(5Z)-5-[(5-methylthiophen-2-yl)methylene]thiazolo[3,2-b][1,2,4]triazol-6(5H)-one | 1443655-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并噻唑类
• 英文名称: (5Z)-5-[(5-methylthiophen-2-yl)methylene]thiazolo[3,2-b][1,2,4]triazol-6(5H)-one
• 英文别名: (5Z)-5-[(5-methylthiophen-2-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one
• CAS: 1443655-28-4
• 化学式: C₁₀H₇N₃OS₂
• 分子量: 249.317
• InChiKey: MRVRXMSNLGNRHQ-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-甲基-2-噻吩甲醛 、 2H-1,2,4-triazole-3-thiol 在 sodium acetate 、 溶剂黄146 作用下， 反应 3.0h， 以48.6%的产率得到(5Z)-5-[(5-methylthiophen-2-yl)methylene]thiazolo[3,2-b][1,2,4]triazol-6(5H)-one
  参考文献：
  名称：

  Synthesis and biological evaluation of novel thiazolidinone derivatives as potential anti-inflammatory agents

  摘要：

  The modulation of pro-inflammatory cytokines provides a target for controlling inflammatory diseases and attracts much attention in current anti-inflammatory drug development. Here, four series of thiazolidinone derivatives were synthesized and screened for anti-inflammatory activities. A majority of these compounds showed excellent inhibition on the expression of TNF-alpha and IL-6 in LPS-stimulated macrophages. Discussions are given regarding the structure activity relationships. Compounds 12d and 12h inhibited LPS-induced TNF-alpha and IL-6 release in a dose-dependent manner. Furthermore, 12d exhibited a significant protection against LPS-induced septic death in mouse model. Together, these data present a series of new thiazolidinones with potential therapeutic effects in acute inflammatory diseases and they could be important leads in the continuing anti-inflammatory drug research. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.010

文献信息

• Synthesis and biological evaluation of novel thiazolidinone derivatives as potential anti-inflammatory agents
  作者：Jie Hu、Yi Wang、Xiaoyan Wei、Xixi Wu、Gaozhi Chen、Gaozhong Cao、Xueqian Shen、Xiuhua Zhang、Qinqin Tang、Guang Liang、Xiaokun Li

  DOI：10.1016/j.ejmech.2013.04.010

  日期：2013.6

  The modulation of pro-inflammatory cytokines provides a target for controlling inflammatory diseases and attracts much attention in current anti-inflammatory drug development. Here, four series of thiazolidinone derivatives were synthesized and screened for anti-inflammatory activities. A majority of these compounds showed excellent inhibition on the expression of TNF-alpha and IL-6 in LPS-stimulated macrophages. Discussions are given regarding the structure activity relationships. Compounds 12d and 12h inhibited LPS-induced TNF-alpha and IL-6 release in a dose-dependent manner. Furthermore, 12d exhibited a significant protection against LPS-induced septic death in mouse model. Together, these data present a series of new thiazolidinones with potential therapeutic effects in acute inflammatory diseases and they could be important leads in the continuing anti-inflammatory drug research. (C) 2013 Elsevier Masson SAS. All rights reserved.