S-<2-(5(4)methyl-4(5)-imidazolyl)ethyl>isothiourea | 145382-94-1

• 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-(5(4)methyl-4(5)-imidazolyl)ethyl>isothiourea
• 英文别名: 2-(5-methyl-1H-imidazol-4-yl)ethyl carbamimidothioate
• CAS: 145382-94-1
• 化学式: C₇H₁₂N₄S
• 分子量: 184.265
• InChiKey: XDTGECKCLQDBTB-UHFFFAOYSA-N

物化性质

• 沸点：
  442.7±47.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

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：

  5(4)-methyl-4(5)-(2-hydroxyethyl)imidazole 、 硫脲 在 氢溴酸 作用下， 反应 4.0h， 生成 S-<2-(5(4)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

文献信息

• Isothiourea analogues of histamine as potent agonists or antagonists of the histamine H3-receptor
  作者：H van der Goot、MJP Schepers、GJ Sterk、H Timmerman

  DOI：10.1016/0223-5234(92)90185-4

  日期：1992.8

  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.