2-amino-5-chloro-4'-(methylsulfonyl)benzophenone | 660441-76-9

• 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-amino-5-chloro-4'-(methylsulfonyl)benzophenone
• 英文别名: (2-Amino-5-chlorophenyl)-(4-methylsulfonylphenyl)methanone
• CAS: 660441-76-9
• 化学式: C₁₄H₁₂ClNO₃S
• 分子量: 309.773
• InChiKey: WFIACJRXBOIWFC-UHFFFAOYSA-N

物化性质

• 沸点：
  580.2±50.0 °C(Predicted)
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  85.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-5-chloro-4'-(methylsulfonyl)benzophenone 在 四氯化钛 、 三乙胺 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 2-phenyl-3-(4-methylsulfonylphenyl)-5-chloroindole
  参考文献：
  名称：

  Discovery of 2-Phenyl-3-sulfonylphenyl-indole derivatives as a new class of selective COX-2 inhibitors

  摘要：

  2-Sulfonylphenyl-3-phenyl-indole derivatives have been reported to be highly potent and selective COX-2 inhibitors previously. In this paper, the regio-isomeric analogues-2-phenyl-3-sulfonylphenyl-indoles were identified as potent and selective COX-2 inhibitors. This work led to the discovery of compounds 4a and 8a possessing higher activity than Celecoxib on cellular assay. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.008
• 作为产物：
  描述：

  2-N-(4-methylsulfonylbenzoyl)-amide-5-chloro-4'-methylsulfonylbenzophenone 在 硫酸 作用下， 反应 8.0h， 以5.1 g的产率得到2-amino-5-chloro-4'-(methylsulfonyl)benzophenone
  参考文献：
  名称：

  Discovery of 2-Phenyl-3-sulfonylphenyl-indole derivatives as a new class of selective COX-2 inhibitors

  摘要：

  2-Sulfonylphenyl-3-phenyl-indole derivatives have been reported to be highly potent and selective COX-2 inhibitors previously. In this paper, the regio-isomeric analogues-2-phenyl-3-sulfonylphenyl-indoles were identified as potent and selective COX-2 inhibitors. This work led to the discovery of compounds 4a and 8a possessing higher activity than Celecoxib on cellular assay. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.008

文献信息

• Sulfonyl-containing 2,3-diarylindole compounds, methods for making same, and methods of use thereof
  申请人：——

  公开号：US20040058977A1

  公开（公告）日：2004-03-25

  The present invention relates to sulfonyl-containing 2,3-diarylindole, especially to new compounds of general Formula, to a preparation method for their preparation, to pharmaceutical compositions containing said compound, and to the medical use thereof in the treatment of diseases relating to the inhibition of cyclooxygenase-2 (COX-2).

  本发明涉及含砜基的2,3-二芳基吲哚，特别涉及一般式的新化合物，其制备方法，含有该化合物的药物组合物，以及在治疗与环氧合酶-2（COX-2）抑制有关的疾病中的医疗用途。
• US6960611B2
  申请人：——

  公开号：US6960611B2

  公开（公告）日：2005-11-01
• Discovery of 2-Phenyl-3-sulfonylphenyl-indole derivatives as a new class of selective COX-2 inhibitors
  作者：Wenhui Hu、Zongru Guo、Xiang Yi、Changbin Guo、Fengming Chu、Guifang Cheng

  DOI：10.1016/j.bmc.2003.09.008

  日期：2003.12

  2-Sulfonylphenyl-3-phenyl-indole derivatives have been reported to be highly potent and selective COX-2 inhibitors previously. In this paper, the regio-isomeric analogues-2-phenyl-3-sulfonylphenyl-indoles were identified as potent and selective COX-2 inhibitors. This work led to the discovery of compounds 4a and 8a possessing higher activity than Celecoxib on cellular assay. (C) 2003 Elsevier Ltd. All rights reserved.