| 1401998-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1401998-16-0
• 化学式: C₁₆H₁₁BrF₂N₂S
• 分子量: 381.244
• InChiKey: OWAIZFHQGVLHCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.82
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-(3,4-difluorophenyl)-2-bromo-5-(4-methylsulfonylphenyl)imidazole
  参考文献：
  名称：

  Synthesis of 1,5-diarylhaloimidazole analogs and their inhibitory activities against PGE2 production from LPS-treated RAW 264.7 cells

  摘要：

  A number of 1,5-diarylimidazole analogs were synthesized and evaluated their inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin E-2 production. Reactions of 1,5-diarylimidazoles with halogenating reagents (NCS, NBS, NIS) afforded halogenated analogs. Among the analogs tested, compounds Ib, Ha, IIb and IIe exhibited significantly improved inhibitory activities against COX-2-mediated PGE(2) production from LPS-induced RAW 264.7 cells compared to those of the parent 1,5-diarylimidazoles. Especially, the analogs Ib (IC50 = 0.55 mu M) and Ha (IC50 = 0.58 mu M) showed best results. Halogenation on the 1,5-diarylimidazole ring enhanced inhibitory activities against COX-2 catalyzed PGE(2) production, however, inhibitory activities were significantly varied by position(s) and species of the substituted halogen(s). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.014
• 作为产物：
  描述：

  在 lithium hexamethyldisilazane 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Synthesis of 1,5-diarylhaloimidazole analogs and their inhibitory activities against PGE2 production from LPS-treated RAW 264.7 cells

  摘要：

  A number of 1,5-diarylimidazole analogs were synthesized and evaluated their inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin E-2 production. Reactions of 1,5-diarylimidazoles with halogenating reagents (NCS, NBS, NIS) afforded halogenated analogs. Among the analogs tested, compounds Ib, Ha, IIb and IIe exhibited significantly improved inhibitory activities against COX-2-mediated PGE(2) production from LPS-induced RAW 264.7 cells compared to those of the parent 1,5-diarylimidazoles. Especially, the analogs Ib (IC50 = 0.55 mu M) and Ha (IC50 = 0.58 mu M) showed best results. Halogenation on the 1,5-diarylimidazole ring enhanced inhibitory activities against COX-2 catalyzed PGE(2) production, however, inhibitory activities were significantly varied by position(s) and species of the substituted halogen(s). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.014