1-[2-(2,4-dichloro-phenyl)-2-ethoxy-ethyl]-1H-imidazole | 46881-53-2

• 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: 1-[2-(2,4-dichloro-phenyl)-2-ethoxy-ethyl]-1H-imidazole
• 英文别名: 1-[2-(2,4-Dichlorophenyl)-2-ethoxyethyl]imidazole
• CAS: 46881-53-2
• 化学式: C₁₃H₁₄Cl₂N₂O
• 分子量: 285.173
• InChiKey: QBQLNNKVFKPTOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  溴乙烷 、 alpha-(2,4-二氯苯基)-1H-咪唑-1-乙醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以28%的产率得到1-[2-(2,4-dichloro-phenyl)-2-ethoxy-ethyl]-1H-imidazole
  参考文献：
  名称：

  Aliphatic ethers and esters of 1-(2,4-dichlorophenyl)-2-(1H-imidazolyl) ethanol: study of antifungal activity against yeasts and hydrophobic character

  摘要：

  Aliphatic ethers 2 and esters 3, which are closely related to antifungal azoles, were synthesized and tested against various strains of Candida. We found that their activity was strongly related to the length of the chains; the best activity was obtained with a C-6 chain for ethers and C-5 or C-6 chains for esters (including the carbonyl group), whereas shorter or longer alkyl chains decreased antifungal efficiency. The biological activity of such compounds could be related to their ability to bind with the lipophilic area near the active site of enzymatic target. The lipophilic character increases with the length of chain, following a linear variation. Thus, even if the activity depends on the lipophilic influence, this particular property is not sufficient to totally explain the antifungal efficiency.

  DOI：

  10.1016/0223-5234(94)90032-9

文献信息

• Aliphatic ethers and esters of 1-(2,4-dichlorophenyl)-2-(1H-imidazolyl) ethanol: study of antifungal activity against yeasts and hydrophobic character
  作者：Y Wahbi、C Tournaire、R Caujolle、M Payard、MD Linas、JP Seguela

  DOI：10.1016/0223-5234(94)90032-9

  日期：1994.1

  Aliphatic ethers 2 and esters 3, which are closely related to antifungal azoles, were synthesized and tested against various strains of Candida. We found that their activity was strongly related to the length of the chains; the best activity was obtained with a C-6 chain for ethers and C-5 or C-6 chains for esters (including the carbonyl group), whereas shorter or longer alkyl chains decreased antifungal efficiency. The biological activity of such compounds could be related to their ability to bind with the lipophilic area near the active site of enzymatic target. The lipophilic character increases with the length of chain, following a linear variation. Thus, even if the activity depends on the lipophilic influence, this particular property is not sufficient to totally explain the antifungal efficiency.