2-{2-amino-6-(4-bromophenyl)pyrimidin-4-yl}-5-{{1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl}methoxy}phenol | 1394289-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-{2-amino-6-(4-bromophenyl)pyrimidin-4-yl}-5-{{1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl}methoxy}phenol
• 英文别名: 2-[2-Amino-6-(4-bromophenyl)pyrimidin-4-yl]-5-[[1-[(4-bromophenyl)methyl]triazol-4-yl]methoxy]phenol；2-[2-amino-6-(4-bromophenyl)pyrimidin-4-yl]-5-[[1-[(4-bromophenyl)methyl]triazol-4-yl]methoxy]phenol
• CAS: 1394289-91-8
• 化学式: C₂₆H₂₀Br₂N₆O₂
• 分子量: 608.292
• InChiKey: JEDMRWBEMGIGCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(2-hydroxy-4-(prop-2-yn-1-yloxy)phenyl)ethanone 在 copper(ll) sulfate pentahydrate 、 sodium hydride 、 sodium ascorbate 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 8.0h， 生成 2-{2-amino-6-(4-bromophenyl)pyrimidin-4-yl}-5-{{1-(4-bromobenzyl)-1H-1,2,3-triazol-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

文献信息

• Synthesis and evaluation of small libraries of triazolylmethoxy chalcones, flavanones and 2-aminopyrimidines as inhibitors of mycobacterial FAS-II and PknG
  作者：Namrata Anand、Priyanka Singh、Anindra Sharma、Sameer Tiwari、Vandana Singh、Diwakar K. Singh、Kishore K. Srivastava、B.N. Singh、Rama Pati Tripathi

  DOI：10.1016/j.bmc.2012.07.009

  日期：2012.9

  A synthetic strategy to access small libraries of triazolylmethoxy chalcones 41-20}, triazolylmethoxy flavanones 51-10} and triazolylmethoxy aminopyrimidines 61-17} 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.