4-{[4-(4-methyl-1,3-thiazole-5-carbonyl)piperazin-1-yl](pyridin-3-yl)methyl}benzonitrile | 1430343-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-{[4-(4-methyl-1,3-thiazole-5-carbonyl)piperazin-1-yl](pyridin-3-yl)methyl}benzonitrile
• 英文别名: 4-[[4-(4-Methyl-1,3-thiazole-5-carbonyl)piperazin-1-yl]-pyridin-3-ylmethyl]benzonitrile
• CAS: 1430343-24-0
• 化学式: C₂₂H₂₁N₅OS
• 分子量: 403.508
• InChiKey: ICVFGEGQHHHAFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-[chloro(pyridin-3-yl)methyl]benzonitrile 在 三乙胺 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 potassium iodide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 60.0h， 生成 4-{[4-(4-methyl-1,3-thiazole-5-carbonyl)piperazin-1-yl](pyridin-3-yl)methyl}benzonitrile
  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