1-(5-ethyl-2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethan-1-one | 96644-03-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(5-ethyl-2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethan-1-one
• 英文别名: 1-(5-ethyl-2,4-dihydroxy-phenyl)-2-(4-methoxyphenyl)ethanone；1-(5-ethyl-2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone
• CAS: 96644-03-0
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: GWWHYRTVXNSDII-UHFFFAOYSA-N

物化性质

• 熔点：
  95–96°C
• 沸点：
  489.3±24.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(5-ethyl-2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethan-1-one 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-ethyl-6-(4-(4-methoxyphenyl)-5-methyl-1H-pyrazol-3-yl)benzene-1,3-diol
  参考文献：
  名称：

  Repurposing Hsp90 inhibitors as antibiotics targeting histidine kinases

  摘要：

  To address the growing need for new antimicrobial agents, we explored whether inhibition of bacterial signaling machinery could inhibit bacterial growth. Because bacteria rely on two-component signaling systems to respond to environmental changes, and because these systems are both highly conserved and mediated by histidine kinases, inhibiting histidine kinases may provide broad spectrum antimicrobial activity. The histidine kinase ATP binding domain is conserved with the ATPase domain of eukaryotic Hsp90 molecular chaperones. To find a chemical scaffold for compounds that target histidine kinases, we leveraged this conservation. We screened ATP competitive Hsp90 inhibitors against CckA, an essential histidine kinase in Caulobacter crescentus that controls cell growth, and showed that the diaryl pyrazole is a promising scaffold for histidine kinase inhibition. We synthesized a panel of derivatives and found that they inhibit the histidine kinases C. crescentus CckA and Salmonella PhoQ but not C. crescentus DivJ; and they inhibit bacterial growth in both Gram-negative and Gram-positive bacterial strains. (C) 2017 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2017.10.036
• 作为产物：
  描述：

  对甲氧基苯乙酸 、 4-乙基间苯二酚 在 三氟化硼乙醚 、 水 、 sodium acetate 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以15.4%的产率得到1-(5-ethyl-2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethan-1-one
  参考文献：
  名称：

  5,6,7,8-TETRAHYDROPTERIDINE DERIVATIVES AS HSP90 INHIBITORS

  摘要：

  本发明涉及抑制HSP90功能的化合物，其制备方法，含有其作为活性成分的药物组合物，以及将其用作药物和用于制造用于治疗温血动物（如人类）疾病的药物，如用于治疗实体肿瘤的用途。

  公开号：

  US20080194572A1

文献信息

• 5,6,7,8-tetrahydropteridine derivatives as HSP90 inhibitors
  申请人：AstraZeneca AB

  公开号：US07799781B2

  公开（公告）日：2010-09-21

  The present invention relates to compounds that inhibit HSP90 function, processes for their preparation, pharmaceutical compositions containing them as the active ingredient, to their use as medicaments and to their use in the manufacture of medicaments for use in the treatment in warm-blooded animals such as humans of diseases such as for treatment of solid tumors.

  本发明涉及抑制HSP90功能的化合物，其制备过程，包含其作为活性成分的制药组合物，以及它们作为药物的使用和制造用于治疗恒温动物，例如人类的疾病，如用于治疗实体肿瘤的药物制造。
• XILYA, V. P.;LUKYANCHIKOV, M. S.;KAZAKOV, A. L.;GORBULENKO, N. V., YKP. XIM. ZH., 1984, 50, N 12, 1301-1306
  作者：XILYA, V. P.、LUKYANCHIKOV, M. S.、KAZAKOV, A. L.、GORBULENKO, N. V.

  DOI：——

  日期：——
• US7799781B2
  申请人：——

  公开号：US7799781B2

  公开（公告）日：2010-09-21