| 1260238-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• CAS: 1260238-27-4
• 化学式: C₁₉H₁₄ClF₃O₃
• 分子量: 382.767
• InChiKey: MSCNBTAHAXSMPT-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  在 lithium hydroxide monohydrate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 4.0h， 生成 6-chloro-5-phenyl-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid
  参考文献：
  名称：

  The novel benzopyran class of selective cyclooxygenase-2 inhibitors. Part 2: The second clinical candidate having a shorter and favorable human half-life

  摘要：

  In this Letter, we provide the structure-activity relationships, optimization of design, testing criteria, and human half-life data for a series of selective COX-2 inhibitors. During the course of our structure-based drug design efforts, we discovered two distinct binding modes within the COX-2 active site for differently substituted members of this class. The challenge of a undesirably long human half-life for the first clinical candidate 1 t(1/2) = 360 h was addressed by multiple strategies, leading to the discovery of 29b-(S) (SC-75416) with t(1/2) = 34 h. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.054
• 作为产物：
  描述：

  6-chloro-5-iodo-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid ethyl ester 、 苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  The novel benzopyran class of selective cyclooxygenase-2 inhibitors. Part 2: The second clinical candidate having a shorter and favorable human half-life

  摘要：

  In this Letter, we provide the structure-activity relationships, optimization of design, testing criteria, and human half-life data for a series of selective COX-2 inhibitors. During the course of our structure-based drug design efforts, we discovered two distinct binding modes within the COX-2 active site for differently substituted members of this class. The challenge of a undesirably long human half-life for the first clinical candidate 1 t(1/2) = 360 h was addressed by multiple strategies, leading to the discovery of 29b-(S) (SC-75416) with t(1/2) = 34 h. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.054