pyridine 2,4,6-tricarbohydrazide | 66066-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: pyridine 2,4,6-tricarbohydrazide
• 英文别名: Pyridine-2,4,6-tricarbohydrazide
• CAS: 66066-73-7
• 化学式: C₈H₁₁N₇O₃
• 分子量: 253.22
• InChiKey: UHWCOGJCXQBLOJ-UHFFFAOYSA-N

物化性质

• 密度：
  1.532±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  178
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  pyridine 2,4,6-tricarbohydrazide 、 水杨醛 在 溶剂黄146 作用下， 反应 4.0h， 以75%的产率得到N’-2,N’-4,N’-6-tris(2-hydroxybenzylidene)pyridine-2,4,6-tricarbohydrazide
  参考文献：
  名称：

  Novel pyridine-2,4,6-tricarbohydrazide derivatives: Design, synthesis, characterization and in vitro biological evaluation as α- and β-glucosidase inhibitors

  摘要：

  A range of novel pyridine 2,4,6-tricarbohydrazide derivatives (4a-4h) were synthesized and its biological inhibition towards alpha- and beta-glucosidases was studied. Most of the compounds demonstrate to be active against a-glucosidase, and quite inactive/completely inactive against beta-glucosidase. A number of compounds were found to be more active against alpha-glucosidase than the reference compound acarbose (IC50 38.25 +/- 0.12 mu M); being compound 4d with the p-hydroxy phenyl motive the most active (IC50 20.24 +/- 0.72 mu M). Molecular modeling studies show the interactions of compound 4d with the active site of target alpha-glucosidase kinase. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2014.10.007
• 作为产物：
  描述：

  吡啶-2,4,6-三羧酸三甲酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以3 g的产率得到pyridine 2,4,6-tricarbohydrazide
  参考文献：
  名称：

  Novel pyridine-2,4,6-tricarbohydrazide derivatives: Design, synthesis, characterization and in vitro biological evaluation as α- and β-glucosidase inhibitors

  摘要：

  A range of novel pyridine 2,4,6-tricarbohydrazide derivatives (4a-4h) were synthesized and its biological inhibition towards alpha- and beta-glucosidases was studied. Most of the compounds demonstrate to be active against a-glucosidase, and quite inactive/completely inactive against beta-glucosidase. A number of compounds were found to be more active against alpha-glucosidase than the reference compound acarbose (IC50 38.25 +/- 0.12 mu M); being compound 4d with the p-hydroxy phenyl motive the most active (IC50 20.24 +/- 0.72 mu M). Molecular modeling studies show the interactions of compound 4d with the active site of target alpha-glucosidase kinase. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2014.10.007

文献信息

• Pyridine sulfonamide as a small key organic molecule for the potential treatment of type-II diabetes mellitus and Alzheimer’s disease: In vitro studies against yeast α-glucosidase, acetylcholinesterase and butyrylcholinesterase
  作者：Sadaf Riaz、Islam Ullah Khan、Marek Bajda、Muhammad Ashraf、Qurat-ul-Ain、Ayesha Shaukat、Tanzeel Ur Rehman、Sadaf Mutahir、Sajjad Hussain、Ghulam Mustafa、Muhammad Yar

  DOI：10.1016/j.bioorg.2015.09.008

  日期：2015.12

  This paper presents the efficient high yield synthesis of novel pyridine 2,4,6-tricarbohydrazide derivatives (4a-4i) along with their alpha-glucosidase, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition activities. The enzymes inhibition results showed the potential of synthesized compounds in controlling both type-II diabetes mellitus and Alzheimer's disease. In vitro biological investigations revealed that most of compounds were more active against yeast alpha-glucosidase than the reference compound acarbose (IC50 38.25 +/- 0.12 mu M). Among the tested series the compound 4c bearing 4-flouro benzyl group was noted to be the most active (IC50 25.6 +/- 0.2 mu M) against alpha-glucosidase, and it displayed weak inhibition activities against AChE and BChE. Compound 4a exhibited the most desired results against all three enzymes, as it was significantly active against all the three enzymes; alpha-glucosidase (IC50 32.2 +/- 0.3 mu M), AChE (IC50 50.2 +/- 0.8 mu M) and BChE (IC50 43.8 +/- 0.8 mu M). Due to the most favorable activity of 4a against the tested enzymes, for molecular modeling studies this compound was selected to investigate its pattern of interaction with alpha-glucosidase and AChE targets. (C) 2015 Elsevier Inc. All rights reserved.
• Supaniewski et al., Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1955, vol. 3, p. 55,58
  作者：Supaniewski et al.

  DOI：——

  日期：——
• Hu; Liu, Yaoxue Xuebao/Acta pharmaceutica Sinica, 1959, vol. 7, p. 109,115
  作者：Hu、Liu

  DOI：——

  日期：——