(3,5-双(三氟甲基)苯基)(噻吩-2-基)甲酮 | 1036968-22-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (3,5-双(三氟甲基)苯基)(噻吩-2-基)甲酮
• 英文名称: (3,5-bis(trifluoromethyl)phenyl)(thiophen-2-yl)methanone
• 英文别名: [3,5-Bis(trifluoromethyl)phenyl]-thiophen-2-ylmethanone
• CAS: 1036968-22-5
• 化学式: C₁₃H₆F₆OS
• 分子量: 324.246
• InChiKey: TZPRNGWQNGMTRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (3,5-双(三氟甲基)苯基)(噻吩-2-基)甲酮 、 氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 [(Z)-[[3,5-bis(trifluoromethyl)phenyl]-thiophen-2-ylmethylidene]amino]thiourea
  参考文献：
  名称：

  Discovery of trypanocidal thiosemicarbazone inhibitors of rhodesain and TbcatB

  摘要：

  Human African trypanosomiasis ( HAT) is caused by the protozoan parasite Trypanosoma brucei. The cysteine proteases of T. brucei have been shown to be crucial for parasite replication and represent an attractive point for therapeutic intervention. Herein we describe the synthesis of a series of thiosemicarbazones and their activity against the trypanosomal cathepsins TbcatB and rhodesain, as well as human cathepsins L and B. The activity of these compounds was determined against cultured T. brucei, and specificity was assessed with a panel of four mammalian cell lines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.083
• 作为产物：
  描述：

  2-噻吩硼酸 、 3,5-双三氟甲基苯甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride potassium phosphate 作用下， 以 甲苯 为溶剂， 生成 (3,5-双(三氟甲基)苯基)(噻吩-2-基)甲酮
  参考文献：
  名称：

  Discovery of trypanocidal thiosemicarbazone inhibitors of rhodesain and TbcatB

  摘要：

  Human African trypanosomiasis ( HAT) is caused by the protozoan parasite Trypanosoma brucei. The cysteine proteases of T. brucei have been shown to be crucial for parasite replication and represent an attractive point for therapeutic intervention. Herein we describe the synthesis of a series of thiosemicarbazones and their activity against the trypanosomal cathepsins TbcatB and rhodesain, as well as human cathepsins L and B. The activity of these compounds was determined against cultured T. brucei, and specificity was assessed with a panel of four mammalian cell lines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.083

文献信息

• Catalytic Asymmetric Alkylation of Aryl Heteroaryl Ketones
  作者：Pablo Ortiz、Ana M. del Hoyo、Syuzanna R. Harutyunyan

  DOI：10.1002/ejoc.201403297

  日期：2015.1

  bioactive structural motifs. A new strategy to access chiral tertiary diarylmethanols through copper-catalyzed direct alkylation of (di)(hetero)aryl ketones by using Grignard reagents was developed. The low reactivity and the similarity of the enantiotopic faces of bis-aromatic ketones were partially overcome, which resulted in moderate to good yields and enantioselectivities.

  叔二芳基甲醇是高度生物活性的结构基序。开发了一种使用格氏试剂通过铜催化直接烷基化（二）（杂）芳基酮获得手性叔二芳基甲醇的新策略。双芳香酮的低反应性和对映体表面的相似性被部分克服，这导致了中等至良好的产率和对映选择性。