N-benzoyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>thiourea | 38603-53-1

• 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: N-benzoyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>thiourea
• 英文别名: N-benzoyl-N'-(2-<(5-methyl-4-imidazolyl)methylthio>ethyl)thiourea；N-benzoyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)thiourea；N-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylcarbamothioyl]benzamide
• CAS: 38603-53-1
• 化学式: C₁₅H₁₈N₄OS₂
• 分子量: 334.466
• InChiKey: RBNBITQBTRBWNL-UHFFFAOYSA-N

物化性质

• 密度：
  1.308±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  127
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-benzoyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>thiourea 在 水 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 18.0h， 生成 S-methyl-N-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>thiourea hydroiodide
  参考文献：
  名称：

  The histamine H2-receptor agonist impromidine: synthesis and structure activity considerations

  摘要：

  Impromidine (1) is a potent and selective histamine H2 receptor agonist and its structure comprises a strongly basic guanidine group containing two different imidazole-containing side chains. In this paper we report the synthesis of analogues in which both of the side chains and the guanidine group are modified and tested as agonists or antagonists at histamine H2 receptors on guinea pig atrium. A protonated amidine group linked by a chain of three carbon atoms to a tautomeric imidazole ring appears to be an essential feature for agonist activity and it is suggested that the second imidazole-containing side chain in impromidine mainly contributes toward affinity for histamine H2 receptors.

  DOI：

  10.1021/jm00148a007
• 作为产物：
  描述：

  苯甲酰基异硫氰酸酯 、 2-(((5-甲基-1H-咪唑-4-基)甲基)硫代)乙胺 生成 N-benzoyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>thiourea
  参考文献：
  名称：

  Pharmacologically active thiourea and urea compounds

  摘要：

  这些化合物是取代的硫代烷基、氨基烷基和氧烷基硫脲和脲，它们是组胺活性的抑制剂。

  公开号：

  US03950353A1

文献信息

• Pharmacologically active thiourea and urea compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US03950353A1

  公开（公告）日：1976-04-13

  The compounds are substituted thioalkyl-, aminoalkyl- and oxyalkyl-thioureas and ureas which are inhibitors of histamine activity.

  这些化合物是取代的硫代烷基、氨基烷基和氧烷基硫脲和脲，它们是组胺活性的抑制剂。
• The histamine H2-receptor agonist impromidine: synthesis and structure activity considerations
  作者：G. J. Durant、C. R. Ganellin、D. W. Hills、P. D. Miles、M. E. Parsons、E. S. Pepper、G. R. White

  DOI：10.1021/jm00148a007

  日期：1985.10

  Impromidine (1) is a potent and selective histamine H2 receptor agonist and its structure comprises a strongly basic guanidine group containing two different imidazole-containing side chains. In this paper we report the synthesis of analogues in which both of the side chains and the guanidine group are modified and tested as agonists or antagonists at histamine H2 receptors on guinea pig atrium. A protonated amidine group linked by a chain of three carbon atoms to a tautomeric imidazole ring appears to be an essential feature for agonist activity and it is suggested that the second imidazole-containing side chain in impromidine mainly contributes toward affinity for histamine H2 receptors.
• BARZEN R.; SCHUNACK W., ARCH. PHARM., 1981, 314, NO 7, 617-622
  作者：BARZEN R.、 SCHUNACK W.

  DOI：——

  日期：——
• DURANT, G. J.;GANELLIN, C. R.;HILLS, D. W.;MILES, P. D.;PARSONS, M. E.;PE+, J. MED. CHEM., 1985, 28, N 10, 1414-1422
  作者：DURANT, G. J.、GANELLIN, C. R.、HILLS, D. W.、MILES, P. D.、PARSONS, M. E.、PE+

  DOI：——

  日期：——
• US3950353A
  申请人：——

  公开号：US3950353A

  公开（公告）日：1976-04-13