5-bromo-N-(4-lluorobenzyl)pyridin-2-amine | 1039803-54-7

• 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: 5-bromo-N-(4-lluorobenzyl)pyridin-2-amine
• 英文别名: 2-Pyridinamine,5-bromo-n-[(4-fluorophenyl)methyl]-；5-bromo-N-[(4-fluorophenyl)methyl]pyridin-2-amine
• CAS: 1039803-54-7
• 化学式: C₁₂H₁₀BrFN₂
• mdl: MFCD11125742
• 分子量: 281.127
• InChiKey: VTOGOMXMLIKYSE-UHFFFAOYSA-N

物化性质

• 沸点：
  359.8±37.0 °C(Predicted)
• 密度：
  1.534±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-bromo-N-(4-lluorobenzyl)pyridin-2-amine 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 3-(6-(4-fluorobenzylamino)pyridin-3-yl)-N-(2-aminophenyl)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：

  [1-(4-Fluoro-phenyl)-meth-(Z)-ylidene]-pyridin-2-yl-amine 在 sodium tetrahydroborate 、 双氧水 、 丁基溴化吡啶 、 对甲苯磺酸 作用下， 以 乙二醇二甲醚 为溶剂， 反应 28.0h， 生成 5-bromo-N-(4-lluorobenzyl)pyridin-2-amine
  参考文献：
  名称：

  A mild method for the regioselective bromination of 2-aminopyridines

  摘要：

  DOI：

  10.1016/j.tetlet.2014.07.050

文献信息

• WO2021/133689
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] LIPOXYGENASE INHIBITORS<br/>[FR] INHIBITEURS DE LIPOXYGÉNASE
  申请人：STANFORD RES INST INT

  公开号：WO2021133689A2

  公开（公告）日：2021-07-01

  [EN] Various embodiments of the present disclosure are directed to compounds having Formula I, Formula II, Formula IIA, Formula III, Formula IIIA, Formula IIIB, and/or pharmaceutically acceptable salts thereof. The compounds can be suitable for inhibiting lipoxygenases and/or treating associated diseases. In some embodiments, subject compounds are used to prepare a composition that is effective in treating neurodegenerative diseases.
  [FR] Divers modes de réalisation de la présente invention concernent des composés ayant la formule I, la formule II, la formule IIA, la formule III, la formule IIIA, la formule IIIB et/ou des sels pharmaceutiquement acceptables de ceux-ci. Les composés peuvent être appropriés pour inhiber les lipoxygénases et/ou traiter des maladies associées. Dans certains modes de réalisation, les composés selon l'invention sont utilisés pour préparer une composition qui est efficace dans le traitement de maladies neurodégénératives.
• A mild method for the regioselective bromination of 2-aminopyridines
  作者：Tong Xu、Wen Zhou、Jing Wang、Xue Li、Jun-Wen Guo、Bin Wang

  DOI：10.1016/j.tetlet.2014.07.050

  日期：2014.9
• 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.