2-N-(4-methylsulfonylbenzoyl)-amide-4'-methyl-benzophenone | 500870-81-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-N-(4-methylsulfonylbenzoyl)-amide-4'-methyl-benzophenone
• 英文别名: N-[2-(4-methylbenzoyl)phenyl]-4-methylsulfonylbenzamide
• CAS: 500870-81-5
• 化学式: C₂₂H₁₉NO₄S
• 分子量: 393.463
• InChiKey: XEACGHRHSYZVIU-UHFFFAOYSA-N

物化性质

• 沸点：
  568.4±50.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  80.31
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-N-(4-methylsulfonylbenzoyl)-amide-4'-methyl-benzophenone 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以77.4%的产率得到2-(4-methylsulfonylphenyl)-3-(4-methylphenyl)indole
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted 2-sulfonyl-phenyl-3-phenyl-indoles: a new series of selective COX-2 inhibitors

  摘要：

  A new series of substituted 2-sulfonyphenyl-3-phenyl-indole derivatives were synthesized and evaluated for their ability to inhibit COX-2 and COX-lenzymes. Most of the compounds synthesized were found to be highly potent and selective inhibitors of COX-2. This work led to the discovery of 2-aminosulfonylphenyl-3-phenyl-indole 5a which possesses higher activity and selectivity for COX-2 than Celecoxib both in vitro and in vivo. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00046-4
• 作为产物：
  描述：

  2-{[(4-甲基苯基)磺酰基]氨基}苯甲酸 在 三氯化铝 、 五氯化磷 、 硫酸 、 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 6.75h， 生成 2-N-(4-methylsulfonylbenzoyl)-amide-4'-methyl-benzophenone
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted 2-sulfonyl-phenyl-3-phenyl-indoles: a new series of selective COX-2 inhibitors

  摘要：

  A new series of substituted 2-sulfonyphenyl-3-phenyl-indole derivatives were synthesized and evaluated for their ability to inhibit COX-2 and COX-lenzymes. Most of the compounds synthesized were found to be highly potent and selective inhibitors of COX-2. This work led to the discovery of 2-aminosulfonylphenyl-3-phenyl-indole 5a which possesses higher activity and selectivity for COX-2 than Celecoxib both in vitro and in vivo. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00046-4