3-((3-methylbenzyl)thio)-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-((3-methylbenzyl)thio)-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine
• 英文别名: 3-[(3-Methylphenyl)methylthio]-5-(4-pyridyl)-1,2,4-triazole-4-ylamine；3-[(3-methylphenyl)methylsulfanyl]-5-pyridin-4-yl-1,2,4-triazol-4-amine
• 化学式: C₁₅H₁₅N₅S
• 分子量: 297.384
• InChiKey: LIICECGUAFISRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  94.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氨基-5-吡啶-4H-三唑硫醇 、 3-甲基苄溴 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以16%的产率得到3-((3-methylbenzyl)thio)-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine
  参考文献：
  名称：

  Rational design of small molecules able to inhibit α-synuclein amyloid aggregation for the treatment of Parkinson’s disease

  摘要：

  Parkinson's disease is one of the most common neurodegenerative disorders in elderly age. One of the mechanisms involved in the neurodegeneration appears related to the aggregation of the presynaptic protein alpha synuclein (alpha-syn) into toxic oligomers and fibrils. To date, no highly effective treatment is currently available; therefore, there is an increasing interest in the search of new therapeutic tools. The modulation of alpha-syn aggregation represents an emergent and promising disease-modifying strategy for reducing or blocking the neurodegenerative process. Herein, by combiningin silicoandin vitroscreenings we initially identified 3-(cinnamylsulfanyl)-5-(4-pyridinyl)-1,2,4-triazol-4-amine (3) as alpha-syn aggregation inhibitor that was then considered a promising hit for the further design of a new series of small molecules. Therefore, we rationally designed new hit-derivatives that were synthesised and evaluated by biological assays. Lastly, the binding mode of the newer inhibitors was predicted by docking studies.

  DOI：

  10.1080/14756366.2020.1816999

文献信息

• Rational design of small molecules able to inhibit α-synuclein amyloid aggregation for the treatment of Parkinson’s disease
  作者：Serena Vittorio、Ilenia Adornato、Rosaria Gitto、Samuel Peña-Díaz、Salvador Ventura、Laura De Luca

  DOI：10.1080/14756366.2020.1816999

  日期：2020.1.1

  Parkinson's disease is one of the most common neurodegenerative disorders in elderly age. One of the mechanisms involved in the neurodegeneration appears related to the aggregation of the presynaptic protein alpha synuclein (alpha-syn) into toxic oligomers and fibrils. To date, no highly effective treatment is currently available; therefore, there is an increasing interest in the search of new therapeutic tools. The modulation of alpha-syn aggregation represents an emergent and promising disease-modifying strategy for reducing or blocking the neurodegenerative process. Herein, by combiningin silicoandin vitroscreenings we initially identified 3-(cinnamylsulfanyl)-5-(4-pyridinyl)-1,2,4-triazol-4-amine (3) as alpha-syn aggregation inhibitor that was then considered a promising hit for the further design of a new series of small molecules. Therefore, we rationally designed new hit-derivatives that were synthesised and evaluated by biological assays. Lastly, the binding mode of the newer inhibitors was predicted by docking studies.
• Synthesis and biochemical evaluation of 5-(pyridin-4-yl)-3-(alkylsulfanyl)-4H-1,2,4-triazol-4-amine-based inhibitors of tyrosinase from Agaricus bisporus
  作者：Laura De Luca、Salvatore Mirabile、Federico Ricci、Ilenia Adornato、Anna Cacciola、Maria Paola Germanò Rosaria Gitto

  DOI：10.24820/ark.5550190.p011.677

  日期：——