1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxyphenyl]ethanone | 1394289-42-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxyphenyl]ethanone
• CAS: 1394289-42-9
• 化学式: C₁₇H₂₃N₃O₃
• 分子量: 317.388
• InChiKey: HWXVIMGWZZBWLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxyphenyl]ethanone 在 sodium hydride 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 2-(2-Amino-6-phenylpyrimidin-4-yl)-5-[(1-hexyltriazol-4-yl)methoxy]phenol
  参考文献：
  名称：

  Synthesis and evaluation of small libraries of triazolylmethoxy chalcones, flavanones and 2-aminopyrimidines as inhibitors of mycobacterial FAS-II and PknG

  摘要：

  A synthetic strategy to access small libraries of triazolylmethoxy chalcones 4{1-20}, triazolylmethoxy flavanones 5{1-10} and triazolylmethoxy aminopyrimidines 6{1-17} from a common substrate 4-propargyloxy-2-hydroxy acetophenone using a set of different reactions has been developed. The chalcones and flavanones were screened against mycobacterial FAS-II pathway using a recombinant mycobacterial strain, against which the most potent compound showed similar to 88% inhibition in bacterial growth and substantially induction of reporter gene activity at 100 mu M concentration. The triazolylmethoxy aminopyrimdines were screened against PknG of Mycobaceterium tuberculosis displaying moderate to good activity (23-53% inhibition at 100 mu M), comparable to the action of a standard inhibitor. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.009
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 在 copper(ll) sulfate pentahydrate 、 四丁基溴化铵 、 potassium carbonate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 10.0h， 生成 1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxyphenyl]ethanone
  参考文献：
  名称：

  Synthesis and evaluation of small libraries of triazolylmethoxy chalcones, flavanones and 2-aminopyrimidines as inhibitors of mycobacterial FAS-II and PknG

  摘要：

  A synthetic strategy to access small libraries of triazolylmethoxy chalcones 4{1-20}, triazolylmethoxy flavanones 5{1-10} and triazolylmethoxy aminopyrimidines 6{1-17} from a common substrate 4-propargyloxy-2-hydroxy acetophenone using a set of different reactions has been developed. The chalcones and flavanones were screened against mycobacterial FAS-II pathway using a recombinant mycobacterial strain, against which the most potent compound showed similar to 88% inhibition in bacterial growth and substantially induction of reporter gene activity at 100 mu M concentration. The triazolylmethoxy aminopyrimdines were screened against PknG of Mycobaceterium tuberculosis displaying moderate to good activity (23-53% inhibition at 100 mu M), comparable to the action of a standard inhibitor. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.009