(E)-1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxy-phenyl]-3-(4-propan-2-ylphenyl)prop-2-en-1-one | 1394289-52-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxy-phenyl]-3-(4-propan-2-ylphenyl)prop-2-en-1-one
• 英文别名: (E)-1-[4-[(1-hexyltriazol-4-yl)methoxy]-2-hydroxyphenyl]-3-(4-propan-2-ylphenyl)prop-2-en-1-one
• CAS: 1394289-52-1
• 化学式: C₂₇H₃₃N₃O₃
• 分子量: 447.577
• InChiKey: UYWNFVBGQOAKTI-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  (E)-1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxy-phenyl]-3-(4-propan-2-ylphenyl)prop-2-en-1-one 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 以82%的产率得到7-[(1-Hexyltriazol-4-yl)methoxy]-2-(4-propan-2-ylphenyl)-2,3-dihydrochromen-4-one
  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：

  1-(2-hydroxy-4-(prop-2-yn-1-yloxy)phenyl)ethanone 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 叔丁醇 为溶剂， 反应 8.0h， 生成 (E)-1-[4-[(1-Hexyltriazol-4-yl)methoxy]-2-hydroxy-phenyl]-3-(4-propan-2-ylphenyl)prop-2-en-1-one
  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