S-<2-(2-methyl-4(5)-imidazolyl)ethyl>isothiourea | 145382-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: S-<2-(2-methyl-4(5)-imidazolyl)ethyl>isothiourea
• 英文别名: 2-(2-methyl-1H-imidazol-5-yl)ethyl carbamimidothioate
• CAS: 145382-93-0
• 化学式: C₇H₁₂N₄S
• 分子量: 184.265
• InChiKey: GUQNQMWMGLOSAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-methyl-4(5)-(2-methoxyethyl)imidazole 、 硫脲 在 氢溴酸 作用下， 反应 4.0h， 生成 S-<2-(2-methyl-4(5)-imidazolyl)ethyl>isothiourea
  参考文献：
  名称：

  Isothiourea analogues of histamine as potent agonists or antagonists of the histamine H3-receptor

  摘要：

  The synthesis and H-3-activity of a series of isothiourea analogues of histamine have been described. It has been shown that S-[2-(4(5)-imidazolyl)ethylisothiourea (VUF 8325) is a potent H-3-agonist measured as the electrically evoked contraction of the guinea-pig ileum. Upon methylation of the imidazole system or the isothiourea moiety a decrease in affinity was observed leading to either weak agonists or weak antagonists. Introduction of N-(phenylalkyl) substituents at the isothiourea part gives rise to highly potent H-3-antagonists. Particularly the 4-chlorobenzyl group appeared to be favourable in the series described resulting in a histamine H-3-antagonist with a pA2-value of 9.9.

  DOI：

  10.1016/0223-5234(92)90185-4