3-benzyl-5-(benzylthio)-4H-1,2,4-triazol-4-amine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-benzyl-5-(benzylthio)-4H-1,2,4-triazol-4-amine
• 英文别名: 3-benzyl-5-benzylsulfanyl-1,2,4-triazol-4-amine
• 化学式: C₁₆H₁₆N₄S
• 分子量: 296.396
• InChiKey: COUOVYPJFFZVAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  82
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-benzyl-5-(benzylthio)-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 N-(3-benzyl-5-(benzylthio)-4H-1,2,4-triazol-4-yl)-1-(4-methoxyphenyl)methanimine
  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：

  苯乙酸肼 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 24.17h， 生成 3-benzyl-5-(benzylthio)-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 of 1,2,4‐triazole and 1,3,4‐oxadiazole derivatives as inhibitors for STAT3 enzymes of breast cancer
  作者：Sherif M. Fawzy、Yasser M. Loksha、Mohamed El‐Sadek、Samy M. Ibrahim、Botros Y. Beshay、Marium M. Shamaa、Hend Kothayer

  DOI：10.1002/ardp.202300345

  日期：2023.11

  Disubstituted five-membered heterocycles (1,2,4-triazole and 1,3,4 oxadiazole) were synthesized and investigated as inhibitors for signal transducer and activator of transcription 3 (STAT3) enzyme of breast cancer. 3-(Benzylthio)-5-(4-chlorobenzyl)-4H-1,2,4-triazol-4-amine (12d) was found to be the most active among the synthesized compounds with a half-maximal inhibitory concentration (IC50) value

  合成了双取代五元杂环化合物（1,2,4-三唑和 1,3,4 恶二唑），并研究其作为乳腺癌信号转导子和转录激活子 3 (STAT3) 酶的抑制剂。3-(苄硫基)-5-(4-氯苄基)-4 H -1,2,4-三唑-4-胺 ( 12d ) 被发现是合成化合物中活性最强的，具有半最大抑制浓度 (对MCF7细胞的IC 50 )值为1.5 µM，并且发现对STAT3酶显示出良好的抑制作用。化合物9a、b、d、e、f、11和12a、b、f、e对 MCF7 细胞系的IC 50值在 3–12 µM 范围内。分子模型用于研究合成化合物的生物学结果。