1-[4-[(1-Benzyltriazol-4-yl)methoxy]-2-hydroxyphenyl]ethanone | 1394289-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-[(1-Benzyltriazol-4-yl)methoxy]-2-hydroxyphenyl]ethanone
• CAS: 1394289-43-0
• 化学式: C₁₈H₁₇N₃O₃
• 分子量: 323.351
• InChiKey: GIXYGLFBBHAZLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 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-Benzyltriazol-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-(2-chloro-6-fluorophenyl)pyrimidin-4-yl]-5-[(1-benzyltriazol-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(l) iodide 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 1-[4-[(1-Benzyltriazol-4-yl)methoxy]-2-hydroxyphenyl]ethanone
  参考文献：
  名称：

  微波辅助合成带有1,2,3-三唑骨架的新型吡唑衍生物作为潜在的抗菌剂

  摘要：

  （E）-3-（3-（4-取代苯基）-1-苯基-1 H -pyr氮杂-4-基）-1-（2-羟基-4-（（1-芳基-合成了1 H -1-2,3-三唑-4-基）甲氧基）苯基）丙-2-烯-1-酮衍生物。标题化合物的合成涉及（E）-3-（3-（4-取代的苯基）-1-苯基-1 H -吡唑-4-基）-1-（2-羟基-4-（丙-2-炔-1-基氧基）苯基）丙-2-烯-1-酮与芳族叠氮化物。通过NMR，FT-IR，质量和元素分析确认了结构。对所有合成的化合物（6a – j）的抗微生物活性进行了评估。化合物6a，6d和6e对细菌和真菌菌株均显示出有希望的抑制作用。

  DOI：

  10.2298/jsc160205016a

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.
• Microwave-assisted synthesis of new pyrazole derivatives bearing 1,2,3-triazole scaffold as potential antimicrobial agents
  作者：Dongamanti Ashok、Rangu Kavitha、Srinivas Gundu、Rao Hanumantha

  DOI：10.2298/jsc160205016a

  日期：——

  A new series of ( E )-3-(3-(4-substituted phenyl)-1-phenyl-1 H -pyr­ azol-4-yl)-1-(2-hydroxy-4-((1-aryl-1 H -1-2,3-triazol-4-yl)methoxy)phenyl)­ prop-2-en-1-one derivatives was synthesized. The synthesis of the title com­pounds involved the 1,3-dipolar Cu(I)-catalyzed alkyne–azide cycload­dition (CuAAC) reaction of ( E )-3-(3-(4-substituted phenyl)-1-phenyl-1 H -pyrazol-4-yl)-1-(2-hydroxy-4-(prop-

  （E）-3-（3-（4-取代苯基）-1-苯基-1 H -pyr氮杂-4-基）-1-（2-羟基-4-（（1-芳基-合成了1 H -1-2,3-三唑-4-基）甲氧基）苯基）丙-2-烯-1-酮衍生物。标题化合物的合成涉及（E）-3-（3-（4-取代的苯基）-1-苯基-1 H -吡唑-4-基）-1-（2-羟基-4-（丙-2-炔-1-基氧基）苯基）丙-2-烯-1-酮与芳族叠氮化物。通过NMR，FT-IR，质量和元素分析确认了结构。对所有合成的化合物（6a – j）的抗微生物活性进行了评估。化合物6a，6d和6e对细菌和真菌菌株均显示出有希望的抑制作用。