N-(2-benzoyl-phenyl)-4-chloro-benzenesulfonamide | 380451-07-0

• 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-(2-benzoyl-phenyl)-4-chloro-benzenesulfonamide
• 英文别名: N-(2-benzoylphenyl)-4-chlorobenzenesulfonamide
• CAS: 380451-07-0
• 化学式: C₁₉H₁₄ClNO₃S
• 分子量: 371.844
• InChiKey: LDQLSUHARPCHJF-UHFFFAOYSA-N

物化性质

• 沸点：
  555.4±60.0 °C(Predicted)
• 密度：
  1.384±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 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-(2-benzoyl-phenyl)-4-chloro-benzenesulfonamide 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-(2-benzoylphenyl)-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-氯苯磺酰氯 、 2-氨基二苯甲酮 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以75%的产率得到N-(2-benzoyl-phenyl)-4-chloro-benzenesulfonamide
  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

文献信息

• Bis-aryl sulfonamides
  申请人：Ungashe Solomon

  公开号：US20050137179A1

  公开（公告）日：2005-06-23

  Compounds are provided that act as potent antagonists of chemokine receptors. The compounds are generally aryl sulfonamide derivatives and are useful in pharmaceutical compositions, methods for the treatment of chemokine receptor-mediated diseases, and as controls in assays for the identification of chemokine antagonists.

  提供了作为化学受体强效拮抗剂的化合物。这些化合物通常是芳基磺酰胺衍生物，可用于制药组合物、治疗化学受体介导疾病的方法，以及作为化学受体拮抗剂鉴定试验中的对照物。
• Palladium-Catalyzed Intermolecular Directed C−H Amidation of Aromatic Ketones
  作者：Bin Xiao、Tian-Jun Gong、Jun Xu、Zhao-Jing Liu、Lei Liu

  DOI：10.1021/ja108450m

  日期：2011.2.9

  Pd-catalyzed directed ortho C-H amidation of aromatic ketones with both sulfonamides and amides has been accomplished. The use of an electron-deficient Pd complex, Pd(OTf)(2), is crucial for the success of this transformation. Some key intermediates of the reaction, that is, the cyclopalladation complexes of ketones, have been characterized by X-ray crystallography. Experimental analysis of these palladacycles

  已经完成了 Pd 催化的芳香酮与磺酰胺和酰胺的定向邻位 CH 酰胺化。使用缺电子的 Pd 复合物 Pd(OTf)(2) 对这种转变的成功至关重要。该反应的一些关键中间体，即酮的环钯化配合物，已通过 X 射线晶体学表征。这些钯环的实验分析以及 N-甲基磺酰胺的实验结果表明，新反应似乎没有通过氮烯中间体进行。新开发的反应可用于合成有用的有机中间体，例如 2- 和 3- 烷基吲哚和 2- 氨基苯基酮。
• BIS-ARYL SULFONAMIDES
  申请人：Ungashe Solomon

  公开号：US20080261966A1

  公开（公告）日：2008-10-23

  Compounds are provided that act as potent antagonists of chemokine receptors. The compounds are generally aryl sulfonamide derivatives and are useful in pharmaceutical compositions, methods for the treatment of chemokine receptor-mediated diseases, and as controls in assays for the identification of chemokine antagonists.

  提供了化合物，可作为趋化因子受体的有效拮抗剂。这些化合物通常是芳基磺酰胺衍生物，可用于制备药物组合物，治疗趋化因子受体介导的疾病，并作为化学试剂中趋化因子拮抗剂的鉴定控制。
• COX-1/COX-2 inhibitors based on the methanone moiety
  作者：G Dannhardt

  DOI：10.1016/s0223-5234(01)01330-7

  日期：2002.2

  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.
• US7227035B2
  申请人：——

  公开号：US7227035B2

  公开（公告）日：2007-06-05