ethyl 6-chloro-8-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate | 1258521-68-4

• 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: ethyl 6-chloro-8-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate
• CAS: 1258521-68-4
• 化学式: C₁₅H₁₀ClF₃O₃
• 分子量: 330.691
• InChiKey: ODSJOTCJFSBQAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 6-chloro-8-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 6-chloro-8-ethynyl-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylic acid
  参考文献：
  名称：

  The novel benzopyran class of selective cyclooxygenase-2 inhibitors-part I: The first clinical candidate

  摘要：

  In this manuscript, we report the discovery of the substituted 2-trifluoromethyl-2H-benzopyran-3-carboxylic acids as a novel series of potent and selective cyclooxygenase-2 (COX-2) inhibitors. 5c-(S) (SD-8381) was advanced into clinical studies due to its superior in vivo potency. The high plasma protein binding (>99% bound) of 5c-(S) has resulted in a surprisingly long human half life t(1/2) = 360 h. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.053
• 作为产物：
  描述：

  ethyl 6-chloro-8-iodo-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylate 、 三丁基乙烯锡 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 生成 ethyl 6-chloro-8-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate
  参考文献：
  名称：

  The novel benzopyran class of selective cyclooxygenase-2 inhibitors-part I: The first clinical candidate

  摘要：

  In this manuscript, we report the discovery of the substituted 2-trifluoromethyl-2H-benzopyran-3-carboxylic acids as a novel series of potent and selective cyclooxygenase-2 (COX-2) inhibitors. 5c-(S) (SD-8381) was advanced into clinical studies due to its superior in vivo potency. The high plasma protein binding (>99% bound) of 5c-(S) has resulted in a surprisingly long human half life t(1/2) = 360 h. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.053