5-ethoxycarboximethylimino-2,3-diphenyl-2,5-dihydro-1,2,4-thiadiazole

• 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-ethoxycarboximethylimino-2,3-diphenyl-2,5-dihydro-1,2,4-thiadiazole
• 英文别名: 5-ethoxycarbonylmethylimino-2,3-diphenyl-2,5-dihydro-1,2,4-thiadiazole；5-ethoxycarboxymethylimino-2,3-diphenyl-2,5-dihydro-1,2,4-thiadiazole
• 化学式: C₁₈H₁₇N₃O₂S
• 分子量: 339.418
• InChiKey: SKAXWVTXUKFKRY-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  56.48
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N-苯基亚胺苄基氯 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 2.25h， 生成 5-ethoxycarboximethylimino-2,3-diphenyl-2,5-dihydro-1,2,4-thiadiazole
  参考文献：
  名称：

  5-Imino-1,2,4-Thiadiazoles: First Small Molecules As Substrate Competitive Inhibitors of Glycogen Synthase Kinase 3

  摘要：

  Cumulative evidence strongly supports that glycogen synthase kinase-3 (GSK-3) is a pathogenic molecule when it is up-dysregulated, emerging as an important therapeutic target in severe unmet human diseases. GSK-3 specific inhibitors might be promising effective drugs for the treatment of devastating pathologies such as neurodegenerative diseases, stroke, and mood disorders. As GSK-3 has the ability to phosphorylate primed substrates, small molecules able to bind to this site should be perfect drug candidates, able to partially block the activity of the enzyme over some specific substrates. Here, we report substituted 5-imino-1,2,4-thiadiazoles as the first small molecules able to inhibit GSK-3 in a substrate competitive manner. These compounds are cell permeable, able to decrease inflammatory activation and to selectively differentiate neural stem cells. Overall, 5-imino-1,2,4-thiadiazoles are presented here as new molecules able to decrease neuronal cell death and to increase endogenous neurogenesis blocking the GSK-3 substrate site

  DOI：

  10.1021/jm201463v

文献信息

• MAMMAL KINASE INHIBITORS TO PROMOTE IN VITRO EMBRYOGENESIS INDUCTION OF PLANTS
  申请人：Consejo Superior de Investigaciones Científicas (CSIC)

  公开号：EP3827665A1

  公开（公告）日：2021-06-02

  The present invention relates to the use of mammal kinase inhibitors, preferably human kinase inhibitors, to promote the induction of in vitro embryogenesis, a strategy never used in plants systems before. The results obtained indicated that these inhibitors have beneficial effects in both crop and forest plants in in vitro systems of microspore and somatic embryogenesis.

  本发明涉及使用哺乳动物激酶抑制剂，最好是人类激酶抑制剂来促进体外胚胎发生的诱导，这是一种从未在植物系统中使用过的策略。研究结果表明，在小孢子和体细胞胚胎发生的体外系统中，这些抑制剂对作物和森林植物都有益处。
• SUBSTITUTED 5-IMINO-1,2,4-THIADIAZOLES THAT CAN BE USED TO TREAT NEURODEGENERATIVE DISEASES
  申请人：Consejo Superior De Investigaciones Científicas (CSIC)

  公开号：EP2484670B1

  公开（公告）日：2016-07-20
• US9604947B2
  申请人：——

  公开号：US9604947B2

  公开（公告）日：2017-03-28