3-benzylthio-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine | 87693-67-2

• 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-benzylthio-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine
• 英文别名: 3-(benzylsulfanyl)-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine；3-benzylsulfanyl-5-pyridin-4-yl-1,2,4-triazol-4-amine
• CAS: 87693-67-2
• 化学式: C₁₄H₁₃N₅S
• 分子量: 283.357
• InChiKey: LTPQUFDNIVEWEE-UHFFFAOYSA-N

物化性质

• 沸点：
  555.8±60.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  94.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-benzylthio-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine 、 4-甲氧基苯甲醛 在 溶剂黄146 作用下， 反应 0.25h， 生成 5-(benzylthio)-N-[(4-methoxyphenyl)methylene]-3-pyridin-4-yl-4H-1,2,4-triazol-4-amine
  参考文献：
  名称：

  Combinatorial approach: identification of potential antifungals from triazole minilibraries

  摘要：

  Employing basic principles of solution phase combinatorial chemistry, a solution phase combinatorial synthesis and screening of mini libraries of 1,2,4-triazole derivatives has been carried out. 6 x 6 indexed mini libraries were synthesized comprising of 36 compounds. The libraries were analyzed by liquid chromatography-mass spectrometry-mass spectrometry (LC-MS-MS) analysis. All the synthesized mini libraries were screened for antifungal activity and by deconvolution methodology leads for every fungi used for study were identified. The leads were synthesized individually and screened for activity. The antifungal activity of individually synthesized leads was improved as anticipated, in comparison with that of any of the mini libraries.

  DOI：

  10.1007/s00044-009-9283-8
• 作为产物：
  描述：

  异烟肼 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 24.17h， 生成 3-benzylthio-5-(pyridin-4-yl)-4H-1,2,4-triazol-4-amine
  参考文献：
  名称：

  Combinatorial approach: identification of potential antifungals from triazole minilibraries

  摘要：

  Employing basic principles of solution phase combinatorial chemistry, a solution phase combinatorial synthesis and screening of mini libraries of 1,2,4-triazole derivatives has been carried out. 6 x 6 indexed mini libraries were synthesized comprising of 36 compounds. The libraries were analyzed by liquid chromatography-mass spectrometry-mass spectrometry (LC-MS-MS) analysis. All the synthesized mini libraries were screened for antifungal activity and by deconvolution methodology leads for every fungi used for study were identified. The leads were synthesized individually and screened for activity. The antifungal activity of individually synthesized leads was improved as anticipated, in comparison with that of any of the mini libraries.

  DOI：

  10.1007/s00044-009-9283-8

文献信息

• Synthesis and opening of the thiadiazine ring in 6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines
  作者：A. A. Kolodina、N. I. Gaponenko、A. V. Lesin

  DOI：10.1007/s11172-008-0164-y

  日期：2008.6

  A reaction of 3-benzylthiotriazole-4-amines with aromatic aldehydes leads to the formation of 6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines. A dihydrothiadiazine ring opening along the N-N bond occurs by the action of strong bases.

  3-苄基硫代三唑-4-胺与芳香醛的反应导致形成6,7-二氢-5H-[1,2,4]三唑并[3,4-b][1,3,4]噻二嗪。在强碱的作用下，二氢噻二嗪环沿 NN 键开环。
• 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：——
• Combinatorial approach: identification of potential antifungals from triazole minilibraries
  作者：Manish Sudesh Bhatia、Bandu Eknath Zarekar、Prafulla Balkrishna Choudhari、Kundan Bhanudas Ingale、Neela Manish Bhatia

  DOI：10.1007/s00044-009-9283-8

  日期：2011.1

  Employing basic principles of solution phase combinatorial chemistry, a solution phase combinatorial synthesis and screening of mini libraries of 1,2,4-triazole derivatives has been carried out. 6 x 6 indexed mini libraries were synthesized comprising of 36 compounds. The libraries were analyzed by liquid chromatography-mass spectrometry-mass spectrometry (LC-MS-MS) analysis. All the synthesized mini libraries were screened for antifungal activity and by deconvolution methodology leads for every fungi used for study were identified. The leads were synthesized individually and screened for activity. The antifungal activity of individually synthesized leads was improved as anticipated, in comparison with that of any of the mini libraries.