8-bromo-6-chloro-2-trifluoromethyl-2H-1-benzopyran-3-carboxylic acid | 215122-21-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 8-bromo-6-chloro-2-trifluoromethyl-2H-1-benzopyran-3-carboxylic acid
• 英文别名: 8-bromo-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid
• CAS: 215122-21-7
• 化学式: C₁₁H₅BrClF₃O₃
• 分子量: 357.511
• InChiKey: YROKHKFTZFIHOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-bromo-6-chloro-2-trifluoromethyl-2H-1-benzopyran-3-carboxylic acid 在 caesium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成
  参考文献：
  名称：

  Structure-based parallel medicinal chemistry approach to improve metabolic stability of benzopyran COX-2 inhibitors

  摘要：

  Combination of the structure-based design and solid-phase parallel synthesis provided an integrated approach to rapidly develop the structure-activity relationship of benzopyran COX-2 inhibitors. Binding free energies predicted by free energy perturbation theory yielded good agreement with experimental results. New potent and selective lead compounds with improved metabolic properties were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.023
• 作为产物：
  描述：

  ethyl 8-bromo-6-chloro-2-trifluoromethyl-2H-1-benzopyran-3-carboxylate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 8-bromo-6-chloro-2-trifluoromethyl-2H-1-benzopyran-3-carboxylic acid
  参考文献：
  名称：

  Structure-based parallel medicinal chemistry approach to improve metabolic stability of benzopyran COX-2 inhibitors

  摘要：

  Combination of the structure-based design and solid-phase parallel synthesis provided an integrated approach to rapidly develop the structure-activity relationship of benzopyran COX-2 inhibitors. Binding free energies predicted by free energy perturbation theory yielded good agreement with experimental results. New potent and selective lead compounds with improved metabolic properties were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.023

文献信息

• Substituted benzopyran analogs for the treatment of inflammation
  申请人：G.D. Searle & Co.

  公开号：US20020010206A1

  公开（公告）日：2002-01-24

  A class of benzopyrans, benzothiopyrans, dihydroquinolines, dihydronaphthalenes, and analogs thereof, is described for use in treating cyclooxygenase-2 mediated disorders. Compounds of particular interest are defined by Formula I′ 1 wherein X, A 1 , A 2 , A 3 , A 4 , R, R″, R 1 and R 2 are as described in the specification.

  本发明涉及一类苯并吡喃、苯并噻吩、二氢喹啉、二氢萘及其类似物，用于治疗环氧化酶-2介导的疾病。特别感兴趣的化合物由式I'1定义，其中X、A1、A2、A3、A4、R、R″、R1和R2如规范所述。
• Substituted bezopyran derivatives for the treatment of inflammation
  申请人：G.D. Searle & Co.

  公开号：US20040038977A1

  公开（公告）日：2004-02-26

  A class of benzopyrans, benzothiopyrans, dihydroquinolines, dihydronaphthalenes, and analogs thereof, is described for use in treating cyclooxygenase-2 mediated disorders. Compounds of particular interest are defined by Formula I′ 1 wherein X, A 1 , A 2 , A 3 , A 4 , R, R″, R 1 and R 2 are as described in the specification.

  本文介绍了一类苯并吡喃、苯并噻吩、二氢喹啉、二氢萘和其类似物，用于治疗环氧合酶-2介导的疾病。特别感兴趣的化合物由公式I'1定义，其中X、A1、A2、A3、A4、R、R″、R1和R2如规范中所述。
• Substituted benzopyran derivatives for the treatment of inflammation
  申请人：Carter S. Jeffery

  公开号：US20050049252A1

  公开（公告）日：2005-03-03

  A class of benzopyran, derivatives is described for use in treating cyclooxygenase-2 mediated disorders. Compounds of particular interest are defined by Formula I′ wherein X, A 1 , A 2 , A 3 , A 4 , R, R″, R 1 and R 2 are as described in the specification.

  一类苯并吡喃衍生物被描述为用于治疗环氧合酶-2介导的疾病。特别感兴趣的化合物由公式I'定义，其中X，A1，A2，A3，A4，R，R"，R1和R2如规范中所述。
• [EN] SUBSTITUTED BENZOPYRAN DERIVATIVES FOR THE TREATMENT OF INFLAMMATION<br/>[FR] DERIVES DE BENZOPYRANNES SUBSTITUES POUR LE TRAITEMENT DE L'INFLAMMATION
  申请人：G.D. SEARLE & CO.

  公开号：WO1998047890A1

  公开（公告）日：1998-10-29

  (EN) A class of benzopyran derivatives is described for use in treating cyclooxygenase-2 mediated disorders. Compounds of particular interest are defined by Formula (I'), wherein X, A1, A2, A3, A4, R, R', R1 and R2 are as described in the specification.(FR) La présente invention se rapporte à une classe de dérivés de benzopyrannes destinée au traitement des troubles induits par la cyclooxygénase-2. Les composés présentant un intérêt particulier sont définis par la formule (I') dans laquelle X, A1, A2, A3, A4, R, P'', R1 et R2 sont tels que décrits dans la demande.

  一类苯opyran衍生物用于治疗由非氧核糖核苷酸酶2介导的疾病。特别感兴趣的是由公式（I'）定义的化合物，其中X、A1、A2、A3、A4、R、R'、R1和R2的性质如文中所述。
• SUBSTITUTED BENZOPYRAN DERIVATIVES FOR THE TREATMENT OF INFLAMMATION
  申请人：G.D. SEARLE & CO.

  公开号：EP0977748B1

  公开（公告）日：2003-03-26