(2E,2'E)-2,2'-(1,4-phenylenebis(methaneylylidene))bis(hydrazine-1-carbothioamide)

• 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: (2E,2'E)-2,2'-(1,4-phenylenebis(methaneylylidene))bis(hydrazine-1-carbothioamide)
• 英文别名: 2,2'-(1,4-Phenylenebis(methanylylidene))bis(hydrazine-1-carbothioamide)；p-benzenedicarbaldehyde bisthiosemicarbazone；terephthalaldehyde bis(thio semicarbazone)；Terephthalaldehyde dithiosemicarbazone；[(E)-[4-[(E)-(carbamothioylhydrazinylidene)methyl]phenyl]methylideneamino]thiourea
• 化学式: C₁₀H₁₂N₆S₂
• 分子量: 280.377
• InChiKey: VTZWNSAFVYMODF-ACFHMISVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  165
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  alpha-溴-4-甲氧基苯乙酮 、 (2E,2'E)-2,2'-(1,4-phenylenebis(methaneylylidene))bis(hydrazine-1-carbothioamide) 以85%的产率得到5-(4-methoxyphenyl)-2-((E)-2-(4-((E)-(2-(4-(4-methoxyphenyl)thiazol-2-yl)hydrazono)methyl)benzylidene)hydrazinyl)thiazole
  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
• 作为产物：
  描述：

  对苯二甲醛 、 氨基硫脲 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以90%的产率得到(2E,2'E)-2,2'-(1,4-phenylenebis(methaneylylidene))bis(hydrazine-1-carbothioamide)
  参考文献：
  名称：

  双核金（I）与对苯二醛双（氨基硫脲）配合物的合成、表征、体外细胞毒活性和分子对接

  摘要：

  合成了四种新的双缩氨基硫脲，并通过与 AuI 反应获得了四种双核金 (I) 配合物。已经评估了配体和复合物对 NCI-H460（肺）、A2780 和 A2780cisR（卵巢）癌细胞系和正常肾 LLC-PK1 细胞的细胞毒活性。结果表明配体在所评估的细胞系中不显示抗增殖活性，并且 NCI-H460 系仅对带有环己基取代基的复合物敏感。另一方面，这四种复合物对 A2780 和 A2780 cisR 显示出高细胞毒活性，并且与氨基硫脲的复合物可以避免对顺铂的耐药性。相比之下，没有一种复合物显示出对正常肾细胞系 LLC-PK1 的显着抑制。4，这与体外细胞毒性一致。

  DOI：

  10.1016/j.poly.2021.115498

文献信息

• A New Sustainable Strategy for Synthesis of Novel Series of Bis-imidazole and Bis-1,3-thiazine Derivatives
  作者：Wael A. A. Arafa、Rasha A. M. Faty、Asmaa K. Mourad

  DOI：10.1002/jhet.3221

  日期：2018.8

  An expeditious, eco‐friendly, and efficacious protocol was achieved for the preparation of bis‐imidazoles and bis‐1,3‐thiazines from the reaction of tetracyanoethylene with dialdehydes or bis‐thiosemicarbazones, respectively. Merely mixing and sonicating the starting materials furnishes the desirable products in considerable yields. This reaction smoothly proceeded and presented many merits, over conventional

  通过四氰基乙烯与二醛或双硫代半氨基咔唑的反应分别制备双咪唑和双1,3-噻嗪，该方法快速，环保且有效。仅将原料进行混合和超声处理就可以以可观的收率提供所需的产物。与常规方法和机械化学方法相比，该反应顺利进行并具有许多优点，包括简单的实验后处理程序，无副产物和较短的反应时间。此外，该协议在各种绿色指标上的得分令人钦佩，因此表明这些方法是理想的可持续性和绿色过程。
• Synthesis, in vitro evaluation and molecular docking studies of thiazole derivatives as new inhibitors of α-glucosidase
  作者：Fazal Rahim、Hayat Ullah、Muhammad Tariq Javid、Abdul Wadood、Muhammad Taha、Muhammad Ashraf、Ayesha Shaukat、Muhammad Junaid、Shafqat Hussain、Wajid Rehman、Rashad Mehmood、Muhammad Sajid、Muhammad Naseem Khan、Khalid Mohammed Khan

  DOI：10.1016/j.bioorg.2015.06.006

  日期：2015.10

  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.
• Synthesis, characterization, in vitro cytotoxic activity and molecular docking of dinuclear gold(I) complexes with terephthalaldehyde bis(thiosemicarbazones)
  作者：Ignacio del Águila、M. Antonia Mendiola、Sayantan Pradhan、Chittaranjan Sinha、Elena López-Torres

  DOI：10.1016/j.poly.2021.115498

  日期：2021.12

  synthesized and, by reaction with AuI, four dinuclear gold(I) complexes were obtained. Cytotoxic activity of both the ligands and the complexes against NCI-H460 (lung), A2780 and A2780cisR (ovarian) cancer cell lines and normal renal LLC-PK1 cells has been evaluated. The results indicate that the ligands do not show antiproliferative activity in the cell lines evaluated and the NCI-H460 line is only

  合成了四种新的双缩氨基硫脲，并通过与 AuI 反应获得了四种双核金 (I) 配合物。已经评估了配体和复合物对 NCI-H460（肺）、A2780 和 A2780cisR（卵巢）癌细胞系和正常肾 LLC-PK1 细胞的细胞毒活性。结果表明配体在所评估的细胞系中不显示抗增殖活性，并且 NCI-H460 系仅对带有环己基取代基的复合物敏感。另一方面，这四种复合物对 A2780 和 A2780 cisR 显示出高细胞毒活性，并且与氨基硫脲的复合物可以避免对顺铂的耐药性。相比之下，没有一种复合物显示出对正常肾细胞系 LLC-PK1 的显着抑制。4，这与体外细胞毒性一致。