1-nitro-3-phenyl-5-trifluoromethylpyrazole | 198348-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-nitro-3-phenyl-5-trifluoromethylpyrazole
• 英文别名: Yoprvldbkntubi-uhfffaoysa-；1-nitro-3-phenyl-5-(trifluoromethyl)pyrazole
• CAS: 198348-90-2
• 化学式: C₁₀H₆F₃N₃O₂
• 分子量: 257.172
• InChiKey: YOPRVLDBKNTUBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-nitro-3-phenyl-5-trifluoromethylpyrazole 以 氯苯 为溶剂， 以78%的产率得到4-Nitro-3-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
• 作为产物：
  描述：

  苯甲酰三氟丙酮 在 硝酸 、 乙酸酐 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 1-nitro-3-phenyl-5-trifluoromethylpyrazole
  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

• Nitropyrazoles
  作者：I. L. Dalinger、V. A. Litosh、S. A. Shevelev

  DOI：10.1007/bf02496217

  日期：1997.6

  A number of substituted N-nitropyrazoles were prepared by direct nitration of substituted pyrazoles. The dependence of the direction of nitration on the reaction conditions was studied.

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