1-(4-Methylphenyl)-5-(4-methylsulfanylphenyl)imidazole | 265113-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-Methylphenyl)-5-(4-methylsulfanylphenyl)imidazole
• CAS: 265113-39-1
• 化学式: C₁₇H₁₆N₂S
• 分子量: 280.393
• InChiKey: BVFACTJNOROALW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-Methylphenyl)-5-(4-methylsulfanylphenyl)imidazole 在 oxone 作用下， 以 四氢呋喃 、 水 为溶剂， 以90%的产率得到1-(4-Methylphenyl)-5-(4-methylsulfonylphenyl)imidazole
  参考文献：
  名称：

  1,5-Diarylimidazoles with strong inhibitory activity against COX-2 catalyzed PGE2 production from LPS-induced RAW 264.7 cells

  摘要：

  A series of 1,5-diarylimidazoles with 4-methylsulfonylphenyl group were prepared and evaluated for the inhibitory activities against COX-2 catalyzed PGE(2) production from LPS-induced RAW 264.7 cells. Most of synthesized 1,5-diarylimidazoles exhibited strong inhibitory activities regardless of the position of the 4-methylsulfonylphenyl group. The 1,5-diarylimidazoles with a halogen atom (3c-3h, 3n-3p) gave mostly excellent inhibitory activities regardless of the position and species of the halogen atom. Whereas the 1,5-diarylimidazoles with two fluorine atoms (3k, 3l, 3r, 3s) showed rather reduced inhibitory activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.092
• 作为产物：
  描述：

  N-(4-methylphenyl)-1-(4-methylsulfanylphenyl)methanimine 、 对甲基苯磺酰甲基异腈 在 potassium carbonate 作用下， 以75%的产率得到1-(4-Methylphenyl)-5-(4-methylsulfanylphenyl)imidazole
  参考文献：
  名称：

  1,5-Diarylimidazoles with strong inhibitory activity against COX-2 catalyzed PGE2 production from LPS-induced RAW 264.7 cells

  摘要：

  A series of 1,5-diarylimidazoles with 4-methylsulfonylphenyl group were prepared and evaluated for the inhibitory activities against COX-2 catalyzed PGE(2) production from LPS-induced RAW 264.7 cells. Most of synthesized 1,5-diarylimidazoles exhibited strong inhibitory activities regardless of the position of the 4-methylsulfonylphenyl group. The 1,5-diarylimidazoles with a halogen atom (3c-3h, 3n-3p) gave mostly excellent inhibitory activities regardless of the position and species of the halogen atom. Whereas the 1,5-diarylimidazoles with two fluorine atoms (3k, 3l, 3r, 3s) showed rather reduced inhibitory activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.092

文献信息

• NOVEL IMIDAZOLES WITH ANTI-INFLAMMATORY ACTIVITY
  申请人：J. Uriach y Compania S.A.

  公开号：EP1122243B1

  公开（公告）日：2004-09-08
• US6838476B1
  申请人：——

  公开号：US6838476B1

  公开（公告）日：2005-01-04
• 1,5-Diarylimidazoles with strong inhibitory activity against COX-2 catalyzed PGE2 production from LPS-induced RAW 264.7 cells
  作者：Haiyan Che、Truong Ngoc Tuyen、Hyun Pyo Kim、Haeil Park

  DOI：10.1016/j.bmcl.2010.05.092

  日期：2010.7

  A series of 1,5-diarylimidazoles with 4-methylsulfonylphenyl group were prepared and evaluated for the inhibitory activities against COX-2 catalyzed PGE(2) production from LPS-induced RAW 264.7 cells. Most of synthesized 1,5-diarylimidazoles exhibited strong inhibitory activities regardless of the position of the 4-methylsulfonylphenyl group. The 1,5-diarylimidazoles with a halogen atom (3c-3h, 3n-3p) gave mostly excellent inhibitory activities regardless of the position and species of the halogen atom. Whereas the 1,5-diarylimidazoles with two fluorine atoms (3k, 3l, 3r, 3s) showed rather reduced inhibitory activities. (C) 2010 Elsevier Ltd. All rights reserved.