2-furan-2-yl-6-(4-methoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole | 73653-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-furan-2-yl-6-(4-methoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole
• 英文别名: 2-(α-Furyl)-6-(4-methoxyphenyl)-imidazo[2,1-b]-1,3,4-thiadiazole；2-(Furan-2-yl)-6-(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole
• CAS: 73653-52-8
• 化学式: C₁₅H₁₁N₃O₂S
• 分子量: 297.337
• InChiKey: HILVRRVBBKFFFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-furan-2-yl-6-(4-methoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole 在 乙酸哌啶酯 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 5-{[2-(2-furyl)-6-(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methylene}-1,3-thiazolidine-2,4-dione
  参考文献：
  名称：

  Synthesis, Hypoglycaemic, Hypolipidemic and PPARγ Agonist Activities of 5-(2-Alkyl/aryl-6-Arylimidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene-1,3-Thiazolidinediones

  摘要：

  A novel series of 5‐(2‐alkyl/aryl‐6‐arylimidazo[2,1‐b][1,3,4]thiadiazol‐5‐yl)methylene‐1,3‐thiazolidinediones were synthesized as possible PPARγ agonists. The structures of these target molecules were established by spectral and analytical data. All the newly synthesized compounds were screened for their in vivo hypoglycaemic and hypolipidemic activity in male Wistar rats. Further, compounds with good activity were screened for PPARγ agonist activity. Among the screened compounds, 5‐{[2‐Cyclohexyl‐6‐(4‐methoxyphenyl)imidazo[2,1‐b] [1,3,4]thiadiazol‐5‐yl]methylene}‐1,3‐thiazolidine‐2,4‐dione (3i) exhibits promising hypoglycaemic and hypolipidemic activity via potential PPARγ agonist activity.

  DOI：

  10.1111/cbdd.12140
• 作为产物：
  描述：

  5-呋喃-2-基[1,3,4]噻二唑-2-胺 、 alpha-溴-4-甲氧基苯乙酮 以 N-甲基乙酰胺 为溶剂， 生成 2-furan-2-yl-6-(4-methoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole
  参考文献：
  名称：

  Imidazo[2,1-b]-[1,3,4]-thiadiazole compounds, composition and their

  摘要：

  本发明涉及某些新的咪唑[2,1-b]-[1,3,4]-噻二唑化合物，涉及含有该化合物的药物组合物的提供，以及将该化合物和组合物用作抗血栓剂和溶栓剂的用途。

  公开号：

  US04265898A1

文献信息

• Imidazo[2,1-b]-[1,3,4]-thiadiazole compounds, composition and their
  申请人：Bayer Aktiengesellschaft

  公开号：US04265898A1

  公开（公告）日：1981-05-05

  The present invention relates to certain new imidazo [2,1-b]-[1,3,4]-thiadiazole compounds, to the provision of pharmaceutical compositions containing said compounds and to the use of said compounds and compositions as antithrombotic agents and thrombolytic agents.

  本发明涉及某些新的咪唑[2,1-b]-[1,3,4]-噻二唑化合物，涉及含有该化合物的药物组合物的提供，以及将该化合物和组合物用作抗血栓剂和溶栓剂的用途。
• Neue Imidazo(2.1-b)-(1.3.4)-thiadiazole, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel
  申请人：BAYER AG

  公开号：EP0005783B1

  公开（公告）日：1981-12-30
• US4265898A
  申请人：——

  公开号：US4265898A

  公开（公告）日：1981-05-05
• Synthesis, Hypoglycaemic, Hypolipidemic and PPARγ Agonist Activities of 5-(2-Alkyl/aryl-6-Arylimidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene-1,3-Thiazolidinediones
  作者：Mohammed Iqbal A. Khazi、Ningaraddi S. Belavagi、Kwang R. Kim、Young-Dae Gong、Imtiyaz Ahmed M. Khazi

  DOI：10.1111/cbdd.12140

  日期：2013.8

  A novel series of 5‐(2‐alkyl/aryl‐6‐arylimidazo[2,1‐b][1,3,4]thiadiazol‐5‐yl)methylene‐1,3‐thiazolidinediones were synthesized as possible PPARγ agonists. The structures of these target molecules were established by spectral and analytical data. All the newly synthesized compounds were screened for their in vivo hypoglycaemic and hypolipidemic activity in male Wistar rats. Further, compounds with good activity were screened for PPARγ agonist activity. Among the screened compounds, 5‐[2‐Cyclohexyl‐6‐(4‐methoxyphenyl)imidazo[2,1‐b] [1,3,4]thiadiazol‐5‐yl]methylene}‐1,3‐thiazolidine‐2,4‐dione (3i) exhibits promising hypoglycaemic and hypolipidemic activity via potential PPARγ agonist activity.