2-N-(4-methylsulfonylbenzoyl)-amide-5-chloro-benzophenone | 462120-55-4

• 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-5-chloro-benzophenone
• 英文别名: N-(2-benzoyl-4-chlorophenyl)-4-methylsulfonylbenzamide
• CAS: 462120-55-4
• 化学式: C₂₁H₁₆ClNO₄S
• 分子量: 413.881
• InChiKey: NJAZROYETWPOTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  88.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-N-(4-methylsulfonylbenzoyl)-amide-5-chloro-benzophenone 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以84.3%的产率得到2-(4-methylsulfonylphenyl)-3-phenyl-5-chloroindole
  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：

  对氯苯胺 在 三乙胺 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 2-N-(4-methylsulfonylbenzoyl)-amide-5-chloro-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

文献信息

• Synthesis and biological evaluation of substituted 2-sulfonyl-phenyl-3-phenyl-indoles: a new series of selective COX-2 inhibitors
  作者：Wenhui Hu、Zongru Guo、Fengming Chu、Aiping Bai、Xiang Yi、Guifang Cheng、Jing Li

  DOI：10.1016/s0968-0896(03)00046-4

  日期：2003.4

  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.