4-(((Z)-5-(4-((E)-3-(3-chlorophenyl)-3-oxoprop-1-en-1-yl)benzylidene)-2,4-dioxothiazolidin-3-yl)methyl)benzoic acid methyl ester | 1314561-60-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4-(((Z)-5-(4-((E)-3-(3-chlorophenyl)-3-oxoprop-1-en-1-yl)benzylidene)-2,4-dioxothiazolidin-3-yl)methyl)benzoic acid methyl ester
• 英文别名: methyl 4-[[(5Z)-5-[[4-[(E)-3-(3-chlorophenyl)-3-oxoprop-1-enyl]phenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]methyl]benzoate
• CAS: 1314561-60-8
• 化学式: C₂₈H₂₀ClNO₅S
• 分子量: 517.99
• InChiKey: WPUXDNYNGKOERW-OXWYTDJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(((Z)-5-(4-((E)-3-(3-chlorophenyl)-3-oxoprop-1-en-1-yl)benzylidene)-2,4-dioxothiazolidin-3-yl)methyl)benzoic acid methyl ester 在 盐酸 、 水 、 溶剂黄146 作用下， 反应 4.0h， 以83%的产率得到4-(((Z)-5-(4-((E)-3-(3-chlorophenyl)-3-oxoprop-1-en-1-yl)benzylidene)-2,4-dioxothiazolidin-3-yl)methyl)benzoic acid
  参考文献：
  名称：

  Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents

  摘要：

  A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties (8a-s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were 8a, 8h, 8k, 8n and 8q with MIC value in the range of 0.5-4 mu g/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 and E. coli 1682 at 64 mu g/mL. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.012
• 作为产物：
  描述：

  5-(4-formylphenyl)-methylidene-2,4-thiazolidinedione 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 48.0h， 生成 4-(((Z)-5-(4-((E)-3-(3-chlorophenyl)-3-oxoprop-1-en-1-yl)benzylidene)-2,4-dioxothiazolidin-3-yl)methyl)benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents

  摘要：

  A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties (8a-s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were 8a, 8h, 8k, 8n and 8q with MIC value in the range of 0.5-4 mu g/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 and E. coli 1682 at 64 mu g/mL. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.012