diethyl (3,3,3-trifluoro-2-(2-tosylhydrazono)propyl)phosphonate | 675876-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl (3,3,3-trifluoro-2-(2-tosylhydrazono)propyl)phosphonate
• CAS: 675876-47-8
• 化学式: C₁₄H₂₀F₃N₂O₅PS
• 分子量: 416.358
• InChiKey: JEGAZSVAPAIEGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,4-二氟苯甲醛 、 diethyl (3,3,3-trifluoro-2-(2-tosylhydrazono)propyl)phosphonate 在 sodium hexamethyldisilazane 作用下， 反应 3.0h， 以65%的产率得到5-(2,4-difluorophenyl)-3-(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：

  diethyl (3,3,3-trifluoro-2-oxopropyl)phosphonate 、 对甲苯磺酰肼 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 以91%的产率得到diethyl (3,3,3-trifluoro-2-(2-tosylhydrazono)propyl)phosphonate
  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