2-[2-(2,3-dihydro-1,4-benzodioxin-3-yl)ethyl]-1H-imidazole;hydrochloride | 81167-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 2-[2-(2,3-dihydro-1,4-benzodioxin-3-yl)ethyl]-1H-imidazole;hydrochloride
• CAS: 81167-20-6
• 化学式: C₁₃H₁₄N₂O₂*ClH
• 分子量: 266.727
• InChiKey: WUMFHEDKNGDERG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  47.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-<2-Cyan-aethyl>-1,4-benzodioxan 在 盐酸 作用下， 反应 138.0h， 生成 2-[2-(2,3-dihydro-1,4-benzodioxin-3-yl)ethyl]-1H-imidazole;hydrochloride
  参考文献：
  名称：

  Structure-activity relationships for 2-substituted imidazoles as .alpha.2-adrenoceptor antagonists

  摘要：

  Several 2-[(1,4-benzodioxan-2-yl)alkyl]imidazoles were prepared and evaluated for their blocking activity and relative selectivity on presynaptic (alpha 2) and postsynaptic (alpha 1) receptors in the isolated rat vas deferens. 1-Ethyl-2-[(1,4-benzodioxan 2-yl)methyl]imidazole (13) was the most selective alpha 2-adrenoceptor antagonist of the series and was, for practical purposes, devoid of alpha 1-adrenoceptor antagonist activity. The lipophilicity of 13 (log D = 2.31) indicated that it would have an excellent chance to enter the central nervous system. Compound 13 was selected for clinical evaluation as an antidepressant agent.

  DOI：

  10.1021/jm00348a012

文献信息

• KLUGE, A. F.;STROSBERG, A. M.;WHITING, R.;CHRISTIE, G.
  作者：KLUGE, A. F.、STROSBERG, A. M.、WHITING, R.、CHRISTIE, G.

  DOI：——

  日期：——
• CAROON, J. M.;CLARK, R. D.;KLUGE, A. F.;OLAH, R.;REPKE, D. B.;UNGER, S. H+, J. MED. CHEM., 1982, 25, N 6, 666-670
  作者：CAROON, J. M.、CLARK, R. D.、KLUGE, A. F.、OLAH, R.、REPKE, D. B.、UNGER, S. H+

  DOI：——

  日期：——
• Structure-activity relationships for 2-substituted imidazoles as .alpha.2-adrenoceptor antagonists
  作者：Joan M. Caroon、Robin D. Clark、Arthur F. Kluge、Ronald Olah、David B. Repke、Stefan H. Unger、Anton D. Michel、Roger L. Whiting

  DOI：10.1021/jm00348a012

  日期：1982.6

  Several 2-[(1,4-benzodioxan-2-yl)alkyl]imidazoles were prepared and evaluated for their blocking activity and relative selectivity on presynaptic (alpha 2) and postsynaptic (alpha 1) receptors in the isolated rat vas deferens. 1-Ethyl-2-[(1,4-benzodioxan 2-yl)methyl]imidazole (13) was the most selective alpha 2-adrenoceptor antagonist of the series and was, for practical purposes, devoid of alpha 1-adrenoceptor antagonist activity. The lipophilicity of 13 (log D = 2.31) indicated that it would have an excellent chance to enter the central nervous system. Compound 13 was selected for clinical evaluation as an antidepressant agent.