1-(2,4-dinitrophenyl)-4-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride | 104642-54-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-(2,4-dinitrophenyl)-4-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride
• 英文别名: N-(2,4-dinitrophenyl)-4-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride；1-(2,4-dinitrophenyl)-4-(2-methyl-1,3-dioxolan-2-yl)pyridin-1-ium;chloride
• CAS: 104642-54-8
• 化学式: C₁₅H₁₄N₃O₆*Cl
• 分子量: 367.746
• InChiKey: ZZYXJJJNDIVOJF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.0
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  108.62
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(2,4-dinitrophenyl)-4-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride 在 4-acetyl-N-(tert-butyl)pyridinium tetrafluoroborate 、 sodium 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 23.0h， 生成 4-acetyl-N-(tert-butyl)-1,4-dihydropyridin-4-yl radical
  参考文献：
  名称：

  Physical Organic Approach to Persistent, Cyclable, Low-Potential Electrolytes for Flow Battery Applications

  摘要：

  The deployment of nonaqueous redox flow batteries for grid-scale energy storage has been impeded by a lack of electrolytes that undergo redox events at as low (anolyte) or high (catholyte) potentials as possible while exhibiting the stability and cycling lifetimes necessary for a battery device. Herein, we report a new approach to electrolyte design that uses physical organic tools for the predictive targeting of electrolytes that possess this combination of properties. We apply this approach to the identification of a new pyridinium-based anolyte that undergoes 1e(-) electrochemical charge discharge cycling at low potential (-1.21 V vs Fc/Fc(+)) to a 95% state-of-charge without detectable capacity loss after 200 cycles.

  DOI：

  10.1021/jacs.7b00147
• 作为产物：
  描述：

  4-(2-甲基-1,3-二氧戊环-2-基)吡啶 、 1-氯-2,4-二硝基苯 以 甲苯 为溶剂， 反应 22.0h， 以96%的产率得到1-(2,4-dinitrophenyl)-4-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride
  参考文献：
  名称：

  Physical Organic Approach to Persistent, Cyclable, Low-Potential Electrolytes for Flow Battery Applications

  摘要：

  The deployment of nonaqueous redox flow batteries for grid-scale energy storage has been impeded by a lack of electrolytes that undergo redox events at as low (anolyte) or high (catholyte) potentials as possible while exhibiting the stability and cycling lifetimes necessary for a battery device. Herein, we report a new approach to electrolyte design that uses physical organic tools for the predictive targeting of electrolytes that possess this combination of properties. We apply this approach to the identification of a new pyridinium-based anolyte that undergoes 1e(-) electrochemical charge discharge cycling at low potential (-1.21 V vs Fc/Fc(+)) to a 95% state-of-charge without detectable capacity loss after 200 cycles.

  DOI：

  10.1021/jacs.7b00147

文献信息

• Synthesis of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides with hyperglycemic-hypoglycemic activity
  作者：Jupita M. Yeung、Edward E. Knaus

  DOI：10.1021/jm00384a018

  日期：1987.1

  A group of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides 7 were synthesized to determine the effect that the position and physicochemical properties of substituents attached to the heterocyclic ring have on blood glucose levels. 5-Methyl-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide 7b was the most active hyperglycemic agent, elevating blood glucose 124% and 116% at 2 and 4 h, respectively, after a 100 mg/kg po dose. The most active hypoglycemic agent was the 4-acetyl analogue 7o, which was about 50% as active as chlorpropamide, lowering blood glucose 19% at 4 h after a 100 mg/kg po dose. A correlation between blood glucose levels and the partition coefficient P was not observed.
• Genisson, Yves; Mehmandoust, Maryam; Marazano, Christian, Heterocycles, 1994, vol. 39, # 2, p. 811 - 818
  作者：Genisson, Yves、Mehmandoust, Maryam、Marazano, Christian、Das, Bhupesh C.

  DOI：——

  日期：——
• YEUNG J. M.; KNAUS E. E., J. MED. CHEM., 30,(1987) N 1, 104-108
  作者：YEUNG J. M.、 KNAUS E. E.

  DOI：——

  日期：——