5,7-dimethyl-3-(indolin-2-one)hydrazinecarbothioamide | 17765-88-7

• 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: 5,7-dimethyl-3-(indolin-2-one)hydrazinecarbothioamide
• CAS: 17765-88-7
• 化学式: C₁₁H₁₂N₄OS
• 分子量: 248.308
• InChiKey: CGOGBICOUNQHKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.51
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  苯硼酸 、 5,7-dimethyl-3-(indolin-2-one)hydrazinecarbothioamide 以 苯 为溶剂， 生成 [N'-[(5,7-dimethyl-2-oxoindol-3-yl)amino]carbamimidoyl]sulfanyl-phenylborinic acid
  参考文献：
  名称：

  Biyala, Mukesh Kumar; Fahmi, Nighat; Singh, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2004, vol. 43, # 8, p. 1662 - 1666

  摘要：

  DOI：
• 作为产物：
  描述：

  5,7-二甲基靛红 、 氨基硫脲 以 乙醇 为溶剂， 生成 5,7-dimethyl-3-(indolin-2-one)hydrazinecarbothioamide
  参考文献：
  名称：

  Biyala, Mukesh Kumar; Fahmi, Nighat; Singh, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2004, vol. 43, # 8, p. 1662 - 1666

  摘要：

  DOI：

文献信息

• Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel Isatin-Thiazole Derivatives as α-Glucosidase Inhibitors
  作者：Zhenzhen Xie、Guangcheng Wang、Jing Wang、Ming Chen、Yaping Peng、Luyao Li、Bing Deng、Shan Chen、Wenbiao Li

  DOI：10.3390/molecules22040659

  日期：——

  4-position of the right phenyl and 2-fluorobenzyl substituent at the N1-positions of the 5-methylisatin displayed the highest inhibitory activity with an IC50 value of 5.36 ± 0.13 μm. Molecular docking studies revealed the existence of hydrophobic interaction, CH-π interaction, arene-anion interaction, arene-cation interaction, and hydrogen bond between these compounds and α-glucosidase enzyme.

  合成了一系列新的靛红-噻唑衍生物并筛选了它们的体外 α-葡萄糖苷酶抑制活性。与标准药物阿卡波糖 (IC50 = 817.38 ± 6.27 μm) 相比，这些化合物显示出不同程度的 α-葡萄糖苷酶抑制活性，IC50 范围为 5.36 ± 0.13 至 35.76 ± 0.31 μm。在该系列中，化合物6p在右苯基的4-位带有羟基，在5-甲基靛红的N1-位带有2-氟苄基取代基，显示出最高的抑制活性，IC50值为5.36±0.13 μm。分子对接研究揭示了这些化合物与α-葡萄糖苷酶之间存在疏水相互作用、CH-π相互作用、芳烃-阴离子相互作用、芳烃-阳离子相互作用以及氢键。
• Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain
  作者：Idan Chiyanzu、Elizabeth Hansell、Jiri Gut、Philip J. Rosenthal、James H. McKerrow、Kelly Chibale

  DOI：10.1016/s0960-894x(03)00756-x

  日期：2003.10

  While commercial isatins were practically inactive against the target proteases, thiosemicarbazone derivatives were found to be active. The most active compound from the series displayed an inhibitory IC50 value of 1 muM against rhodesain. One thiosemicarbazone was found to be active against all three proteases with inhibitory IC50 values of 10 muM or less. A combination of N-benzylation and appropriate substitution on the aromatic portion of the isatin scaffold was generally found to be beneficial especially against cruzain for ketone inhibitors. (C) 2003 Elsevier Ltd. All rights reserved.
• Buu-Hoi,N.P. et al., Chimica Therapeutica, 1968, vol. 3, p. 110 - 115
  作者：Buu-Hoi,N.P. et al.

  DOI：——

  日期：——
• Biyala, Mukesh Kumar; Fahmi, Nighat; Singh, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2004, vol. 43, # 8, p. 1662 - 1666
  作者：Biyala, Mukesh Kumar、Fahmi, Nighat、Singh

  DOI：——

  日期：——