4-bromo-N-(pyridin-4-ylmethyl)aniline | 166110-81-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-bromo-N-(pyridin-4-ylmethyl)aniline
• CAS: 166110-81-2
• 化学式: C₁₂H₁₁BrN₂
• 分子量: 263.137
• InChiKey: VQAZNDNUTPWZEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-bromo-N-(pyridin-4-ylmethyl)aniline 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 (E)-N-(2-aminophenyl)-3-(4-(pyridin-4-ylmethylamino)phenyl)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：

  4-甲氨基吡啶 、 1,4-二溴苯 生成 4-bromo-N-(pyridin-4-ylmethyl)aniline
  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

• Antifungal and cytotoxic activities of some N-substituted aniline derivatives bearing a hetaryl fragment
  作者：Vladímir V. Kouznetsov、Leonor Y. Vargas Méndez、Maximiliano Sortino、Yelkaira Vásquez、Mahabir P. Gupta、Mónica Freile、Ricardo D. Enriz、Susana A. Zacchino

  DOI：10.1016/j.bmc.2007.10.034

  日期：2008.1

  hetaryl fragments were easily prepared from corresponding aldimines derived from commercially available aromatic aldehydes and anilines. 2-Furyl substituted anilines showed very good antifungal activities against dermatophytes, particularly against Trichophyton rubrum (MIC=3.12-6.25microg/mL). In addition, all active compounds, 45-47, 73, and 74, were tested for cytotoxic activities against breast (MCF-7)

  带有杂芳基片段的不同的N-取代苯胺可以容易地由衍生自商业上可得的芳族醛和苯胺的相应的亚胺制备。2-Furyl取代的苯胺对皮肤真菌，特别是对毛癣菌（MIC = 3.12-6.25microg / mL）表现出非常好的抗真菌活性。此外，测试了所有活性化合物45-47、73和74的抗乳腺癌（MCF-7），肺癌（H-460）和中枢神经系统（SF-268）人类癌细胞系的细胞毒活性。 NCI-抗癌药物筛选。本文所描述的胺的活性以及大多数胺的低毒性，为无毒新型抗真菌剂的未来发展显示了希望。
• Delta2-1,2,3-triazoline anticonvulsants and their active metabolite analogues, the aminoalkylpyridines, are excitatory amino acid antagonists and antiischemic agents, useful in the treatment of cerebral ischemia resulting from stroke
  申请人：Kadaba K. Pankaja

  公开号：US20060058357A1

  公开（公告）日：2006-03-16

  Pharmaceutical compositions comprise as the active ingredient, nonneurotixic antiischemic compounds that are highly effective by the intraperitoneal route, and that are excitatory amino acid and NMDA/sigma receptor antagonists and are selected from the group consisting of those of the formulae, wherein R 2 is 4-pyridyl, 3-pyridyl, or 2-oxo-1-pyrrolidino and R 2 is 3,4- or 3,5-dichloro, p- or m-chloro, p- or m-bromo, p- or m-fluoro, p- or m-trifluoromethyl, p-methyl, p-methoxy, or hydrogen, and those of the formulae, wherein R 2 is 4-pyridyl or 3-pyridyl, R 3 is hydrogen, methyl or ethyl and R 1 is 3,4- or 3,5-dichloro, p- or m-chloro, p- or m-bromo, p- or m-fluoro, p- or m-trifluoromethyl, p-methyl, p-methoxy or hydrogen.

  药物组成包含作为活性成分的非神经毒性抗缺血化合物，通过腹腔注射途径非常有效，是兴奋性氨基酸和NMDA / sigma受体拮抗剂，从以下化合物组合中选择：其中R2为4-吡啶基，3-吡啶基或2-氧代-1-吡咯烷基，R2为3,4-或3,5-二氯，对氯，对溴，对氟，对三氟甲基，对甲基，对甲氧基或氢，以及其中R2为4-吡啶基或3-吡啶基，R3为氢，甲基或乙基，R1为3,4-或3,5-二氯，对氯，对溴，对氟，对三氟甲基，对甲基，对甲氧基或氢的化合物。
• 10.1016/j.tet.2024.134130
  作者：Wang, Wei、Liu, Ziying、Liu, Miao、Ai, Yong、Fu, Zhengbing、Qin, Caiqin

  DOI：10.1016/j.tet.2024.134130

  日期：——

  The efficient reduction of nitro compounds to their corresponding amino compounds has been a challenging task. In this study, we developed a method for the rapid reduction of aromatic nitro compounds to aromatic amines. The method uses Bpin as the reducing agent and NaOH as the base, and the reaction can be completed in 15 min at 50 °C. A range of nitro compounds containing a variety of sensitive functional

  将硝基化合物有效还原为其相应的氨基化合物一直是一项具有挑战性的任务。在这项研究中，我们开发了一种将芳香硝基化合物快速还原为芳香胺的方法。该方法以Bpin为还原剂，NaOH为碱，在50℃下15分钟即可完成反应。一系列含有各种敏感官能团（例如卤素、硫醚、氰基、乙烯基和杂芳基）的硝基化合物被化学选择性还原为相应的苯胺，收率良好。
• 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.