4-(2-氨基吡啶-4-基)吡啶-2-胺 | 189000-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-(2-氨基吡啶-4-基)吡啶-2-胺
• 英文名称: 2,2'-diamino-4,4'-bipyridine
• 英文别名: [4,4']bipyridyl-2,2'-diyldiamine；[4,4']Bipyridyl-2,2'-diyldiamin；4,4'-bipyridine-2,2'-diamine；4-(2-aminopyridin-4-yl)pyridin-2-amine
• CAS: 189000-91-7
• 化学式: C₁₀H₁₀N₄
• 分子量: 186.216
• InChiKey: ZYRCSFAMFIQCHY-UHFFFAOYSA-N

物化性质

• 熔点：
  289-290 °C
• 沸点：
  437.0±45.0 °C(Predicted)
• 密度：
  1.277±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-氨基吡啶-4-基)吡啶-2-胺 在 四(三苯基膦)钯 、 硫酸 、 六甲基二锡 、 sodium nitrite 、 三溴氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 128.0h， 生成 2''''-Bromo-4-((E)-2-[1,3]dioxolan-2-yl-vinyl)-[2,2';4',4'';2'',2''';4''',4'''']quinquepyridine
  参考文献：
  名称：

  Synthesis of Cyclo-2,2‘:4‘,4‘‘:2‘‘,2‘‘‘:4‘‘‘,4‘‘‘‘:2‘‘‘‘,2‘‘‘‘‘:4‘‘‘‘‘,4-sexipyridine

  摘要：

  Preparation of the title compound (2) by use of Stille couplings and a Krohnke pyridine synthesis is described. By application of the Stille coupling reaction, preparation and functionalization of quater- and quinquepyridines 26, 27, and 28 were achieved. Elaboration of quinquepyridine 27 to the pyridinium salt 30 bearing a protected enal allowed for the synthesis of 2 by a one-pot deprotection/Krohnke reaction in nine steps from 4,4'-bipyridine. Use of the Krohnke pyridine synthesis has been applied to prepare sexipyridine dibromide 19, but attempts to induce a macrocyclization via metal-mediated (Pd/Ni/Cu) aryl-aryl coupling procedures proved unsuccessful. Acetylene-bridged sexipyridines 3a and 3b incorporating 2,2'-bipyridine units proved to be inaccessible via sp-sp(2) or sp-sp coupling protocols.

  DOI：

  10.1021/jo962236k
• 作为产物：
  描述：

  4,4'-联吡啶 在 sodium amide 作用下， 以 various solvent(s) 为溶剂， 反应 48.0h， 以91%的产率得到4-(2-氨基吡啶-4-基)吡啶-2-胺
  参考文献：
  名称：

  Synthesis of Cyclo-2,2‘:4‘,4‘‘:2‘‘,2‘‘‘:4‘‘‘,4‘‘‘‘:2‘‘‘‘,2‘‘‘‘‘:4‘‘‘‘‘,4-sexipyridine

  摘要：

  Preparation of the title compound (2) by use of Stille couplings and a Krohnke pyridine synthesis is described. By application of the Stille coupling reaction, preparation and functionalization of quater- and quinquepyridines 26, 27, and 28 were achieved. Elaboration of quinquepyridine 27 to the pyridinium salt 30 bearing a protected enal allowed for the synthesis of 2 by a one-pot deprotection/Krohnke reaction in nine steps from 4,4'-bipyridine. Use of the Krohnke pyridine synthesis has been applied to prepare sexipyridine dibromide 19, but attempts to induce a macrocyclization via metal-mediated (Pd/Ni/Cu) aryl-aryl coupling procedures proved unsuccessful. Acetylene-bridged sexipyridines 3a and 3b incorporating 2,2'-bipyridine units proved to be inaccessible via sp-sp(2) or sp-sp coupling protocols.

