2,2,2-trifluoro-1-(3,4,5-tribromothiophen-2-yl)ethan-1-one | 1381776-25-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,2-trifluoro-1-(3,4,5-tribromothiophen-2-yl)ethan-1-one
• CAS: 1381776-25-5
• 化学式: C₆Br₃F₃OS
• 分子量: 416.839
• InChiKey: FCPJTSLFMIEZQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,2,2-trifluoro-1-(3,4,5-tribromothiophen-2-yl)ethan-1-one 在 sodium hexamethyldisilazane 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 5,6-Dibromo-3-(trifluoromethyl)thieno[3,2-b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Thieno[3,2-b]thiophene-2-carboxylic acid derivatives as GPR35 agonists

  摘要：

  The optimization of a series of thieno[3,2-b]thiophene-2-carboxylic acid derivatives for agonist activity against the GPR35 is reported. Compounds were optimized to achieve beta-arrestin-biased agonism for developing probe molecules that may be useful for elucidating the biology and physiology of GPR35. Compound 13 was identified to the most potent GPR35 agonist, and compounds 30 and 36 exhibited the highest efficacy to cause beta-arrestin translocation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.057
• 作为产物：
  描述：

  四溴噻吩 、 N-甲氧基-N-甲基-2,2,2-三氟乙酰胺 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到2,2,2-trifluoro-1-(3,4,5-tribromothiophen-2-yl)ethan-1-one
  参考文献：
  名称：

  Thieno[3,2-b]thiophene-2-carboxylic acid derivatives as GPR35 agonists

  摘要：

  The optimization of a series of thieno[3,2-b]thiophene-2-carboxylic acid derivatives for agonist activity against the GPR35 is reported. Compounds were optimized to achieve beta-arrestin-biased agonism for developing probe molecules that may be useful for elucidating the biology and physiology of GPR35. Compound 13 was identified to the most potent GPR35 agonist, and compounds 30 and 36 exhibited the highest efficacy to cause beta-arrestin translocation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.057