2-(4-Chlorophenyl)-1-(1-methylpyrrol-2-yl)ethanone | 188848-29-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-Chlorophenyl)-1-(1-methylpyrrol-2-yl)ethanone
• CAS: 188848-29-5
• 化学式: C₁₃H₁₂ClNO
• 分子量: 233.697
• InChiKey: XAJFLDHWKOCBNQ-UHFFFAOYSA-N

物化性质

• 沸点：
  366.8±22.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-Chlorophenyl)-1-(1-methylpyrrol-2-yl)ethanone 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 16.5h， 生成 1-[2-(4-Chloro-phenyl)-1-(1-methyl-1H-pyrrol-2-yl)-ethyl]-1H-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
• 作为产物：
  描述：

  N-甲基吡咯 、 对氯苯乙酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以50%的产率得到2-(4-Chlorophenyl)-1-(1-methylpyrrol-2-yl)ethanone
  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

文献信息

• Antifungal estrogen-like imidazoles. Synthesis and antifungal activities of thienyl and 1H-pyrrolyl derivatives of 1-aryl-2-(1H-imidazol-1-yl)ethane
  作者：R Di Santo、R Costi、M Artico、S Massa、C Musiu、F Scintu、M Putzolu、P La Colla

  DOI：10.1016/s0223-5234(97)87541-1

  日期：1997.1

  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.