3-{[(1,5-dihydro-3-methyl-5-thioxo-4H-1,2,4-triazol-4-yl)imino]methyl}-6-hydroxy-4H-1-benzopyran-4-one | 1158284-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-{[(1,5-dihydro-3-methyl-5-thioxo-4H-1,2,4-triazol-4-yl)imino]methyl}-6-hydroxy-4H-1-benzopyran-4-one
• 英文别名: 3-([(1,5-dihydro-3-methyl-5-thioxo-4H-1,2,4-triazol-4-yl)imino]methyl)-6-hydroxy-4H-benzopyran-4-one
• CAS: 1158284-99-1
• 化学式: C₁₃H₁₀N₄O₃S
• 分子量: 302.313
• InChiKey: WTQIPEAYCSADKR-UHFFFAOYSA-N

物化性质

• 熔点：
  277-278 °C
• 沸点：
  476.9±55.0 °C(predicted)
• 密度：
  1.58±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  96.41
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  nickel(II) nitrate hexahydrate 、 3-{[(1,5-dihydro-3-methyl-5-thioxo-4H-1,2,4-triazol-4-yl)imino]methyl}-6-hydroxy-4H-1-benzopyran-4-one 以 甲醇 为溶剂， 以65%的产率得到aqua(3-(([1,5-dihydro-3-methyl-5-(thioxo-κS)-4H-1,2,4-triazol-4-yl]imino-κN)methyl)-6-hydroxy-4H-benzopyran-4-one-kappa.O(4))nickel(2+) nitrate hydrate
  参考文献：
  名称：

  镍（II）和锌（II）配合物与两种新型基于Chromenone的席夫碱配体的DNA结合研究

  摘要：

  Abstractmagnified imageTwo new chromenone‐based Schiff‐base ligands, 3‐{[(1,5‐dihydro‐3‐methyl‐5‐thioxo‐4H‐1,2,4‐triazol‐4‐yl)imino]methyl}‐6‐hydroxy‐4H‐1‐benzopyran‐4‐one (L1) and 2,2′‐bis[(6‐hydroxy‐4‐oxo‐4H‐1‐benzopyran‐3‐yl)methylene]carbonothioic dihydrazide (L2), and their NiII and ZnII complexes were prepared. All the complexes were characterized by elemental analysis, IR data, and molar conductivity. The binding of these four complexes to calf‐thymus DNA was carefully investigated by UV/VIS spectroscopy, fluorescence spectroscopy, viscosity measurements, and CD spectra. The experimental results indicate that the four complexes bind to calf‐thymus DNA in an intercalative mode, with the intrinsic binding constants (K) of 3.94⋅104 ([NiL1]), 5.15⋅103 ([ZnL1]), 4.12⋅104 ([NiL2]), and 3.75⋅104 M−1 ([ZnL2]). These data show that the complexes of L2 can interact more strongly with DNA than complexes of L1, and the NiII complexes have a higher binding constant than ZnII complexes.

  DOI：

  10.1002/hlca.200800350
• 作为产物：
  描述：

  4-氨基-5-甲基-4H-3-巯基-1,2,4-三唑 、 6-羟基-4-氧代-4H-色烯-3-甲醛 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以80%的产率得到3-{[(1,5-dihydro-3-methyl-5-thioxo-4H-1,2,4-triazol-4-yl)imino]methyl}-6-hydroxy-4H-1-benzopyran-4-one
  参考文献：
  名称：

  镍（II）和锌（II）配合物与两种新型基于Chromenone的席夫碱配体的DNA结合研究

  摘要：

  Abstractmagnified imageTwo new chromenone‐based Schiff‐base ligands, 3‐{[(1,5‐dihydro‐3‐methyl‐5‐thioxo‐4H‐1,2,4‐triazol‐4‐yl)imino]methyl}‐6‐hydroxy‐4H‐1‐benzopyran‐4‐one (L1) and 2,2′‐bis[(6‐hydroxy‐4‐oxo‐4H‐1‐benzopyran‐3‐yl)methylene]carbonothioic dihydrazide (L2), and their NiII and ZnII complexes were prepared. All the complexes were characterized by elemental analysis, IR data, and molar conductivity. The binding of these four complexes to calf‐thymus DNA was carefully investigated by UV/VIS spectroscopy, fluorescence spectroscopy, viscosity measurements, and CD spectra. The experimental results indicate that the four complexes bind to calf‐thymus DNA in an intercalative mode, with the intrinsic binding constants (K) of 3.94⋅104 ([NiL1]), 5.15⋅103 ([ZnL1]), 4.12⋅104 ([NiL2]), and 3.75⋅104 M−1 ([ZnL2]). These data show that the complexes of L2 can interact more strongly with DNA than complexes of L1, and the NiII complexes have a higher binding constant than ZnII complexes.

  DOI：

  10.1002/hlca.200800350