2-[2-Amino-6-(4-methoxyphenyl)pyrimidin-4-yl]-5-[(1-hexyltriazol-4-yl)methoxy]phenol | 1394289-80-5

• 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-methoxyphenyl)pyrimidin-4-yl]-5-[(1-hexyltriazol-4-yl)methoxy]phenol
• 英文别名: 2-[2-amino-6-(4-methoxyphenyl)pyrimidin-4-yl]-5-[(1-hexyltriazol-4-yl)methoxy]phenol
• CAS: 1394289-80-5
• 化学式: C₂₆H₃₀N₆O₃
• 分子量: 474.563
• InChiKey: VESMKCOWFPSLGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  8

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-methoxyphenyl)pyrimidin-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

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.