3-(2,4-Bis-trifluoromethyl-phenyl)-5-trifluoromethyl-1H-pyrazole | 675876-48-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(2,4-Bis-trifluoromethyl-phenyl)-5-trifluoromethyl-1H-pyrazole
• 英文别名: 3-[2,4-Bis(trifluoromethyl)phenyl]-5-(trifluoromethyl)-1H-pyrazole；3-[2,4-bis(trifluoromethyl)phenyl]-5-(trifluoromethyl)-1H-pyrazole
• CAS: 675876-48-9
• 化学式: C₁₂H₅F₉N₂
• 分子量: 348.171
• InChiKey: WFONOFWRAADCPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-(2,4-Bis-trifluoromethyl-phenyl)-5-trifluoromethyl-1H-pyrazole 在 硝酸 、 乙酸酐 、 溶剂黄146 作用下， 以100%的产率得到3-(2,4-Bis-trifluoromethyl-phenyl)-1-nitro-5-trifluoromethyl-1H-pyrazole
  参考文献：
  名称：

  3-Trifluoromethyl-4-nitro-5-arylpyrazoles are novel KATP channel agonists

  摘要：

  This communication describes the discovery and synthesis of a series of 3-trifluoromethyl-4-nitro-5-arylpyrazoles as potent K-ATP channel agonists. The most potent compound reported is ca. 100-fold more potent than diazoxide and exhibits selectivity for the SUR 1 K-ATP channel subtype. The 4-nitro substitutent on the pyrazole ring was required for activity, and limited SAR suggests that the de-protonated pyrazole maybe the active species. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.066
• 作为产物：
  描述：

  2,4-双(三氟甲基)苯甲醛 、 diethyl (3,3,3-trifluoro-2-(2-tosylhydrazono)propyl)phosphonate 在 sodium hexamethyldisilazane 作用下， 反应 3.0h， 以60%的产率得到3-(2,4-Bis-trifluoromethyl-phenyl)-5-trifluoromethyl-1H-pyrazole
  参考文献：
  名称：

  3-Trifluoromethyl-4-nitro-5-arylpyrazoles are novel KATP channel agonists

  摘要：

  This communication describes the discovery and synthesis of a series of 3-trifluoromethyl-4-nitro-5-arylpyrazoles as potent K-ATP channel agonists. The most potent compound reported is ca. 100-fold more potent than diazoxide and exhibits selectivity for the SUR 1 K-ATP channel subtype. The 4-nitro substitutent on the pyrazole ring was required for activity, and limited SAR suggests that the de-protonated pyrazole maybe the active species. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.066

文献信息

• 3-Trifluoromethyl-4-nitro-5-arylpyrazoles are novel KATP channel agonists
  作者：Andrew J. Peat、Claire Townsend、M. Craig McKay、Dulce Garrido、Christopher M. Terry、Jayme L.R. Wilson、Stephen A. Thomson

  DOI：10.1016/j.bmcl.2003.10.066

  日期：2004.2

  This communication describes the discovery and synthesis of a series of 3-trifluoromethyl-4-nitro-5-arylpyrazoles as potent K-ATP channel agonists. The most potent compound reported is ca. 100-fold more potent than diazoxide and exhibits selectivity for the SUR 1 K-ATP channel subtype. The 4-nitro substitutent on the pyrazole ring was required for activity, and limited SAR suggests that the de-protonated pyrazole maybe the active species. (C) 2003 Elsevier Ltd. All rights reserved.