1-phenyl-1-(2,4-difluorophenoxy)-3-chloropropane | 745817-26-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-phenyl-1-(2,4-difluorophenoxy)-3-chloropropane
• 英文别名: 1-(3-Chloro-1-phenylpropoxy)-2,4-difluorobenzene
• CAS: 745817-26-9
• 化学式: C₁₅H₁₃ClF₂O
• 分子量: 282.717
• InChiKey: AKXLVJFTWFBVGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  咪唑 、 1-phenyl-1-(2,4-difluorophenoxy)-3-chloropropane 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以29%的产率得到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
• 作为产物：
  描述：

  3-氯-1-苯基丙醇 在 三溴化磷 、 sodium hydride 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.5h， 生成 1-phenyl-1-(2,4-difluorophenoxy)-3-chloropropane
  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).