锂 、 二丁基二氯化锡 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 N-[(5-bromopyridin-2-yl)methyl]-3,4,5-trimethoxyaniline
  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

• Substituted N-(2-aminophenyl)-benzamides, (E)-N-(2-aminophenyl)-acrylamides and their analogues: Novel classes of histone deacetylase inhibitors
  作者：Oscar Moradei、Silvana Leit、Nancy Zhou、Sylvie Fréchette、Isabelle Paquin、Stéphane Raeppel、Frédéric Gaudette、Giliane Bouchain、Soon H. Woo、Arkadii Vaisburg、Marielle Fournel、Ann Kalita、Aihua Lu、Marie-Claude Trachy-Bourget、Pu T. Yan、Jianhong Liu、Zuomei Li、Jubrail Rahil、A. Robert MacLeod、Jeffrey M. Besterman、Daniel Delorme

  DOI：10.1016/j.bmcl.2006.05.005

  日期：2006.8

  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.