4-benzyl-5-ethyl-4H-1,2,4-triazole-3-thiol | 91333-09-4

• 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: 4-benzyl-5-ethyl-4H-1,2,4-triazole-3-thiol
• 英文别名: 4-benzyl-5-ethyl-2,4-dihydro-[1,2,4]triazole-3-thione；5-Ethyl-4-benzyl-3-mercapto-1,2,4-triazol；4-benzyl-3-ethyl-1H-1,2,4-triazole-5-thione
• CAS: 91333-09-4
• 化学式: C₁₁H₁₃N₃S
• 分子量: 219.31
• InChiKey: OXDMLGFXZJNETE-UHFFFAOYSA-N

物化性质

• 熔点：
  133 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  318.4±35.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-benzyl-5-ethyl-4H-1,2,4-triazole-3-thiol 在 4-二甲氨基吡啶 、 水 、 caesium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 5.0h， 生成 4-(((4-benzyl-5-ethyl-4H-1,2,4-triazol-3-yl)thio)methyl)-N-(4-fluorophenyl)benzamide
  参考文献：
  名称：

  Fragment-based drug discovery of triazole inhibitors to block PDEδ-RAS protein-protein interaction

  摘要：

  Although mutated Ras protein is well recognized as an important drug target, direct targeting Ras has proven to be a daunting task. Recent studies demonstrated that Ras protein needs PDE delta to relocate to plasma membrane to execute its signaling transduction function, which provides a new avenue for modulating the Ras protein. To find small molecules antagonizing the interactions between PDE delta and Ras, here we presented a successful application of fragment-based drug discovery of PDE delta inhibitors. Under the guidance of crystal structures, we are able to quickly optimize the initial fragment into highly potent inhibitors, with more than 2000-fold improvement in binding activity, which further adds to the arsenal towards the inhibition of Ras signaling in cancer therapy. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.12.018
• 作为产物：
  描述：

  异硫氰酸苯甲酯 、 丙酸肼 以 乙醇 为溶剂， 反应 2.0h， 生成 4-benzyl-5-ethyl-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Fragment-based drug discovery of triazole inhibitors to block PDEδ-RAS protein-protein interaction

  摘要：

  Although mutated Ras protein is well recognized as an important drug target, direct targeting Ras has proven to be a daunting task. Recent studies demonstrated that Ras protein needs PDE delta to relocate to plasma membrane to execute its signaling transduction function, which provides a new avenue for modulating the Ras protein. To find small molecules antagonizing the interactions between PDE delta and Ras, here we presented a successful application of fragment-based drug discovery of PDE delta inhibitors. Under the guidance of crystal structures, we are able to quickly optimize the initial fragment into highly potent inhibitors, with more than 2000-fold improvement in binding activity, which further adds to the arsenal towards the inhibition of Ras signaling in cancer therapy. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.12.018

文献信息

• Malbec, Frederique; Milcent, Rene; Barbier, Geo, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1689 - 1698
  作者：Malbec, Frederique、Milcent, Rene、Barbier, Geo

  DOI：——

  日期：——
• MALBEC, F.;MILCENT, R.;BARBIER, G., J. HETEROCYCL. CHEM., 1984, 21, N 6, 1689-1698
  作者：MALBEC, F.、MILCENT, R.、BARBIER, G.

  DOI：——

  日期：——
• ANTICORROSION AGENTS FOR TRANSPARENT CONDUCTIVE FILM
  申请人：Carestream Health, Inc.

  公开号：US20140170407A1

  公开（公告）日：2014-06-19

  Certain mercapotetrazoles and mercaptotriazoles have been found to provide anti-corrosion properties when incorporated into silver nanowire containing films. The effectiveness of such compounds may be enhanced by their introduction into a layer disposed adjacent to a silver nanowire containing layer.