(Z)-5-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-ethoxyphenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate | 1350363-27-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: (Z)-5-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-ethoxyphenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate
• 英文别名: methyl 4-[5-[4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]-2-ethoxyphenoxy]carbonyl-7-methoxy-1,3-benzodioxol-4-yl]-7-methoxy-1,3-benzodioxole-5-carboxylate
• CAS: 1350363-27-7
• 化学式: C₃₁H₂₅NO₁₃S
• 分子量: 651.604
• InChiKey: TTZSJLFQNNEQKJ-NKVSQWTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  46
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  189
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  联苯双酯 在 氯化亚砜 、 乙酸酐 、 溶剂黄146 、 三乙胺 、 N,N-二甲基甲酰胺 、 potassium hydroxide 、 β-丙氨酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 47.0h， 生成 (Z)-5-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-ethoxyphenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel dimethyl[1,1′-biphenyl]-2,2′-dicarboxylate derivatives containing thiazolidine-2,4-dione for the treatment of concanavalin A-induced acute liver injury of BALB/c mice

  摘要：

  In this paper, we reported the synthesis of bifendate derivatives and evaluation of anti-inflammatory activity by detecting the production of the Nitric Oxide (NO) in the lipopolysaccharide(LPS)-stimulated RAW 264.7 cell lines. Among the newly derivatives, compound 7k was the most potent one and two other compounds (7e and 7f) also exhibited greater anti-inflammatory activity than bifendate. Further in vivo studies confirmed that 7k significantly and dose-dependently inhibited carrageenan-induced paw edema and decreased the serum levels of alanine aminotransaminase, and aspartate aminotransaminase in concanavalin A-induced hepatitis model. Histopathological evaluation demonstrated that 7k has better hepatoprotective effect on acute liver injury induced by concanavalin A than bifendate, suggesting that 7k is a potential drug candidate for the treatment of hepatic injuries. (C) 2011 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2011.10.005