3-amino-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-5(4H)-one | 1312698-63-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 3-amino-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-5(4H)-one
• CAS: 1312698-63-7
• 化学式: C₉H₈N₄OS
• 分子量: 220.255
• InChiKey: VYDAKJORYMUNQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.66
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-amino-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-5(4H)-one 在 吡啶 作用下， 生成 ethyl 3-[{[(4-{[(4,6-dimethylpyrimidin-2-yl)amino]sulfonyl}phenyl)amino]carbonyl}(ethoxycarbonyl)amino]5-oxo-6-[2-(2-thienyl)vinyl]-1,2,4-triazine-4(5H)-carboxylate
  参考文献：
  名称：

  一些含有磺胺药物部分的三嗪衍生物的合成、反应和生物活性

  摘要：

  使用原甲酸三乙酯或氯甲酸乙酯作为交叉偶联剂，从它们的前体胺制备噻吩基-三嗪-磺酰胺偶联物。通过光谱（IR、NMR、MS）和微量分析技术研究了这些反应的进程。合成的化合物在体外筛选抗菌、抗真菌、抗氧化和抗癌活性。4-[({[3-Mercapto-5-oxo-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-4(5H)-yl]imino}methyl)amino]-苯磺酰胺结果证明它是一种强大的抗菌剂，而所有制备的化合物对测试的真菌物种均无活性。4-{[({8-Cyano-4-oxo-3-[2-(2-thienyl)vinyl]-4H,8H-[1,2,4]triazino[3,4-b][1,3 , 4]噻二嗪7-基}氨基)(乙氧基)甲基]氨基}苯磺酰胺在体外对艾氏腹水癌细胞系显示出有前景的细胞毒性，同时丙二腈减弱，并且它在其他化合物中是独一无二的，无法增加谷胱甘肽S-转

  DOI：

  10.1134/s1068162015040032
• 作为产物：
  描述：

  氨基胍碳酸氢盐 、 2-oxo-4-(2-thienyl)butenoic acid 在 silica gel 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.03h， 以90%的产率得到3-amino-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-5(4H)-one
  参考文献：
  名称：

  Proton transfer complexes based on some π-acceptors having acidic protons with 3-amino-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-5(4H)-one donor: Synthesis and spectroscopic characterizations

  摘要：

  Charge transfer complexes based on 3-amino-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-5(4H)-one (ArNH2) organic basic donor and pi-acceptors having acidic protons such as picric acid (PiA), hydroquinone (Q(OH)(2)) and 3,5-dinitrobenzene (DNB) have been synthesized and spectroscopically studied. The -NH3+ ammonium ion was formed under the acid-base theory through proton transfer from an acidic to basic centers in all charge transfer complexes resulted. The values of formation constant (K-CT) and molar extinction coefficient (epsilon(CT)) which were estimated from the spectrophotometric studies have a dramatic effect for the charge transfer complexes with differentiation of pi-acceptors. For further studies the vibrational spectroscopy of the [(ArNH3+)(PiA(-))] (1), [(ArNH3+)(Q(OH)(2)(-))] (2) and [(ArNH3+)(DNB-)] (3) of (1:1) charge transfer complexes of (donor: acceptor) were characterized by elemental analysis, infrared spectra. Raman spectra, H-1 and (CNMR)-C-13 spectra. The experimental data of elemental analyses of the charge transfer complexes (1), (2) and (3) were in agreement with calculated data. The IR and Raman spectra of (1), (2) and (3) are indicated to the presence of bands around 3100 and 1600 cm(-1) distinguish to. The thermogravimetric analysis (TG) and differential scanning calorimetry (DSC) techniques were performed to give knowledge about thermal stability behavior of the synthesized charge transfer complexes. The morphological features of start materials and charge transfer complexes were investigated using scanning electron microscopy (SEM) and optical microscopy. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.04.001