2-chloro-4-(4-fluorophenyl)-5-<4-(methylsulfonyl)phenyl>-1H-pyrrole | 108381-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-chloro-4-(4-fluorophenyl)-5-<4-(methylsulfonyl)phenyl>-1H-pyrrole
• 英文别名: 2-chloro-4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)pyrrole；5-Chloro-3-(4-fluoro-phenyl)-2-(4-methanesulfonyl-phenyl)-1H-pyrrole；5-chloro-3-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)-1H-pyrrole
• CAS: 108381-62-0
• 化学式: C₁₇H₁₃ClFNO₂S
• 分子量: 349.813
• InChiKey: NCLSKVQOUAAIPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  529.6±50.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-4-(4-fluorophenyl)-5-<4-(methylsulfonyl)phenyl>-1H-pyrrole 在 N-氯代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94%的产率得到2,3-dichloro-4-(4-fluorophenyl)-5-<4-(methylsulfonyl)phenyl>-1H-pyrrole
  参考文献：
  名称：

  Antiinflammatory 4,5-Diarylpyrroles: Synthesis and QSAR

  摘要：

  A series of 2-substituted- and 2,3-disubstituted-4-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-1H-pyrroles was synthesized and found to be active in the rat adjuvant arthritis model of inflammation. The most active compounds were the 2-halo derivatives in the order of chloro > bromo > iodo. The same pattern of activity was observed for the 2,3-dihalopyrroles. Quantitative structure-activity relationship studies suggested that the activity could be correlated with the molar refractivity and the inductive field effect of the 2-substituent and the lipophilicity of the 3-substituent.

  DOI：

  10.1021/jm00033a017
• 作为产物：
  描述：

  2-<4-(methylsulfonyl)phenyl>-3-(4-fluorophenyl)-1H-pyrrole 在 N-氯代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到2-chloro-4-(4-fluorophenyl)-5-<4-(methylsulfonyl)phenyl>-1H-pyrrole
  参考文献：
  名称：

  Antiinflammatory 4,5-Diarylpyrroles: Synthesis and QSAR

  摘要：

  A series of 2-substituted- and 2,3-disubstituted-4-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-1H-pyrroles was synthesized and found to be active in the rat adjuvant arthritis model of inflammation. The most active compounds were the 2-halo derivatives in the order of chloro > bromo > iodo. The same pattern of activity was observed for the 2,3-dihalopyrroles. Quantitative structure-activity relationship studies suggested that the activity could be correlated with the molar refractivity and the inductive field effect of the 2-substituent and the lipophilicity of the 3-substituent.

  DOI：

  10.1021/jm00033a017

文献信息

• Wilkerson Wendell W., Galbraith William, Gans-Brangs Kathleen, Grubb Mary+, J. Med. Chem., 37 (1994) N 7, S 988-998
  作者：Wilkerson Wendell W., Galbraith William, Gans-Brangs Kathleen, Grubb Mary+

  DOI：——

  日期：——
• ——
  作者：WILKERSON W. W.

  DOI：——

  日期：——
• US4652582A
  申请人：——

  公开号：US4652582A

  公开（公告）日：1987-03-24