N,N'-bis(3-hydroxo-6-methyl-2-methylene-4-pyrone)ethylenediamine | 488827-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: N,N'-bis(3-hydroxo-6-methyl-2-methylene-4-pyrone)ethylenediamine
• 英文别名: H2(en(ama)2)；3-Hydroxy-2-[[2-[(3-hydroxy-6-methyl-4-oxopyran-2-yl)methylamino]ethylamino]methyl]-6-methylpyran-4-one；3-hydroxy-2-[[2-[(3-hydroxy-6-methyl-4-oxopyran-2-yl)methylamino]ethylamino]methyl]-6-methylpyran-4-one
• CAS: 488827-72-1
• 化学式: C₁₆H₂₀N₂O₆
• 分子量: 336.345
• InChiKey: RKANIEKHISNKKR-UHFFFAOYSA-N

物化性质

• 沸点：
  596.8±50.0 °C(Predicted)
• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  oxovanadium(IV) sulfate 、 N,N'-bis(3-hydroxo-6-methyl-2-methylene-4-pyrone)ethylenediamine 、 水 在 NaOH 作用下， 以 水 为溶剂， 以51%的产率得到(N,N'-bis(3-hydroxo-6-methyl-2-methylene-4-pyrone)ethylenediamine)oxovanadium(IV) dihydrate
  参考文献：
  名称：

  Coordination Chemistry and Insulin-Enhancing Behavior of Vanadium Complexes with Maltol C₆H₆O₃ Structural Isomers

  摘要：

  Syntheses of vanadium complexes using the naturally occurring ligands isomaltol (Hima) and allomaltol (Hama), as well as a newly synthesized, potentially tetradentate diaminodipyrone [H-2(en(ama)(2)], are reported. Complete characterization of the resulting compounds [trans-VO(ima)(2)(H2O), VO(ama)(2), V(ima)(3), V(ama)(3) and VO(en(ama)(2))], including X-ray crystallography analyses for trans-VO(ima)(2)(H2O) and V(ima)3, are presented herein. Potentiometric titrations (25 degrees C, / = 0.16 M NaCl) were used to measure stability constants in the V(IV)-Hima system; these data were compared to previous data collected on the V(IV)-L (L = Hma, Hama) systems. The in vivo efficacy of these compounds to lower the blood glucose levels of STZ-diabetic rats was tested; all but VO(en(ama)2) produced significant decreases in plasma glucose levels. The results were compared to those of the benchmark compound BMOV [VO(ma)(2), bis(maltolato)oxovanadium(IV)], a known insulin-enhancing agent.

  DOI：

  10.1021/ic048186g