N-(4-benzoylphenyl)-4-chlorobenzenesulfonamide | 461694-68-8

• 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: N-(4-benzoylphenyl)-4-chlorobenzenesulfonamide
• CAS: 461694-68-8
• 化学式: C₁₉H₁₄ClNO₃S
• 分子量: 371.844
• InChiKey: JPDLSDPSQMNIML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-benzoylphenyl)-4-chlorobenzenesulfonamide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 为溶剂， 生成 N-(4-Benzoyl-phenyl)-4-chloro-N-{1-[2-(3-pyrrolidin-1-yl-propoxy)-phenyl]-ethyl}-benzenesulfonamide
  参考文献：
  名称：

  Synthesis of biotinylated photoaffinity probes based on arylsulfonamide γ-secretase inhibitors

  摘要：

  Synthesis and biological evaluation of an arylsulfonamide class of gamma-secretase inhibitors are described. Design, synthesis, and biological evaluation of multifunctional molecular probes harboring a benzophenone photophore as a cross-linking group and a biotin tag are also reported. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.091
• 作为产物：
  描述：

  4-氨基二苯甲酮 、 4-氯苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以93%的产率得到N-(4-benzoylphenyl)-4-chlorobenzenesulfonamide
  参考文献：
  名称：

  COX-1/COX-2 inhibitors based on the methanone moiety

  摘要：

  This paper focuses on the synthesis and the in vitro testing of dual COX-1/COX-2 inhibitors. Starting from structures of non-steroidal anti-inflammatory drugs (NSAIDs) the diaryl methanone element was chosen as a lead. Modifications were carried out on this scaffold to obtain potent inhibitors of the COX enzymes. The N-(2-aroylphenyl)sulphonamides and -amides were studied in detail, and to consolidate the data evaluated the corresponding 3- and 4-regioisomers were also investigated. The potency and the enzyme selectivity were varied by structural modifications of the lead. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01330-7