2-Isopropyl-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride | 129768-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-Isopropyl-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride
• 英文别名: 1-(Propan-2-YL)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride；2-propan-2-yl-5-(trifluoromethyl)pyrazole-3-carbonyl chloride
• CAS: 129768-32-7
• 化学式: C₈H₈ClF₃N₂O
• 分子量: 240.613
• InChiKey: CCHBZOCCLBFJLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Isopropyl-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride 、 4-((2-methylpiperidin-1-yl)sulfonyl)aniline 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 N-[4-(2-methylpiperidin-1-yl)sulfonylphenyl]-2-propan-2-yl-5-(trifluoromethyl)pyrazole-3-carboxamide
  参考文献：
  名称：

  Potent Non-Nucleoside Inhibitors of the Measles Virus RNA-Dependent RNA Polymerase Complex

  摘要：

  Measles virus (MV) is one of the most infectious pathogens known. In spite of the existence of a vaccine, approximately 350000 deaths/year result from MV or associated complications. Antimeasles compounds Could conceivably diminish these statistics and provide a therapy that complements vaccine treatment. We recently described a high-throughput screening hit compound 1 (16677) against MV-infected cells with the capacity to eliminate viral reproduction at 250 nM by inhibiting the action of the virus's RNA-dependent RNA polymerase complex (RdRp). The compound, 1-methyl-3-(trifluoroi-nethyl)-N-[4-sulfonylphenyl]-1H-pyrazole-5-carboxamide, 1 carries a critical CF3 moiety on the 1,2-pyrazole ring. Elaborating on the preliminary structure-activity (SAR) study, the present work presents the synthesis and SAR of a much broader range of low nanomolar nonpeptidic MV inhibitors and speculates on the role of the CF3 functionality.

  DOI：

  10.1021/jm701239a
• 作为产物：
  描述：

  1-异丙基-3-三氟甲基-1H-吡唑 在 草酰氯 、 N,N-二甲基甲酰胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-Isopropyl-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride
  参考文献：
  名称：

  Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators

  摘要：

  A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery, synthesis, structure-activity, and biological results are presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.034

文献信息

• ISII, SIGEHRU;YAGI, KADZUO;UMEHXARA, TOSIYUKI;KUDO, MASATAKEH;NAVAMAKI, T+
  作者：ISII, SIGEHRU、YAGI, KADZUO、UMEHXARA, TOSIYUKI、KUDO, MASATAKEH、NAVAMAKI, T+

  DOI：——

  日期：——
• Potent Non-Nucleoside Inhibitors of the Measles Virus RNA-Dependent RNA Polymerase Complex
  作者：Aiming Sun、Jeong-Joong Yoon、Yan Yin、Andrew Prussia、Yutao Yang、Jaeki Min、Richard K. Plemper、James P. Snyder

  DOI：10.1021/jm701239a

  日期：2008.7

  Measles virus (MV) is one of the most infectious pathogens known. In spite of the existence of a vaccine, approximately 350000 deaths/year result from MV or associated complications. Antimeasles compounds Could conceivably diminish these statistics and provide a therapy that complements vaccine treatment. We recently described a high-throughput screening hit compound 1 (16677) against MV-infected cells with the capacity to eliminate viral reproduction at 250 nM by inhibiting the action of the virus's RNA-dependent RNA polymerase complex (RdRp). The compound, 1-methyl-3-(trifluoroi-nethyl)-N-[4-sulfonylphenyl]-1H-pyrazole-5-carboxamide, 1 carries a critical CF3 moiety on the 1,2-pyrazole ring. Elaborating on the preliminary structure-activity (SAR) study, the present work presents the synthesis and SAR of a much broader range of low nanomolar nonpeptidic MV inhibitors and speculates on the role of the CF3 functionality.
• Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators
  作者：George P. Lahm、Thomas P. Selby、John H. Freudenberger、Thomas M. Stevenson、Brian J. Myers、Gilles Seburyamo、Ben K. Smith、Lindsey Flexner、Christopher E. Clark、Daniel Cordova

  DOI：10.1016/j.bmcl.2005.08.034

  日期：2005.11

  A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery, synthesis, structure-activity, and biological results are presented. (c) 2005 Elsevier Ltd. All rights reserved.