  DOI：

  10.1021/jo962236k

文献信息

• [EN] PYRIDINE DERIVATIVES AS JNK INHIBITORS AND THEIR USE<br/>[FR] DERIVES PYRIDINE SERVANT D'INHIBITEURS DE JNK ET UTILISATION
  申请人：ASTRAZENECA AB

  公开号：WO2004052880A1

  公开（公告）日：2004-06-24

  The present invention relates to new compounds of formula (I) whrein: R1 is aryl or heteroaryl, each of which is optionally substituted with one or more of R3, OR3, OCOR3, COOR3, COR3, CONR3R4, NHCOR3, NR3R4, NHSO2R3, SO2R3, SO2NR3R4, SR3, CN, halogeno or NO2; R2 is R5, R6, COR5, COR6, CONHR5, CONHR6, CON(R6)2, COOR5, COOR6, SO2R5 or SO2R6; a process for their preparation and new intermediates used therein, pharmaceutical formulations containing said therapeutically active compounds and to the use of said active compounds in therapy.

  本发明涉及公式（I）的新化合物，其中：R1是芳基或杂环芳基，每个都可以选择地用一个或多个R3，OR3，OCOR3，COOR3，COR3，CONR3R4，NHCOR3，NR3R4，NHSO2R3，SO2R3，SO2NR3R4，SR3，CN，卤素或NO2取代；R2是R5，R6，COR5，COR6，CONHR5，CONHR6，CON（R6）2，COOR5，COOR6，SO2R5或SO2R6；一种用于它们的制备的方法和在其中使用的新中间体，含有所述治疗活性化合物的药物配方以及所述活性化合合物在治疗中的使用。
• Fc receptor modulators and uses thereof
  申请人：Ilexus Pty Limited

  公开号：US20020061844A1

  公开（公告）日：2002-05-23

  This invention relates to a pharmaceutical composition comprising a Fc receptor modulating compound and a pharmaceutically acceptable carrier. The present invention also relates to a method for treating a variety of diseases using a Fc receptor modulating compound.

  本发明涉及一种包括Fc受体调节化合物和药用载体的制药组合物。本发明还涉及使用Fc受体调节化合物治疗各种疾病的方法。
• Simple and Efficient Method for Mono‐ and Di‐Amination of Polypyridine <i>N</i>‐Oxides
  作者：Wessel Verbeet、Yurii Husiev、Sylvestre Bonnet

  DOI：10.1002/ejoc.202400054

  日期：2024.4.8

  A practical and convenient one–pot procedure for reductive ortho–amination of pyridyl N-oxides is described, using potassium phthalimide and tosyl chloride followed by hydrolysis. The scope and applicability of the reaction was demonstrated, providing various mono- and di-aminated products in moderate to excellent yields.

  描述了一种实用且方便的一锅法，使用邻苯二甲酰亚胺钾和甲苯磺酰氯进行吡啶基N-氧化物的还原邻位胺化，然后进行水解。该反应的范围和适用性得到了证明，以中等至优异的收率提供了各种单胺和二胺化产物。
• Design and synthesis of 2′-anilino-4,4′-bipyridines as selective inhibitors of c-Jun N-terminal kinase-3
  作者：Britt-Marie Swahn、Yafeng Xue、Erwan Arzel、Elisabet Kallin、Angelika Magnus、Niklas Plobeck、Jenny Viklund

  DOI：10.1016/j.bmcl.2005.11.039

  日期：2006.3

  The design and synthesis of a new series of c-Jun N-terminal kinase-3 (JNK3) inhibitors with selectivity against JNK1 are reported. The novel series of substituted 2'-anilino-4,4'-bipyridines were designed based on a combination of hits from high throughput screening and X-ray crystal structure information of compounds crystallized into the JNK3 ATP binding active site. (C) 2005 Elsevier Ltd. All rights reserved.
• DE398204
  申请人：——

  公开号：——

  公开（公告）日：——