3-(4-fluorophenyl)-2-{[(5-methyl-1H-imidazole-4-yl)carbonyl]hydrazono}-4-oxo-1,3-thiazolidin-5-yl-acetic acid | 1246611-21-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-fluorophenyl)-2-{[(5-methyl-1H-imidazole-4-yl)carbonyl]hydrazono}-4-oxo-1,3-thiazolidin-5-yl-acetic acid
• 英文别名: 2-[3-(4-fluorophenyl)-2-[(5-methyl-1H-imidazole-4-carbonyl)hydrazono]-4-oxo-thiazolidin-5-yl]acetic acid；2-[3-(4-fluorophenyl)-2-[(5-methyl-1H-imidazole-4-carbonyl)hydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid
• CAS: 1246611-21-1
• 化学式: C₁₆H₁₄FN₅O₄S
• 分子量: 391.383
• InChiKey: QYVOXSLDHVMNCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  153
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  马来酸酐 、 1-(4-fluorophenyl)-3-[(5-methyl-1H-imidazole-4-carbonyl)amino]thiourea 以 甲苯 为溶剂， 以16%的产率得到3-(4-fluorophenyl)-2-{[(5-methyl-1H-imidazole-4-yl)carbonyl]hydrazono}-4-oxo-1,3-thiazolidin-5-yl-acetic acid
  参考文献：
  名称：

  Synthesis and evaluation of anti-Toxoplasma gondii and antimicrobial activities of thiosemicarbazides, 4-thiazolidinones and 1,3,4-thiadiazoles

  摘要：

  In this work we reported the synthesis and evaluation of anti-Toxoplasma gondii and antimicrobial activities in vitro of three new compound series obtained from ethyl(5-methyl-1-H-imidazole-4-carboxylate): acylthiosemicarbazide analogues 3a-d, 4-thiazolidinone analogues 4a-d and 1,3,4-thiadiazole analogues 5a-d. All synthesized compounds were characterized by IR, H-1, C-13 NMR and HRMS. The majority of the tested compounds show excellent anti-T gondii activity when compared to hydroxyurea and sulfadiazine. In addition it was also shown that most of the compounds in this study have a better performance against intracellular tachyzoites. The results for antimicrobial activity evaluation showed weak antibacterial and antifungal activities for all the tested molecules, when compared with the standard drugs (chloramphenicol and rifampicin for antibacterial activity; nistatin and ketoconazole for antifungal activity). (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.017