1-[1-(1-Methylpyrrol-3-yl)-2-(4-nitrophenyl)ethyl]imidazole | 188848-67-1

• 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-[1-(1-Methylpyrrol-3-yl)-2-(4-nitrophenyl)ethyl]imidazole
• CAS: 188848-67-1
• 化学式: C₁₆H₁₆N₄O₂
• 分子量: 296.329
• InChiKey: ACTHAEUUROAMFP-UHFFFAOYSA-N

物化性质

• 沸点：
  505.0±45.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[1-(1-Methylpyrrol-3-yl)-2-(4-nitrophenyl)ethyl]imidazole 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 以51%的产率得到4-[2-Imidazol-1-yl-2-(1-methylpyrrol-3-yl)ethyl]aniline
  参考文献：
  名称：

  Antifungal estrogen-like imidazoles. Synthesis and antifungal activities of thienyl and 1H-pyrrolyl derivatives of 1-aryl-2-(1H-imidazol-1-yl)ethane

  摘要：

  Reaction of arylacetyl chlorides on thiophene or pyrrole derivatives furnished 2-aryl-1-(2-thienyl)- or 2-aryl-1-(1H-pyrrol-2-yl)-1-ethanones. Reduction of ketones to the corresponding carbinols and reaction of the latter compounds with 1,1'-sulfonyl-diimidazole or 1,1'-carbonyldiimidazole gave 2-thienyl- and 1H-pyrrol-2-yl-1-aryl-2-(1H-imidazol-1-yl)ethanes, respectively. The new compounds were tested in vitro against a variety of pathogenic fungi in comparison with miconazole and bifonazole. Some 5-chloro-2-thienyl derivatives were endowed with good antifungal activity, particularly against Candida albicans and Cryptococcus neoformans.

  DOI：

  10.1016/s0223-5234(97)87541-1
• 作为产物：
  描述：

  2-(4-硝基苯基)乙酰氯 在 sodium tetrahydroborate 、 三氯化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 5.83h， 生成 1-[1-(1-Methylpyrrol-3-yl)-2-(4-nitrophenyl)ethyl]imidazole
  参考文献：
  名称：

  Antifungal estrogen-like imidazoles. Synthesis and antifungal activities of thienyl and 1H-pyrrolyl derivatives of 1-aryl-2-(1H-imidazol-1-yl)ethane

  摘要：

  Reaction of arylacetyl chlorides on thiophene or pyrrole derivatives furnished 2-aryl-1-(2-thienyl)- or 2-aryl-1-(1H-pyrrol-2-yl)-1-ethanones. Reduction of ketones to the corresponding carbinols and reaction of the latter compounds with 1,1'-sulfonyl-diimidazole or 1,1'-carbonyldiimidazole gave 2-thienyl- and 1H-pyrrol-2-yl-1-aryl-2-(1H-imidazol-1-yl)ethanes, respectively. The new compounds were tested in vitro against a variety of pathogenic fungi in comparison with miconazole and bifonazole. Some 5-chloro-2-thienyl derivatives were endowed with good antifungal activity, particularly against Candida albicans and Cryptococcus neoformans.

  DOI：

  10.1016/s0223-5234(97)87541-1