3-(4-fluorophenyl)-2-<4-(methylsulfonyl)phenyl>-5-(methylthio)-1H-pyrrole | 94985-10-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-(4-fluorophenyl)-2-<4-(methylsulfonyl)phenyl>-5-(methylthio)-1H-pyrrole
• 英文别名: 3-(4-Fluoro-phenyl)-2-(4-methanesulfonyl-phenyl)-5-methylsulfanyl-1H-pyrrole；3-(4-fluorophenyl)-5-methylsulfanyl-2-(4-methylsulfonylphenyl)-1H-pyrrole
• CAS: 94985-10-1
• 化学式: C₁₈H₁₆FNO₂S₂
• 分子量: 361.461
• InChiKey: AVTAZMNGLZBENC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-fluorophenyl)-2-<4-(methylsulfonyl)phenyl>-5-(methylthio)-1H-pyrrole 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 以100%的产率得到3-(4-fluorophenyl)-5-(methylsulfonyl)-2-<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 氢氧化钾 、 copper(II) sulfate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 27.0h， 生成 3-(4-fluorophenyl)-2-<4-(methylsulfonyl)phenyl>-5-(methylthio)-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：——
• Antiinflammatory 4,5-Diarylpyrroles: Synthesis and QSAR
  作者：Wendell W. Wilkerson、William Galbraith、Kathleen Gans-Brangs、Mary Grubb、Walter E. Hewes、Bruce Jaffee、J. P. Kenney、Janet Kerr、Nancy Wong

  DOI：10.1021/jm00033a017

  日期：1994.4

  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.