N-Benzoyl-N'-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-N''-[3-(5-methyl-1H-imidazol-4-yl)-propyl]-guanidine | 141400-36-4

• 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: N-Benzoyl-N'-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-N''-[3-(5-methyl-1H-imidazol-4-yl)-propyl]-guanidine
• CAS: 141400-36-4
• 化学式: C₂₂H₂₉N₇OS
• 分子量: 439.585
• InChiKey: VFXVAUSGZTXTJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  31.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  110.85
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-Benzoyl-N'-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-N''-[3-(5-methyl-1H-imidazol-4-yl)-propyl]-guanidine 在 盐酸 作用下， 反应 10.0h， 以85%的产率得到N-[2-(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-N'-[3-(5-methyl-1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride
  参考文献：
  名称：

  Histamine analogues: imidazolylalkylguanidines, synthesis and in vitro pharmacology

  摘要：

  Impromidine analogues characterized by modified side chains connecting the guanidine and imidazole moieties have been prepared and tested for H-2-agonistic activity on isolated guinea-pig right atrium and for H-1-antagonistic activity on guinea-pig ileum, respectively. 3-(1H-Imidazol-4-yl)propylguanidines with varied cimetidine-like side chain (5a-d) proved to be almost full H-2-agonists and 5-70 times more potent than histamine, whereas compounds with beta- or gamma-methyl branched imidazolylpropyl moiety (5e, 5f, 5h) are only weak partial H-2-agonists. Both unsaturated impromidine analogues (5i, 5j) are full H-2-agonists, the (Z)-configurated compound 5j being about 4 times more potent than the (E)-configurated derivate 5i.

  DOI：

  10.1016/0223-5234(92)90056-7
• 作为产物：
  描述：

  N-diphenoxymethylene benzamide 在 吡啶 作用下， 以 乙腈 为溶剂， 反应 1.25h， 生成 N-Benzoyl-N'-[2-(5-methyl-1H-imidazol-4-ylmethylsulfanyl)-ethyl]-N''-[3-(5-methyl-1H-imidazol-4-yl)-propyl]-guanidine
  参考文献：
  名称：

  Histamine analogues: imidazolylalkylguanidines, synthesis and in vitro pharmacology

  摘要：

  Impromidine analogues characterized by modified side chains connecting the guanidine and imidazole moieties have been prepared and tested for H-2-agonistic activity on isolated guinea-pig right atrium and for H-1-antagonistic activity on guinea-pig ileum, respectively. 3-(1H-Imidazol-4-yl)propylguanidines with varied cimetidine-like side chain (5a-d) proved to be almost full H-2-agonists and 5-70 times more potent than histamine, whereas compounds with beta- or gamma-methyl branched imidazolylpropyl moiety (5e, 5f, 5h) are only weak partial H-2-agonists. Both unsaturated impromidine analogues (5i, 5j) are full H-2-agonists, the (Z)-configurated compound 5j being about 4 times more potent than the (E)-configurated derivate 5i.

  DOI：

  10.1016/0223-5234(92)90056-7