N-[(S)-1-(4-{1-[2-(2-Fluoro-benzenesulfonyl)-4-trifluoromethoxy-phenyl]-vinyl}-phenyl)-ethyl]-methanesulfonamide | 447459-74-7

• 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-[(S)-1-(4-{1-[2-(2-Fluoro-benzenesulfonyl)-4-trifluoromethoxy-phenyl]-vinyl}-phenyl)-ethyl]-methanesulfonamide
• 英文别名: N-[(1S)-1-[4-[1-[2-(2-fluorophenyl)sulfonyl-4-(trifluoromethoxy)phenyl]ethenyl]phenyl]ethyl]methanesulfonamide
• CAS: 447459-74-7
• 化学式: C₂₄H₂₁F₄NO₅S₂
• 分子量: 543.56
• InChiKey: KHFRCJAFQCAYBI-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-[(S)-1-(4-{1-[2-(2-Fluoro-benzenesulfonyl)-4-trifluoromethoxy-phenyl]-vinyl}-phenyl)-ethyl]-methanesulfonamide 、 甲氧基胺盐酸盐 以 吡啶 为溶剂， 生成 N-[(S)-1-(4-{[2-(2-Fluoro-benzenesulfonyl)-4-trifluoromethoxy-phenyl]-[(E)-methoxyimino]-methyl}-phenyl)-ethyl]-methanesulfonamide
  参考文献：
  名称：

  Triaryl bis-sulfones as cannabinoid-2 receptor ligands: SAR studies

  摘要：

  We recently reported that compound 1 is a potent inhibitor of the CB2 receptor with high selectivity over CB1. This paper describes the SAR development for this class of compounds. Variation of the substitution pattern on the aromatic rings, as well as the groups linking them together, led to sub-nanomolar inhibitors of the CB2 receptor, with high selectivity over CB1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.023
• 作为产物：
  描述：

  N-((S)-1-{4-[2-(2-Fluoro-benzenesulfonyl)-4-trifluoromethoxy-benzoyl]-phenyl}-ethyl)-methanesulfonamide 、 甲基三苯基溴化膦 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 N-[(S)-1-(4-{1-[2-(2-Fluoro-benzenesulfonyl)-4-trifluoromethoxy-phenyl]-vinyl}-phenyl)-ethyl]-methanesulfonamide
  参考文献：
  名称：

  Triaryl bis-sulfones as cannabinoid-2 receptor ligands: SAR studies

  摘要：

  We recently reported that compound 1 is a potent inhibitor of the CB2 receptor with high selectivity over CB1. This paper describes the SAR development for this class of compounds. Variation of the substitution pattern on the aromatic rings, as well as the groups linking them together, led to sub-nanomolar inhibitors of the CB2 receptor, with high selectivity over CB1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.023

文献信息

• US7507767B2
  申请人：——

  公开号：US7507767B2

  公开（公告）日：2009-03-24
• US7718702B2
  申请人：——

  公开号：US7718702B2

  公开（公告）日：2010-05-18
• Triaryl bis-sulfones as cannabinoid-2 receptor ligands: SAR studies
  作者：Bandarpalle B. Shankar、Brian J. Lavey、Guowei Zhou、James A. Spitler、Ling Tong、Razia Rizvi、De-Yi Yang、Ronald Wolin、Joseph A. Kozlowski、Neng-Yang Shih、Jie Wu、R. William Hipkin、Waldemar Gonsiorek、Charles A. Lunn

  DOI：10.1016/j.bmcl.2005.07.023

  日期：2005.10

  We recently reported that compound 1 is a potent inhibitor of the CB2 receptor with high selectivity over CB1. This paper describes the SAR development for this class of compounds. Variation of the substitution pattern on the aromatic rings, as well as the groups linking them together, led to sub-nanomolar inhibitors of the CB2 receptor, with high selectivity over CB1. (c) 2005 Elsevier Ltd. All rights reserved.