4-(pyrazin-2-yloxy)phenol | 78003-49-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(pyrazin-2-yloxy)phenol
• 英文别名: 4-pyrazin-2-yloxyphenol
• CAS: 78003-49-3
• 化学式: C₁₀H₈N₂O₂
• 分子量: 188.186
• InChiKey: APSGIVMMDVTGHI-UHFFFAOYSA-N

物化性质

• 沸点：
  351.0±32.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(pyrazin-2-yloxy)phenol 、 N-(2-氯乙基)吡咯烷盐酸盐 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 生成 2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenoxy)pyrazine
  参考文献：
  名称：

  Discovery of Dual Target Inhibitors against Cyclooxygenases and Leukotriene A₄ Hydrolyase

  摘要：

  Dual target inhibitors against COX-2. and LTA(4)H were designed by adding functional groups from a marketed COX-2 inhibitor, Nimesulide, to an existing LTA(4)H inhibitor 1-(2-(4-phenoxyphenoxy) ethyl) pyrrolidine. A series of phenoxyphenyl pyrrolidine compounds were synthesized and tested for their inhibition activities using enzyme assays and human whole blood assay. Introduction of small electron withdrawing groups like NO2 and CF3 in the ortho-position of the terminal phenyl ring was found to change the original single target LTA(4)H inhibitor to dual target LTA(4)H and COX-2 inhibitors. Compound 5a and 5m showed dual LTA(4)H and COX-2 inhibition activities in the enzyme assays and the I-EWE assay with IC50 values in the micromolar to submicromolar range. As their activities in HWB assay were comparable to the two starting single target inhibitors, the two compounds are promising for further studies. The strategy used in the current study may be generally applicable to other dual target drug designs.

  DOI：

  10.1021/jm200063s
• 作为产物：
  描述：

  2-氯吡嗪 、 对苯二酚 在 2,4-二氨基甲苯 、 potassium carbonate 、 copper(I) bromide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 1.0h， 以90%的产率得到4-(pyrazin-2-yloxy)phenol
  参考文献：
  名称：

  Discovery of Dual Target Inhibitors against Cyclooxygenases and Leukotriene A₄ Hydrolyase

  摘要：

  Dual target inhibitors against COX-2. and LTA(4)H were designed by adding functional groups from a marketed COX-2 inhibitor, Nimesulide, to an existing LTA(4)H inhibitor 1-(2-(4-phenoxyphenoxy) ethyl) pyrrolidine. A series of phenoxyphenyl pyrrolidine compounds were synthesized and tested for their inhibition activities using enzyme assays and human whole blood assay. Introduction of small electron withdrawing groups like NO2 and CF3 in the ortho-position of the terminal phenyl ring was found to change the original single target LTA(4)H inhibitor to dual target LTA(4)H and COX-2 inhibitors. Compound 5a and 5m showed dual LTA(4)H and COX-2 inhibition activities in the enzyme assays and the I-EWE assay with IC50 values in the micromolar to submicromolar range. As their activities in HWB assay were comparable to the two starting single target inhibitors, the two compounds are promising for further studies. The strategy used in the current study may be generally applicable to other dual target drug designs.

  DOI：

  10.1021/jm200063s

文献信息

• [EN] EPOXY COMPOUND AND CURED EPOXY RESIN PRODUCT<br/>[FR] COMPOSE EPOXYDIQUE ET PRODUIT A BASE DE RESINE A L'EPOXY DURCIE
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2004113327A1

  公开（公告）日：2004-12-29

  The present invention provides a novel epoxy compound, which can be converted into a cured epoxy resin product having liquid crystal properties by curing with a curing agent. Since the cured epoxy resin product of the present invention exhibits good heat conductivity, it is also useful as an insulating material requiring high heat releasability such as a printed circuit substrate and the like.

  本发明提供了一种新型环氧化合物，通过与固化剂固化，可以转化为具有液晶性能的固化环氧树脂产品。由于本发明的固化环氧树脂产品表现出良好的导热性，因此也可用作需要高导热性的绝缘材料，如印刷电路基板等。
• EPOXY COMPOUND AND CURED EPOXY RESIN PRODUCT
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1636209A1

  公开（公告）日：2006-03-22
• [EN] NOVEL 2-HETEROARYLOXY-PHENOL DERIVATIVES AS ANTIBACTERIAL AGENTS<br/>[FR] NOUVEAUX DÉRIVÉS DE 2-HÉTÉROARYLOXYPHÉNOL AU TITRE D'AGENTS ANTIBACTÉRIENS
  申请人：EMERGENT BIOSOLUTIONS INC

  公开号：WO2007079173A2

  公开（公告）日：2007-07-12

  [EN] Antimicrobial compounds, compositions and methods of treatment administering same, of 2-heteroaryloxyphenol, as well as methods for their preparation and formation, wherein the compounds are generally of Formula 1.
  [FR] La présente invention concerne des composés et préparations antimicrobiens et des méthodes de traitement par administration desdits composés et préparations, lesdits composés étant des dérivés de 2-hétéroaryloxyphénol. La présente invention concerne également des méthodes de synthèse et de formation desdits composés, lesdits composés étant de façon générale de Formule 1.
• Discovery of Dual Target Inhibitors against Cyclooxygenases and Leukotriene A₄ Hydrolyase
  作者：Zheng Chen、Yiran Wu、Ying Liu、Suijia Yang、Yunjie Chen、Luhua Lai

  DOI：10.1021/jm200063s

  日期：2011.5.26

  Dual target inhibitors against COX-2. and LTA(4)H were designed by adding functional groups from a marketed COX-2 inhibitor, Nimesulide, to an existing LTA(4)H inhibitor 1-(2-(4-phenoxyphenoxy) ethyl) pyrrolidine. A series of phenoxyphenyl pyrrolidine compounds were synthesized and tested for their inhibition activities using enzyme assays and human whole blood assay. Introduction of small electron withdrawing groups like NO2 and CF3 in the ortho-position of the terminal phenyl ring was found to change the original single target LTA(4)H inhibitor to dual target LTA(4)H and COX-2 inhibitors. Compound 5a and 5m showed dual LTA(4)H and COX-2 inhibition activities in the enzyme assays and the I-EWE assay with IC50 values in the micromolar to submicromolar range. As their activities in HWB assay were comparable to the two starting single target inhibitors, the two compounds are promising for further studies. The strategy used in the current study may be generally applicable to other dual target drug designs.