1-(2,4-dinitrophenyl)-3-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride | 104642-53-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2,4-dinitrophenyl)-3-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride
• 英文别名: 1-(2,4-Dinitrophenyl)-3-(2-methyl-1,3-dioxolan-2-yl)pyridin-1-ium;chloride
• CAS: 104642-53-7
• 化学式: C₁₅H₁₄N₃O₆*Cl
• 分子量: 367.746
• InChiKey: FYOIEEPVQMZJPV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.0
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(2,4-dinitrophenyl)-3-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride 在 sodium tetrahydroborate 、 4-甲基苯磺酸吡啶 、 三乙胺 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 24.0h， 生成 N-(5-Acetyl-3,6-dihydro-2H-pyridin-1-yl)-benzamide
  参考文献：
  名称：

  Synthesis of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides with hyperglycemic-hypoglycemic activity

  摘要：

  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.

  DOI：

  10.1021/jm00384a018
• 作为产物：
  描述：

  3-(2-甲基-1,3-二氧戊环-2-基)吡啶 、 1-氯-2,4-二硝基苯 以 丙酮 为溶剂， 反应 8.0h， 以80%的产率得到1-(2,4-dinitrophenyl)-3-(2-methyl-1,3-dioxolan-2-yl)pyridinium chloride
  参考文献：
  名称：

  Zincke's 反应：制备 L-[2-(3-Indol)Ethyl]-Alkylpyridinium 氯化衍生物的新方法

  摘要：

  摘要 制备了锌盐 3 (af) 并用于以高收率合成 1-[(2-(3-吲哚)-乙基]烷基吡啶鎓衍生物 5 (af)。

  DOI：

  10.1080/00397919908085768

文献信息

• Pyridine-Derived Oxazolidines as Chiral 3-Alkyl-4,5-dihydropyridinium and 3-Alkyl-3,4,5,6-tetrahydropyridinium Salt Equivalents
  作者：Yung-Sing Wong、Christian Marazano、Dino Gnecco、Yves Génisson、Angèle Chiaroni、Bhupesh C. Das

  DOI：10.1021/jo961323+

  日期：1997.2.1
• 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：——
• The Zincke's Reaction: A New Alternative for the Preparation of L-[2-(3-Indol)Ethyl]-Alkylpyridinium Chloride Derivatives
  作者：Dino Gnecco、Jorge Juárez、Alberto Galindo、Christian Marazano、Raúl G. Enríquez

  DOI：10.1080/00397919908085768

  日期：1999.1

  Abstract The Zincke's salts 3 (a-f) were prepared and used for the synthesis of 1-[(2-(3-indol)-ethyl]alkylpyridinium chloride derivatives 5 (a-f) in high yields.

  摘要 制备了锌盐 3 (af) 并用于以高收率合成 1-[(2-(3-吲哚)-乙基]烷基吡啶鎓衍生物 5 (af)。
• 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.