pyridine-3-diazonium chloride | 35003-14-6

• 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
• 英文名称: pyridine-3-diazonium chloride
• 英文别名: 3-Pyridinediazonium, chloride；pyridine-3-diazonium;chloride
• CAS: 35003-14-6
• 化学式: C₅H₄N₃*Cl
• 分子量: 141.56
• InChiKey: QLQCNVLTLVXYOC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.43
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl picrylacetate 、 pyridine-3-diazonium chloride 在 盐酸 、 sodium acetate 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 6.0h， 以81%的产率得到methyl 1-(3-pyridyl)-4,6-dinitro-1H-indazoyl-3-carboxylate
  参考文献：
  名称：

  SYNTHESIS OF 1-ARYL-4,6-DINITRO-1H-INDAZOYL-3-METHYLCARBOXYLATES

  摘要：

  Synthesis of 1-aryl-4,6-dinitro-1H-indazoyl-3-methylcarboxylates from 2,4,6-trinitrotoluene derivatives is reported.

  DOI：

  10.1081/scc-120002132
• 作为产物：
  描述：

  3-氨基吡啶 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 pyridine-3-diazonium chloride
  参考文献：
  名称：

  Dyssymmetrical diazo compounds having at least one 4-pyridinium unit and a cationic or non-cationic linker, compositions comprising them, method of coloring, and device

  摘要：

  本公开涉及具有至少一个4-吡啶基团和一个阳离子或非阳离子连接器的不对称阳离子重氮化合物。此外，本公开还涉及包含这些化合物作为直接染料的染料组合物，在适合染色角蛋白纤维的介质中使用。此外，本公开还涉及一种用于染色角蛋白纤维的方法，该方法采用该组合物，并具有多个隔间的装置。

  公开号：

  US20060156489A1

文献信息

• CHEMISTRY OF SUBSTITUTED QUINOLINONES. III. SYNTHESIS AND REACTIONS OF SOME NOVEL 3-PYRAZOLYL-2-QUINOLINONES
  作者：Mohamed Abass、Elham S. Othman

  DOI：10.1081/scc-100106047

  日期：2001.1

  The preparation of 4-hydroxy-1-methyl-3-(5-oxo-4,5-dihydro-1H-3-pyrazolyl)-1,2-dihydro-2-quinolinone (3) and its hydrazono-, aminomethylidene- and arylidene derivatives has been achieved. The synthesis of fused heterocyclic polynuclear systems containing quinolinone moiety is also described.

  4-羟基-1-甲基-3-(5-oxo-4,5-dihydro-1H-3-pyrazolyl)-1,2-dihydro-2-quinolinone(3)及其腙、氨基亚甲基-的制备和亚芳基衍生物已经实现。还描述了含有喹啉酮部分的稠合杂环多核系统的合成。
• Materials and methods for inhibiting fouling of surfaces exposed to aquatic environments
  申请人：——

  公开号：US20040235901A1

  公开（公告）日：2004-11-25

  The subject invention provides materials and methods for inhibiting the biofouling of surfaces exposed to aquatic environments. In one embodiment, the subject invention provides additives for marine paints and surface treatments. The subject invention further provides repellants and selective inhibitors for aquatic and/or terrestrial crustacean pests.

  本主题发明提供了用于抑制暴露在水生环境中的表面生物污垢的材料和方法。在一个实施例中，本主题发明提供了用于海洋涂料和表面处理的添加剂。本主题发明还提供了用于水生和/或陆生甲壳动物害虫的驱避剂和选择性抑制剂。
• Synthesis of water-soluble novel bioactive pyridine-based azo coumarin derivative and competitive cytotoxicity, DNA binding, BSA binding study, and in silico analysis with coumarin
  作者：Putul Karan、Basudev Shit、Poulami Panja、Amina Khatun、Jagannath Pal、Sudipta Chakarabarti、Sutanuka Pal、Avishek Ghosh、Maidul Hossain

  DOI：10.1016/j.bioorg.2023.106532

  日期：2023.9

  comparison to coumarin. IC50 value 9.09 and 9.9 μM of 6-[3-pyridyl]azocoumarin and coumarin respectively obtained in cytotoxicity evaluation confirms the enhanced activity of the synthesized compound against human brain glioblastoma cell lines, LN-229. The synthesized compound also shows strong binding interactions with DNA and BSA in comparison with coumarin. The DNA binding study shows groove binding interaction

  3-氨基吡啶与香豆素在水介质中发生重氮偶联反应，生成水溶性6-[3-吡啶基]偶氮香豆素。合成的化合物已通过红外、核磁共振和质谱进行了充分表征。前沿分子轨道计算表明，6-[3-吡啶基]偶氮香豆素比香豆素更具生物和化学活性。细胞毒性评估证实，6-[3-吡啶基]偶氮香豆素对人脑胶质母细胞瘤细胞系 LN-229 的活性比香豆素更高，IC 50值为 9.09 μM（香豆素的 IC 50值为 9.9 μM）。化合物 (I) 是通过 3-氨基吡啶的重氮化溶液与香豆素在 pH 10 的水介质中偶联而合成的。化合物 (I) 的结构已使用 UV-vis、IR、NMR 和 Mass 进行了表征光谱研究。前沿分子轨道计算表明，与香豆素相比，6-[3-吡啶基]偶氮香豆素 (I) 具有更高的化学和生物学活性。细胞毒性评价中6-[3-吡啶基]偶氮香豆素和香豆素的IC 50值分别为9.09和9.9 μM，证实了合成的化合
• Gold(I)-Catalyzed Cross-Coupling Reactions of Arenediazonium Salts with Alkynoic Acids
  作者：J. N. Abrams、B. K. Chi

  DOI：10.1134/s1070428020070180

  日期：2020.7

  The reaction of simple alkynoate salts with isolated arenediazonium tetrafluoroborate salts that had been pre-conditioned with the gold(I) catalyst AuCl(Me2S) led to the formation of cross-coupled products via a decarboxylative Sonogashira reaction process in modest yield and under mild conditions. The major by-product is a defunctionalized aryl moiety stemming from the diazonium salt, which competitively forms via hydrodediazonation. Good functional group tolerance and reaction site selectivity were attained in this limited investigation.
• New C-arylation reaction found during a study on the interaction of aldohydrazones and arenediazonium chlorides
  作者：Natalia A. Frolova、Sergey Z. Vatsadze、Natalia Yu. Vetokhina、Valery E. Zavodnik、Nikolay V. Zyk

  DOI：10.1070/mc2006v016n05abeh002397

  日期：2006.1

  The interaction of 2-pyridinecarboxaldehyde phenylhydrazone la with aryldiazonium chlorides furnished in complex mixtures, from which (E)-phenylhydrazones of 2-pyridylarylketones 3a-c were isolated as the main products.