(pyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol | 1430341-46-0

• 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: (pyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol
• 英文别名: Pyrazin-2-yl-[4-(trifluoromethyl)phenyl]methanol
• CAS: 1430341-46-0
• 化学式: C₁₂H₉F₃N₂O
• mdl: MFCD17126135
• 分子量: 254.211
• InChiKey: QEUALDNOMHFLPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (pyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol 在 氯化亚砜 作用下， 生成 2-(chloro[4-(trifluoromethyl)phenyl]methyl)pyrazine
  参考文献：
  名称：

  Design, structure–activity relationship and in vivo efficacy of piperazine analogues of fenarimol as inhibitors of Trypanosoma cruzi

  摘要：

  A scaffold hopping exercise undertaken to expand the structural diversity of the fenarimol series of anti-Trypanosoma cruzi (T. cruzi) compounds led to preparation of simple 1-[phenyl(pyridin-3-yl)methyl]piperazinyl. analogues of fenarimol which were investigated for their ability to inhibit T. cruzi in vitro in a whole organism assay. A range of compounds bearing amide, sulfonamide, carbamate/carbonate and aryl moieties exhibited low nM activities and two analogues were further studied for in vivo efficacy in a mouse model of T. cruzi infection. One compound, the citrate salt of 37, was efficacious in a mouse model of acute T. cruzi infection after once daily oral dosing at 20, 50 and 100 mg/kg for 5 days. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.050
• 作为产物：
  描述：

  pyrazin-2-yl(4-(trifluoromethyl)phenyl)methanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 (pyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol
  参考文献：
  名称：

  Design, structure–activity relationship and in vivo efficacy of piperazine analogues of fenarimol as inhibitors of Trypanosoma cruzi

  摘要：

  A scaffold hopping exercise undertaken to expand the structural diversity of the fenarimol series of anti-Trypanosoma cruzi (T. cruzi) compounds led to preparation of simple 1-[phenyl(pyridin-3-yl)methyl]piperazinyl. analogues of fenarimol which were investigated for their ability to inhibit T. cruzi in vitro in a whole organism assay. A range of compounds bearing amide, sulfonamide, carbamate/carbonate and aryl moieties exhibited low nM activities and two analogues were further studied for in vivo efficacy in a mouse model of T. cruzi infection. One compound, the citrate salt of 37, was efficacious in a mouse model of acute T. cruzi infection after once daily oral dosing at 20, 50 and 100 mg/kg for 5 days. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.050

文献信息

• Straightforward access to enantioenriched pyrazyl alcohols using chiral organomagnesiates
  作者：Olivier Payen、Floris Chevallier、Florence Mongin、Philippe C. Gros

  DOI：10.1016/j.tetasy.2012.11.003

  日期：2012.12

  The clean iodine-metal exchange of iodopyrazine and subsequent enantioselective addition of the intermediate pyrazyl magnesiate to aldehydes using ((R,R)-TADDOLate)Bu2MgLi2 is reported. New chiral pyrazylalcohols were obtained in enantiomeric excesses of up to 90%. (C) 2012 Elsevier Ltd. All rights reserved.