(E)-N'-(5-chloro-2-oxoindolin-3-ylidene)-4-methylbenzohydrazide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-N'-(5-chloro-2-oxoindolin-3-ylidene)-4-methylbenzohydrazide
• 英文别名: N'-(5-chloro-2-oxoindol-3-yl)-4-methylbenzohydrazide
• 化学式: C₁₆H₁₂ClN₃O₂
• 分子量: 313.743
• InChiKey: YBDSWZYKGGHXOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  70.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  对甲基苯甲酸甲酯 在 一水合肼 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 (E)-N'-(5-chloro-2-oxoindolin-3-ylidene)-4-methylbenzohydrazide
  参考文献：
  名称：

  Isatin based Schiff bases as inhibitors of α-glucosidase: Synthesis, characterization, in vitro evaluation and molecular docking studies

  摘要：

  Isatin base Schiff bases (1-20) were synthesized, characterized by H-1 NMR and EI/MS and evaluated for alpha-glucosidase inhibitory potential. Out of these twenty (20) compounds only six analogs showed potent alpha-glucosidase inhibitory potential with IC50 value ranging in between 2.2 +/- 0.25 and 83.5 +/- 1.0 mu M when compared with the standard acarbose (IC50 = 840 +/- 1.73 mu M). Among the series compound 2 having IC50 value (18.3 +/- 0.56 mu M), 9 (83.5 +/- 1.0 mu M), 11 (3.3 +/- 0.25 mu M), 12 (2.2 +/- 0.25 mu M), 14 (11.8 +/- 0.15 mu M), and 20 (3.0 +/- 0.15 mu M) showed excellent inhibitory potential many fold better than the standard acarbose. The binding interactions of these active analogs were confirmed through molecular docking. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.03.005

文献信息

• Isatin based Schiff bases as inhibitors of α-glucosidase: Synthesis, characterization, in vitro evaluation and molecular docking studies
  作者：Fazal Rahim、Fazal Malik、Hayat Ullah、Abdul Wadood、Fahad Khan、Muhammad Tariq Javid、Muhammad Taha、Wajid Rehman、Ashfaq Ur Rehman、Khalid Mohammed Khan

  DOI：10.1016/j.bioorg.2015.03.005

  日期：2015.6

  Isatin base Schiff bases (1-20) were synthesized, characterized by H-1 NMR and EI/MS and evaluated for alpha-glucosidase inhibitory potential. Out of these twenty (20) compounds only six analogs showed potent alpha-glucosidase inhibitory potential with IC50 value ranging in between 2.2 +/- 0.25 and 83.5 +/- 1.0 mu M when compared with the standard acarbose (IC50 = 840 +/- 1.73 mu M). Among the series compound 2 having IC50 value (18.3 +/- 0.56 mu M), 9 (83.5 +/- 1.0 mu M), 11 (3.3 +/- 0.25 mu M), 12 (2.2 +/- 0.25 mu M), 14 (11.8 +/- 0.15 mu M), and 20 (3.0 +/- 0.15 mu M) showed excellent inhibitory potential many fold better than the standard acarbose. The binding interactions of these active analogs were confirmed through molecular docking. (C) 2015 Elsevier Inc. All rights reserved.