1-(4-溴苯基)-2-(4H-1,2,4-三唑-4-基)乙烷-1-酮 | 128136-95-8

• 中文名称: 1-(4-溴苯基)-2-(4H-1,2,4-三唑-4-基)乙烷-1-酮
• 英文名称: 1-(4-bromophenyl)-2-(4H-1,2,4-triazol-4-yl)ethan-1-one
• CAS: 128136-95-8
• 化学式: C₁₀H₈BrN₃O
• 分子量: 266.097
• InChiKey: FURCYVHNTWSMIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4-溴苯基)-2-(4H-1,2,4-三唑-4-基)乙烷-1-酮 在 2,4'-二溴苯乙酮 作用下， 以 various solvent(s) 为溶剂， 反应 3.0h， 生成 1-(4-溴苯基)-2-(1,2,4-三唑-1-基)乙酮
  参考文献：
  名称：

  Smith, Keith; Small, Andrew; Hutchings, Michael G., Chemistry Letters, 1990, # 3, p. 347 - 350

  摘要：

  DOI：
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 2,4'-二溴苯乙酮 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以9%的产率得到1,4-bis-[2-oxo-2-(4-bromophenyl)ethyl]-[1,2,4]triazolium bromide
  参考文献：
  名称：

  Anti-Plasmodium activity of imidazolium and triazolium salts

  摘要：

  We have previously reported that tetrazolium salts were both potent and specific inhibitors of Plasmodium replication, and that they appear to interact with a parasite component that is both essential and conserved. The use of tetrazolium salts in vivo is limited by the potential reduction of the tetrazolium ring to form an inactive, neutral acyclic formazan. To address this issue imidazolium and triazolium salts were synthesized and evaluated as Plasmodium inhibitors. Many of the imidazolium and triazolium salts were highly potent with active concentrations in the nanomolar range in Plasmodium falciparum cultures, and specific to Plasmodium with highly favorable therapeutic ratios. The results corroborate our hypothesis that an electron-deficient core is required so that the compound may thereby interact with a negatively charged moiety on the parasite merozoite; the side groups in the compound then form favorable interactions with adjacent parasite components and thereby determine both the potency and selectivity of the compound. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.020