3-(6-metoxycarbonyl-2-pyridyl)-6-(4-methoxyphenyl)-1,2,4-triazine | 1263368-89-3

• 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: 3-(6-metoxycarbonyl-2-pyridyl)-6-(4-methoxyphenyl)-1,2,4-triazine
• 英文别名: methyl 6-[6-(4-methoxyphenyl)-1,2,4-triazin-3-yl]pyridine-2-carboxylate；Methyl 6-[6-(4-methoxyphenyl)-1,2,4-triazin-3-yl]pyridine-2-carboxylate
• CAS: 1263368-89-3
• 化学式: C₁₇H₁₄N₄O₃
• 分子量: 322.323
• InChiKey: SRVIXRMOJMXDEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  87.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(6-metoxycarbonyl-2-pyridyl)-6-(4-methoxyphenyl)-1,2,4-triazine 在 sodium tetrahydroborate 、 三溴化磷 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 邻二甲苯 、 乙腈 为溶剂， 反应 70.0h， 生成 6’-[bis(2-pyridylmethyl)aminomethyl]-5-(4-methoxyphenyl)-2,2’-bipyridine
  参考文献：
  名称：

  基于5-芳基-2,2'-联吡啶的锌（II）ICT-PET荧光探针的设计

  摘要：

  利用二聚烯丙基氨基甲基片段修饰的5-芳基-2,2'-联吡啶的合成和应用说明了利用PET和ICT感应机制对Zn（II）阳离子选择性和敏感的“关闭”荧光探针的合理设计。 。芳基取代基提供了性质的调节。

  DOI：

  10.1016/j.tetlet.2012.09.027
• 作为产物：
  描述：

  alpha-溴-4-甲氧基苯乙酮 、 6-methoxycarbonyl-2-pyridinecarboxylic acid hydrazide 在 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以22%的产率得到3-(6-metoxycarbonyl-2-pyridyl)-6-(4-methoxyphenyl)-1,2,4-triazine
  参考文献：
  名称：

  Novel neutral lanthanide complexes of 5-aryl-2,2′-bipyridine-6′-carboxylic acids with improved photophysical properties

  摘要：

  By means of "1,2,4-triazine" strategy new 2,2'-bipyridine-type lanthanide ligands, i.e. 5-aryl-2,2'-bipyridine-6'-carboxylic acids and its cycloalkane-annulated derivatives, i.e. 6-(4-aryl-6,7-dihydro-5H-cyclopenta[c]pyridin-1-yl)picolinic acids, have been synthesized, and their luminescent neutral lanthanide complexes have been prepared. Due to the presence of an annulated cyclopentene fragment the last ligand lanthanide complexes exhibited high solubility in non-polar solvents. In comparison with early published chelates the herein reported complexes exhibit improved photophysical properties in non polar solvents namely more pronounced bathochromic shift in absorption spectra and higher europium luminescence quantum yields. The structures of two europium complexes have been confirmed based on X-ray diffraction analysis. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.07.025

文献信息

• A Modified Synthesis of 6-Aryl-3-(6-R-pyridin-2-yl)-1,2,4-triazines
  作者：O. V. Shabunina、E. S. Starnovskaya、Ya. K. Shtaits、D. S. Kopchuk、I. S. Kovalev、G. V. Zyryanov、V. L. Rusinov、O. N. Chupakhin

  DOI：10.1134/s107042801810024x

  日期：2018.10

  A practical procedure has been proposed for the synthesis of 6-aryl-3-(pyridin-2-yl)-1,2,4-triazines containing various functional groups in the -position of the pyridine ring by direct heterocyclization of isonitrosoacetophenone hydrazones with 6-substituted pyridine-2-carbaldehydes.
• Novel neutral lanthanide complexes of 5-aryl-2,2′-bipyridine-6′-carboxylic acids with improved photophysical properties
  作者：Dmitry S. Kopchuk、Alexey P. Krinochkin、Dmitry N. Kozhevnikov、Pavel A. Slepukhin

  DOI：10.1016/j.poly.2016.07.025

  日期：2016.11

  By means of "1,2,4-triazine" strategy new 2,2'-bipyridine-type lanthanide ligands, i.e. 5-aryl-2,2'-bipyridine-6'-carboxylic acids and its cycloalkane-annulated derivatives, i.e. 6-(4-aryl-6,7-dihydro-5H-cyclopenta[c]pyridin-1-yl)picolinic acids, have been synthesized, and their luminescent neutral lanthanide complexes have been prepared. Due to the presence of an annulated cyclopentene fragment the last ligand lanthanide complexes exhibited high solubility in non-polar solvents. In comparison with early published chelates the herein reported complexes exhibit improved photophysical properties in non polar solvents namely more pronounced bathochromic shift in absorption spectra and higher europium luminescence quantum yields. The structures of two europium complexes have been confirmed based on X-ray diffraction analysis. (C) 2016 Elsevier Ltd. All rights reserved.
• Design of ICT-PET fluorescent probes for zinc(II) based on 5-aryl-2,2′-bipyridines
  作者：Dmitry S. Kopchuk、Anton M. Prokhorov、Pavel A. Slepukhin、Dmitry N. Kozhevnikov

  DOI：10.1016/j.tetlet.2012.09.027

  日期：2012.11

  Rational design of selective and sensitive ‘off-on’ fluorescent probes for Zn(II) cations exploiting both PET and ICT mechanisms of sensing is illustrated by the synthesis and application of 5-aryl-2,2′-bipyridines modified with a dipicolylaminomethyl fragment. The aryl substituent provides tuning of the properties.

  利用二聚烯丙基氨基甲基片段修饰的5-芳基-2,2'-联吡啶的合成和应用说明了利用PET和ICT感应机制对Zn（II）阳离子选择性和敏感的“关闭”荧光探针的合理设计。 。芳基取代基提供了性质的调节。