4-(3-imidazol-1-ylpropyl)-5-(2-(5-ethyl[1,2,4]oxadiazol-3-yl)phenyl)-2,4-dihydro[1,2,4]triazole-3-thiol potassium salt | 1257330-60-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(3-imidazol-1-ylpropyl)-5-(2-(5-ethyl[1,2,4]oxadiazol-3-yl)phenyl)-2,4-dihydro[1,2,4]triazole-3-thiol potassium salt
• 英文别名: Potassium;4-(3-imidazol-1-ylpropyl)-5-[2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl]-1,2,4-triazole-3-thiolate
• CAS: 1257330-60-1
• 化学式: C₁₈H₁₈N₇OS*K
• 分子量: 419.552
• InChiKey: GZQMUVZAFLUHNH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.69
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  88.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(3-氨基丙基)咪唑 、 3-(3-phenyl[1,2,4]oxadiazol-5-yl)propionic acid hydrazide 、 二吡啶硫碳酸酯 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 乙醇 、 水 为溶剂， 反应 8.0h， 以45%的产率得到4-(3-imidazol-1-ylpropyl)-5-(2-(5-ethyl[1,2,4]oxadiazol-3-yl)phenyl)-2,4-dihydro[1,2,4]triazole-3-thiol potassium salt
  参考文献：
  名称：

  New non-hydroxamic ADAMTS-5 inhibitors based on the 1,2,4-triazole-3-thiol scaffold

  摘要：

  In this Letter we describe the design, synthesis, screening, and optimization of a new family of ADAMTS-5 inhibitors. These inhibitors display an original 1,2,4-triazole-3-thiol scaffold as a putative zinc binding-group. In vitro results are rationalized by in silico docking of the compounds in ADAMTS-5's crystal structure. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.108

文献信息

• New non-hydroxamic ADAMTS-5 inhibitors based on the 1,2,4-triazole-3-thiol scaffold
  作者：Lucie Maingot、Florence Leroux、Valérie Landry、Julie Dumont、Hideaki Nagase、Bruno Villoutreix、Olivier Sperandio、Rebecca Deprez-Poulain、Benoit Deprez

  DOI：10.1016/j.bmcl.2010.08.108

  日期：2010.11

  In this Letter we describe the design, synthesis, screening, and optimization of a new family of ADAMTS-5 inhibitors. These inhibitors display an original 1,2,4-triazole-3-thiol scaffold as a putative zinc binding-group. In vitro results are rationalized by in silico docking of the compounds in ADAMTS-5's crystal structure. (C) 2010 Elsevier Ltd. All rights reserved.