1-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2-methyl-1H-benzimidazole | 1355356-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2-methyl-1H-benzimidazole
• 英文别名: 1-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2-methylbenzimidazole
• CAS: 1355356-73-8
• 化学式: C₁₂H₁₄N₄
• 分子量: 214.27
• InChiKey: ILTKOGZEQWYDDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2-methyl-1H-benzimidazole 在 盐酸 作用下， 生成 1-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2-methyl-1H-benzimidazole dihydrochloride
  参考文献：
  名称：

  Synthesis and biological activities of 2-[(heteroaryl)methyl]imidazolines

  摘要：

  A series of 2-[(heteroaryl)methyl]imidazolines was synthesized and tested for their activities at alpha(1)- and alpha(2)-adrenoceptors and imidazoline I(1) and I(2) receptors. The most active 2-[(indazol-1-yl)methyl]imidazolines showed high or moderate affinities for alpha(1)- and alpha(2)-adrenoceptors. However, their intrinsic activities at alpha(2A)-adrenoceptors proved to be negligible. A selected 7-chloro derivative behaved as a potent alpha(1)-adrenoceptor antagonist and exhibited peripherally mediated hypotensive effects in rats. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.025
• 作为产物：
  描述：

  2-甲基苯并咪唑 、 2-(氯甲基)-2-咪唑啉 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 6.25h， 以81%的产率得到1-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2-methyl-1H-benzimidazole
  参考文献：
  名称：

  Synthesis and biological activities of 2-[(heteroaryl)methyl]imidazolines

  摘要：

  A series of 2-[(heteroaryl)methyl]imidazolines was synthesized and tested for their activities at alpha(1)- and alpha(2)-adrenoceptors and imidazoline I(1) and I(2) receptors. The most active 2-[(indazol-1-yl)methyl]imidazolines showed high or moderate affinities for alpha(1)- and alpha(2)-adrenoceptors. However, their intrinsic activities at alpha(2A)-adrenoceptors proved to be negligible. A selected 7-chloro derivative behaved as a potent alpha(1)-adrenoceptor antagonist and exhibited peripherally mediated hypotensive effects in rats. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.025

文献信息

• Synthesis and biological activities of 2-[(heteroaryl)methyl]imidazolines
  作者：Jaroslaw Saczewski、Alan Hudson、Mika Scheinin、Apolonia Rybczynska、Daqing Ma、Franciszek Saczewski、Shayna Laird、Jonne M. Laurila、Konrad Boblewski、Artur Lehmann、Jianteng Gu、Helena Watts

  DOI：10.1016/j.bmc.2011.11.025

  日期：2012.1

  A series of 2-[(heteroaryl)methyl]imidazolines was synthesized and tested for their activities at alpha(1)- and alpha(2)-adrenoceptors and imidazoline I(1) and I(2) receptors. The most active 2-[(indazol-1-yl)methyl]imidazolines showed high or moderate affinities for alpha(1)- and alpha(2)-adrenoceptors. However, their intrinsic activities at alpha(2A)-adrenoceptors proved to be negligible. A selected 7-chloro derivative behaved as a potent alpha(1)-adrenoceptor antagonist and exhibited peripherally mediated hypotensive effects in rats. (C) 2011 Elsevier Ltd. All rights reserved.