4-[2-(4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl)-2-oxo-1-(pyridin-3-yl)ethyl]benzonitrile | 1509925-30-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[2-(4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl)-2-oxo-1-(pyridin-3-yl)ethyl]benzonitrile
• 英文别名: 4-[2-Oxo-1-pyridin-3-yl-2-[4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]ethyl]benzonitrile；4-[2-oxo-1-pyridin-3-yl-2-[4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]ethyl]benzonitrile
• CAS: 1509925-30-7
• 化学式: C₂₄H₂₀F₃N₅O
• 分子量: 451.451
• InChiKey: RTVDDYYSYFIYFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  73.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[2-(4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl)-2-oxo-1-(pyridin-3-yl)ethyl]benzonitrile 在 ChiralCel OD 作用下， 以 甲醇 为溶剂， 38.0 ℃ 、10.0 MPa 条件下， 以99.9%的产率得到
  参考文献：
  名称：

  Two Analogues of Fenarimol Show Curative Activity in an Experimental Model of Chagas Disease

  摘要：

  Chagas disease, caused by the protozoan parasite Trypanosoma cruzi (T. cruzi), is an increasing threat to global health. Available medicines were introduced over 40 years ago, have undesirable side effects, and give equivocal results of cure in the chronic stage of the disease. We report the development of two compounds, 6 and (S)-7, with PCR-confirmed curative activity in a mouse model of established T. cruzi infection after once daily oral dosing for 20 days at 20 mg/kg 6 and 10 mg/kg (S)-7. Compounds 6 and (S)-7 have potent in vitro activity, are noncytotoxic, show no adverse effects in vivo following repeat dosing, are prepared by a short synthetic route, and have druglike properties suitable for preclinical development.

  DOI：

  10.1021/jm401610c
• 作为产物：
  描述：

  potassiumhexacyanoferrate(II) trihydrate 、 2-(4-bromophenyl)-2-(pyridin-3-yl)-1-[4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]ethanone 在 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 2.0h， 以28%的产率得到4-[2-(4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl)-2-oxo-1-(pyridin-3-yl)ethyl]benzonitrile
  参考文献：
  名称：

  Two Analogues of Fenarimol Show Curative Activity in an Experimental Model of Chagas Disease

  摘要：

  Chagas disease, caused by the protozoan parasite Trypanosoma cruzi (T. cruzi), is an increasing threat to global health. Available medicines were introduced over 40 years ago, have undesirable side effects, and give equivocal results of cure in the chronic stage of the disease. We report the development of two compounds, 6 and (S)-7, with PCR-confirmed curative activity in a mouse model of established T. cruzi infection after once daily oral dosing for 20 days at 20 mg/kg 6 and 10 mg/kg (S)-7. Compounds 6 and (S)-7 have potent in vitro activity, are noncytotoxic, show no adverse effects in vivo following repeat dosing, are prepared by a short synthetic route, and have druglike properties suitable for preclinical development.

  DOI：

  10.1021/jm401610c