1-[3-(2,4-Difluorophenoxy)-3-phenyl-propyl]imidazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[3-(2,4-Difluorophenoxy)-3-phenyl-propyl]imidazole
• 英文别名: 1-[3-(2,4-difluorophenoxy)-3-phenylpropyl]imidazole
• 化学式: C₁₈H₁₆F₂N₂O
• 分子量: 314.335
• InChiKey: UBEMFTSOPBGDQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1-溴-3-氯丙基)苯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 84.5h， 生成 1-[3-(2,4-Difluorophenoxy)-3-phenyl-propyl]imidazole
  参考文献：
  名称：

  Imidazole Analogues of Fluoxetine, a Novel Class of Anti-Candida Agents

  摘要：

  Imidazole analogues of fluoxetine have been obtained by replacing the methylamino terminus of aminopropane chain with the imidazole ring. The newly designed imidazoles showed potent anti-Candida activity, superior to those of miconazole and other antifungal agents of clinical interest. 1-(4-Chlorophenyl)-1-(2,4-dichlorophenoxy)-3-(1H-imidazol-1-yl)propane (16), the most active among test imidazoles, was about 2-fold more active and as much less cytotoxic than miconazole. High increase of activity was observed with methyl, nitro, fluorine, and chlorine (Cl > F > CH3 > NO2 > CF3).

  DOI：

  10.1021/jm049856v

文献信息

• Imidazole Analogues of Fluoxetine, a Novel Class of Anti-<i>Candida</i> Agents
  作者：Romano Silvestri、Marino Artico、Giuseppe La Regina、Alessandra Di Pasquali、Gabriella De Martino、Felicia Diodata D'Auria、Lucia Nencioni、Anna Teresa Palamara

  DOI：10.1021/jm049856v

  日期：2004.7.1

  Imidazole analogues of fluoxetine have been obtained by replacing the methylamino terminus of aminopropane chain with the imidazole ring. The newly designed imidazoles showed potent anti-Candida activity, superior to those of miconazole and other antifungal agents of clinical interest. 1-(4-Chlorophenyl)-1-(2,4-dichlorophenoxy)-3-(1H-imidazol-1-yl)propane (16), the most active among test imidazoles, was about 2-fold more active and as much less cytotoxic than miconazole. High increase of activity was observed with methyl, nitro, fluorine, and chlorine (Cl > F > CH3 > NO2 > CF3).