2-{[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-hydrazono}-5,5-diphenyl-imidazolidin-4-one | 66680-09-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-{[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-hydrazono}-5,5-diphenyl-imidazolidin-4-one
• CAS: 66680-09-9
• 化学式: C₂₂H₁₇ClN₄O
• 分子量: 388.856
• InChiKey: LGXSVOUIEAMUMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  65.85
• 氢给体数：
  2.0
• 氢受体数：
  4.0

文献信息

• Synthesis of a new series of angiotensin II receptor antagonists and antibacterial agents
  作者：Thoraya A. Farghaly、Sobhi M. Gomha、Mohamed M. Abdalla

  DOI：10.1007/s12272-013-0159-6

  日期：2014.3

  2-(Arylmethylenehydrazono)-4,4-diphenyl-1H-imidazol-5(4H)-one 3 underwent regioselective cyclization upon treatment with bromine in acetic acid containing sodium acetate to give the respective 3-substituted-6,6-diphenyl-6,7-dihydro-imidazo[2,1-c][1,2,4]triazole-5-one 4 in overall good yields and not the isomeric structure 5. In addition, compound 4 was synthesized by alternative method via reaction of compound 1 with different acids in acetic acid. The synthesized hydrazone derivatives were screened for their angiotensin II receptor antagonists activity and the results showed promising activity. Also, imidazo[2,1-c][1,2,4]triazole-5-ones 4 were screened for the antibacterial activity and the result revealed that two derivatives have excellent activity.

  2- (芳基亚甲基肼基)-4,4-二苯基-1H-咪唑-5(4H)-酮 3 在含有乙酸钠的乙酸中用溴处理后发生了区域选择性环化，得到了相应的 3-取代-6,6-二苯基-6,7-二氢咪唑并[2,1-c][1,2,4]三唑-5-酮 4，总体收率良好，但没有得到异构结构 5。此外，化合物 4 是通过化合物 1 与不同的酸在乙酸中反应的替代方法合成的。对合成的腙衍生物进行了血管紧张素 II 受体拮抗剂活性筛选，结果表明它们具有良好的活性。此外，还对咪唑并[2,1-c][1,2,4]三唑-5-酮 4 进行了抗菌活性筛选，结果表明两种衍生物具有很好的活性。