1-((E)-(2-(4-(4-methoxyphenyl)thiazol-2-yl)hydrazono)methyl)-3-((Z)-(2-(4-(4-methoxyphenyl)thiazol-2-yl)hydrazono)methyl)benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-((E)-(2-(4-(4-methoxyphenyl)thiazol-2-yl)hydrazono)methyl)-3-((Z)-(2-(4-(4-methoxyphenyl)thiazol-2-yl)hydrazono)methyl)benzene
• 英文别名: 1-((E)-(2-(4-(4-Methoxyphenyl)thiazol-2-yl)hydrazono)-methyl)-3-((Z)-(2-(4-(4-methoxy phenyl)thiazol-2-yl)hydrazono)-methyl)benzene (18)；4-(4-methoxyphenyl)-N-[(Z)-[3-[(E)-[[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene]methyl]phenyl]methylideneamino]-1,3-thiazol-2-amine
• 化学式: C₂₈H₂₄N₆O₂S₂
• 分子量: 540.67
• InChiKey: BIZJTIVOVKDDRP-CBTGBURPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  间苯二甲醛 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 1-((E)-(2-(4-(4-methoxyphenyl)thiazol-2-yl)hydrazono)methyl)-3-((Z)-(2-(4-(4-methoxyphenyl)thiazol-2-yl)hydrazono)methyl)benzene
  参考文献：
  名称：

  Synthesis, in vitro evaluation and molecular docking studies of thiazole derivatives as new inhibitors of α-glucosidase

  摘要：

  A series of thiazole derivatives 1-21 were prepared, characterized by EI-MS and H-1 NMR and evaluated for alpha-glucosidase inhibitory potential. All twenty one derivatives showed good alpha-glucosidase inhibitory activity with IC50 value ranging between 18.23 +/- 0.03 and 424.41 +/- 0.94 mu M when compared with the standard acarbose (IC50, 38.25 +/- 0.12 mu M). Compound (8) (IC50, 18.23 +/- 0.03 mu M) and compound (7) (IC50 = 36.75 +/- 0.05 mu M) exhibited outstanding inhibitory potential much better than the standard acarbose (IC50, 38.25 +/- 0.12 mu M). All other analogs also showed good to moderate enzyme inhibition. Molecular docking studies were carried out in order to find the binding affinity of thiazole derivatives with enzyme. Studies showed these thiazole analogs as a new class of a-glucosidase inhibitors. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.06.006

文献信息

• Synthesis, molecular docking, acetylcholinesterase and butyrylcholinesterase inhibitory potential of thiazole analogs as new inhibitors for Alzheimer disease
  作者：Fazal Rahim、Muhammad Tariq Javed、Hayat Ullah、Abdul Wadood、Muhammad Taha、Muhammad Ashraf、Qurat-ul-Ain、Muhammad Anas Khan、Fahad Khan、Salma Mirza、Khalid M. Khan

  DOI：10.1016/j.bioorg.2015.08.002

  日期：2015.10

  A series of thirty (30) thiazole analogs were prepared, characterized by H-1 NMR, C-13 NMR and EI-MS and evaluated for Acetylcholinesterase and butyrylcholinesterase inhibitory potential. All analogs exhibited varied butyrylcholinesterase inhibitory activity with IC50 value ranging between 1.59 +/- 0.01 and 389.25 +/- 1.75 mu M when compared with the standard eserine (IC50, 0.85 +/- 0.0001 mu M). Analogs 15, 7, 12, 9, 14, 1, 30 with IC50 values 1.59 +/- 0.01, 1.77 +/- 0.01, 6.21 +/- 0.01, 7.56 +/- 0.01, 8.46 +/- 0.01, 14.81 +/- 0.32 and 16.54 +/- 0.21 mu M respectively showed excellent inhibitory potential. Seven analogs 15, 20, 19, 24, 28, 30 and 25 exhibited good acetylcholinesterase inhibitory potential with IC50 values 21.3 +/- 0.50, 35.3 +/- 0.64, 36.6 +/- 0.70, 44.81 +/- 0.81, 46.36 +/- 0.84, 48.2 +/- 0.06 and 48.72 +/- 0.91 mu M respectively. All other analogs also exhibited well to moderate enzyme inhibition. The binding mode of these compounds was confirmed through molecular docking. (C) 2015 Elsevier Inc. All rights reserved.