3-(4-nitrobenzyl)-5-((5-(4-chlorophenyl)furan-2-yl)methylene)thiazolidine-2,4-dione | 591746-29-1

• 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: 3-(4-nitrobenzyl)-5-((5-(4-chlorophenyl)furan-2-yl)methylene)thiazolidine-2,4-dione
• 英文别名: 5-[[5-(4-Chlorophenyl)furan-2-yl]methylidene]-3-[(4-nitrophenyl)methyl]-1,3-thiazolidine-2,4-dione
• CAS: 591746-29-1
• 化学式: C₂₁H₁₃ClN₂O₅S
• 分子量: 440.864
• InChiKey: LMJWPZMSQWCPLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-((5-(4-chlorophenyl)furan-2-yl)methylene)thiazolidine-2,4-dione 、 1-(氯甲基)-4-硝基苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以88%的产率得到3-(4-nitrobenzyl)-5-((5-(4-chlorophenyl)furan-2-yl)methylene)thiazolidine-2,4-dione
  参考文献：
  名称：

  Inhibition of gastric H⁺, K⁺-ATPase by novel thiazolidinone derivatives

  摘要：

  In a program to identify new anti-ulcer compounds, a series of novel substituted thiazolidinone derivatives 5(a-j) were synthesized and screened for their in vitro H+, K+-ATPase inhibitory activity. The synthesized compounds were characterized by nuclear magnetic resonance (1H-NMR), liquid chromatography-mass spectrometry (LCMS) and fourier transform infrared (FTIR) analysis. We have briefly investigated the structure-activity relation (SAR) studies and reveal that the nature of position of the fluorine atom influences the anti-ulcer activity. Among the synthesized compounds 5b, 5c and 5e showed 4 and 10-fold higher H+, K+-ATPase activity when compared with those of other derivatives 5a, 5f, 5g and 5j, respectively. H+, K+-ATPase activity of 5b, 5c and 5e were comparable with those of known H+, K+-ATPase blocker lansoprazole which is a potential anti-ulcer drug.

  DOI：

  10.1080/17415991003702621

文献信息

• Inhibition of gastric H⁺, K⁺-ATPase by novel thiazolidinone derivatives
  作者：S. Chandrappa、K. Vinaya、B. M. Srikanta、C. S. Ananda Kumar、D. S. Prasanna、N. R. Thimmegowda、Shylaja M. Dharmesh、K. S. Rangappa

  DOI：10.1080/17415991003702621

  日期：2010.6

  In a program to identify new anti-ulcer compounds, a series of novel substituted thiazolidinone derivatives 5(a-j) were synthesized and screened for their in vitro H+, K+-ATPase inhibitory activity. The synthesized compounds were characterized by nuclear magnetic resonance (1H-NMR), liquid chromatography-mass spectrometry (LCMS) and fourier transform infrared (FTIR) analysis. We have briefly investigated the structure-activity relation (SAR) studies and reveal that the nature of position of the fluorine atom influences the anti-ulcer activity. Among the synthesized compounds 5b, 5c and 5e showed 4 and 10-fold higher H+, K+-ATPase activity when compared with those of other derivatives 5a, 5f, 5g and 5j, respectively. H+, K+-ATPase activity of 5b, 5c and 5e were comparable with those of known H+, K+-ATPase blocker lansoprazole which is a potential anti-ulcer drug.