ethyl 2-[(5-trifluoromethyl-1,3-benzothiazol-2-yl)thio]-2-methylpropanoate | 1192214-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: ethyl 2-[(5-trifluoromethyl-1,3-benzothiazol-2-yl)thio]-2-methylpropanoate
• 英文别名: Ethyl 2-methyl-2-[[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
• CAS: 1192214-93-9
• 化学式: C₁₄H₁₄F₃NO₂S₂
• 分子量: 349.398
• InChiKey: VLNZBLGUPOFBHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  92.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(5-trifluoromethyl-1,3-benzothiazol-2-yl)thio]-2-methylpropanoate 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以48%的产率得到2-[(5-trifluoromethyl-1,3-benzothiazol-2-yl)thio]-2-methylpropanoic acid
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 2-Heteroarylthioalkanoic Acid Analogues of Clofibric Acid as Peroxisome Proliferator-Activated Receptor α Agonists

  摘要：

  A series of 2-heteroarylthioalkanoic acids were synthesized through systematic structural modifications of clofibric acid and evaluated for human peroxisome proliferator-activated receptor alpha (PPAR alpha) transactivation activity, with the aim of obtaining new hypolipidemic compounds. Some thiophene and benzothiazole derivatives showing a good activation of the receptor a were screened for activity against the PPAR gamma isoform. The gene induction of selected compounds was also investigated in the human hepatoma cell line.

  DOI：

  10.1021/jm900878u
• 作为产物：
  描述：

  2-溴-2-甲基丙酸乙酯 、 2-疏基-5-(三氟甲基)苯并噻唑 在 sodium 作用下， 以 乙醇 为溶剂， 以62%的产率得到ethyl 2-[(5-trifluoromethyl-1,3-benzothiazol-2-yl)thio]-2-methylpropanoate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 2-Heteroarylthioalkanoic Acid Analogues of Clofibric Acid as Peroxisome Proliferator-Activated Receptor α Agonists

  摘要：

  A series of 2-heteroarylthioalkanoic acids were synthesized through systematic structural modifications of clofibric acid and evaluated for human peroxisome proliferator-activated receptor alpha (PPAR alpha) transactivation activity, with the aim of obtaining new hypolipidemic compounds. Some thiophene and benzothiazole derivatives showing a good activation of the receptor a were screened for activity against the PPAR gamma isoform. The gene induction of selected compounds was also investigated in the human hepatoma cell line.

  DOI：

  10.1021/jm900878u

文献信息

• Synthesis and Biological Evaluation of 2-Heteroarylthioalkanoic Acid Analogues of Clofibric Acid as Peroxisome Proliferator-Activated Receptor α Agonists
  作者：Letizia Giampietro、Alessandra Ammazzalorso、Antonella Giancristofaro、Fabio Lannutti、Giancarlo Bettoni、Barbara De Filippis、Marialuigia Fantacuzzi、Cristina Maccallini、Michele Petruzzelli、Annalisa Morgano、Antonio Moschetta、Rosa Amoroso

  DOI：10.1021/jm900878u

  日期：2009.10.22

  A series of 2-heteroarylthioalkanoic acids were synthesized through systematic structural modifications of clofibric acid and evaluated for human peroxisome proliferator-activated receptor alpha (PPAR alpha) transactivation activity, with the aim of obtaining new hypolipidemic compounds. Some thiophene and benzothiazole derivatives showing a good activation of the receptor a were screened for activity against the PPAR gamma isoform. The gene induction of selected compounds was also investigated in the human hepatoma cell line.