2,3-bis(2-pyridyl)-5,8-dimethoxyquinoxaline | 303733-45-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-bis(2-pyridyl)-5,8-dimethoxyquinoxaline
• 英文别名: 5,8-dimethoxy-2,3-bis(2-pyridyl)quinoxaline；2,3-di-2-pyridyl-5,8-dimethoxyquinoxaline；5,8-dimethoxy-2,3-dipyridin-2-ylquinoxaline
• CAS: 303733-45-1
• 化学式: C₂₀H₁₆N₄O₂
• 分子量: 344.373
• InChiKey: LVDVAVGXRBTHGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  70
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3-bis(2-pyridyl)-5,8-dimethoxyquinoxaline 在 盐酸 、 硝酸 作用下， 以 乙醇 为溶剂， 反应 5.5h， 生成 6-Chloro-7-(3,4-dichloro-phenylamino)-2,3-di-pyridin-2-yl-quinoxaline-5,8-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of quinoxaline-5,8-diones that inhibit vascular smooth muscle cell proliferation

  摘要：

  A series of 6-arylamino-2,3-bis(pyridin-2-yl)-7-chloro-quinoxaline-5,8-diones were synthesized and evaluated for their inhibitory activity on rat aortic smooth muscle cell (RAoSMC) proliferation. The quinoxaline-5,8-diones exhibited a potent antiproliferative activity. Further mechanistic study revealed that the inhibitory effect of one representative quinoxaline-5,8-dione on SMC proliferation was mediated by modulation of the extracellular signal-regulated kinase 1/2 signaling pathway in the RAoSMCs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.022
• 作为产物：
  描述：

  二(2-吡啶基)乙二酮 、 2,3-二氨基-1,4-二甲氧基苯 以 水 为溶剂， 反应 0.5h， 以91%的产率得到2,3-bis(2-pyridyl)-5,8-dimethoxyquinoxaline
  参考文献：
  名称：

  Synthesis and biological evaluation of quinoxaline-5,8-diones that inhibit vascular smooth muscle cell proliferation

  摘要：

  A series of 6-arylamino-2,3-bis(pyridin-2-yl)-7-chloro-quinoxaline-5,8-diones were synthesized and evaluated for their inhibitory activity on rat aortic smooth muscle cell (RAoSMC) proliferation. The quinoxaline-5,8-diones exhibited a potent antiproliferative activity. Further mechanistic study revealed that the inhibitory effect of one representative quinoxaline-5,8-dione on SMC proliferation was mediated by modulation of the extracellular signal-regulated kinase 1/2 signaling pathway in the RAoSMCs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.022

文献信息

• Coordinative versatility of 2,3-bis(2-pyridyl)-5,8-dimethoxyquinoxaline (L) to different metal ions: syntheses, crystal structures and properties of [Cu(I)L]22+ and [ML]2+ (M=Cu(II), Ni(II), Zn(II) and Co(II))
  作者：Xian-He Bu、He Liu、Miao Du、Keith Man-Chung Wong、Vivian Wing-Wah Yam

  DOI：10.1016/s0020-1693(02)00806-x

  日期：2002.5

  three nitrogen atoms and a methoxyl oxygen atom of two L ligands, and an acetonitrile. In [Cu(II)L(NO3)2]·CH3CN 2, the Cu(II) center is coordinated to the two nitrogen atoms of the two pyridine rings of L which acts as a bidentate ligand. The structures of [Ni(II)L(NO3)(H2O)2]·2CH3CN·NO3 (3), [Zn(II)L(NO3)2 (H2O)]·2CH3CN (4) and [Co(II)LCl2(H2O)] (5) are similar to each other in which L acts as a tridentate

  Cu（I），Cu（II），Ni（II），Zn（II）和Co（II）与新的聚吡啶基配体2,3-双（2-吡啶基）-5,8-二甲氧基喹喔啉的配合物（L），已经合成并表征。通过X射线衍射分析阐明了这些络合物的晶体结构，发现其中存在三种类型的L配位模式。在双核络合物[Cu（I）L（CH 3 CN）] 2 ·（ClO 4）2（1）中，L充当三齿配体，两个Cu（I）中心由两个L桥接配体形成盒状二聚体结构，其中每个Cu（I）离子与两个L配体的三个氮原子和一个甲氧基氧原子以及一个乙腈进行五价配位。在[Cu（II）L（NO 3）2 ]·CH 3 CN 2中，Cu（II）中心与作为二齿配体的L的两个吡啶环的两个氮原子配位。[Ni（II）L（NO 3）（H 2 O）2 ]·2CH 3 CN·NO 3（3），[Zn（II）L（NO 3）2的结构（H 2 O）]·2CH 3 CN（4）和[Co（II）L Cl 2（H
• Novel Boxlike Dinuclear or Chain Polymeric Silver(I) Complexes with Polypyridyl Bridging Ligands:  Syntheses, Crystal Structures, and Spectroscopic and Electrochemical Properties
  作者：Xian-He Bu、He Liu、Miao Du、Keith Man-Chung Wong、Vivian Wing-Wah Yam、Mitsuhiko Shionoya

  DOI：10.1021/ic010044o

  日期：2001.8.1

  The syntheses, characterization, crystal structures, and photophysical and electrochemical properties of two dinuclear and two polymeric Ag(I) complexes with three polypyridyl ligands, 2,3-di-2-pyridylquinoxaline (L(1)), 2,3-di-2-pyridyl-5,8-dimethoxyquinoxaline (L(2)), and 2,3,7,8-tetrakis(2-pyridyl)pyrazino[2,3-g] quinoxaline (L(3)), are described. The structures of the two boxlike dinuclear complexes

  两种具有三个聚吡啶基配体，2,3-di-2-pyridylquinoxaline（L（1）），2,3-di的两个双核和两个聚合Ag（I）配合物的合成，表征，晶体结构以及光物理和电化学性质描述了-2-吡啶基-5,8-二甲氧基喹喔啉（L（2））和2,3,7,8-四（2-吡啶基）吡嗪并[2,3-g]喹喔啉（L（3））。 。X射线分析已阐明了两个具有L（1）和L（2）的盒状双核复合物的结构以及两个化学上相同但结晶不同的一维之字形链配位聚合物，它们也由盒状双核亚基组成。[AgL（1）（CH（3）CN）]（2）-（BF（4））（2）.2CHCl（3）（1）：单斜晶系，C2 / c； [M]基。a = 28.631（2），b = 12.2259（11），c = 14.3058（12）A；beta = 99.180（2）度；Z ＝ 4。a = 12.3398（2），b = 13.750（2），c = 14
• Synthesis and biological evaluation of quinoxaline-5,8-diones that inhibit vascular smooth muscle cell proliferation
  作者：Hwa-Jin Chung、Ok-Jai Jung、Mi Jin Chae、Sung-Yu Hong、Kwang-Hoe Chung、Sang Kook Lee、Chung-Kyu Ryu

  DOI：10.1016/j.bmcl.2005.05.022

  日期：2005.7

  A series of 6-arylamino-2,3-bis(pyridin-2-yl)-7-chloro-quinoxaline-5,8-diones were synthesized and evaluated for their inhibitory activity on rat aortic smooth muscle cell (RAoSMC) proliferation. The quinoxaline-5,8-diones exhibited a potent antiproliferative activity. Further mechanistic study revealed that the inhibitory effect of one representative quinoxaline-5,8-dione on SMC proliferation was mediated by modulation of the extracellular signal-regulated kinase 1/2 signaling pathway in the RAoSMCs. (c) 2005 Elsevier Ltd. All rights reserved.