5-Hydroxy-4-(4-methoxyphenyl)-5H-furan-2-on | 184376-10-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-Hydroxy-4-(4-methoxyphenyl)-5H-furan-2-on
• 英文别名: 5-hydroxy-4-(4-methoxy-phenyl)-5H-furan-2-one；5-hydroxy-3-(4-methoxyphenyl)furan-2(5H)-one；5-hydroxy-4-(4-methoxyphenyl)furan-2(5H)-one；3-(4-Methoxiphenyl)-4-Hydroxicrotonsaeurelacton；2-hydroxy-3-(4-methoxyphenyl)-2H-furan-5-one
• CAS: 184376-10-1
• 化学式: C₁₁H₁₀O₄
• 分子量: 206.198
• InChiKey: CQNJEVPUJGATLB-UHFFFAOYSA-N

物化性质

• 沸点：
  445.8±45.0 °C(Predicted)
• 密度：
  1.350±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-4-(4-methoxyphenyl)-5H-furan-2-on 在 氢氧化钾 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 生成 1-(4-羟基苯基)-2-甲氧基乙烷-1-酮
  参考文献：
  名称：

  Synthese von Moosinhaltsstoffen. 8. Sphagnums�ure und ihre Abbauprodukte

  摘要：

  For Sphagnum acid (1) and its enzymatic degradation product 5-hydrosy-4-(4-hydroxyphenyl)-5N-furan-2-on (2) efficient syntheses on preparative scale were developed, For the (4-hydroxyphenyl)butenolide 2 some characteristic chemical transformations are observed in acidic and basic medium.

  DOI：

  10.1002/prac.199633801139
• 作为产物：
  描述：

  4-甲氧基苯乙酸甲酯 在 吗啡啉盐酸盐 、 二异丁基氢化铝 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 19.5h， 生成 5-Hydroxy-4-(4-methoxyphenyl)-5H-furan-2-on
  参考文献：
  名称：

  Synthese von Moosinhaltsstoffen. 8. Sphagnums�ure und ihre Abbauprodukte

  摘要：

  For Sphagnum acid (1) and its enzymatic degradation product 5-hydrosy-4-(4-hydroxyphenyl)-5N-furan-2-on (2) efficient syntheses on preparative scale were developed, For the (4-hydroxyphenyl)butenolide 2 some characteristic chemical transformations are observed in acidic and basic medium.

  DOI：

  10.1002/prac.199633801139

文献信息

• Pyridizinone derivatives
  申请人：Hudkins L. Robert

  公开号：US20080027041A1

  公开（公告）日：2008-01-31

  The present invention provides compounds of formula (I*): their use as H 3 inhibitors, processes for their preparation, and pharmaceutical compositions thereof.

  本发明提供了式(I*)的化合物：它们作为H3抑制剂的用途，其制备方法以及药物组合物。
• Regioselective Entry to Bromo-γ-hydroxybutenolides:  Useful Building Blocks for Assemblying Natural Product-Like Libraries
  作者：M. Aquino、I. Bruno、R. Riccio、L. Gomez-Paloma

  DOI：10.1021/ol0618611

  日期：2006.10.1

  [reaction: see text] We report a regioselective entry to 3-bromo- and 4-bromo-5-hydroxy-5H-furan-2-ones by photooxidation of 3-bromofuran with a singlet oxygen in the presence of a suitable base. By this procedure, a variety of 3-substituted gamma-hydroxybutenolides have become for the first time easily accessible. Strategies employing these highly functionalized building blocks for the preparation

  [反应：见正文]我们报告了在适当的碱存在下，通过3-溴呋喃与单线态氧的光氧化作用，可以选择性地3-溴和4-溴-5-羟基-5H-呋喃-2-酮的区域选择性进入。通过这种方法，各种3-取代的γ-羟基丁烯内酯首次变得容易获得。还讨论了使用这些高度功能化的构建基块来制备天然类分子聚焦库的策略。
• Access to Bromo-γ-butenolides via Zwitterion-Catalyzed Rearrangement of Cyclopropene Carboxylic Acids
  作者：Rong-Bin Hu、Shengsheng Qiang、Yung-Yin Chan、Jingxian Huang、Tianyue Xu、Ying-Yeung Yeung

  DOI：10.1021/acs.orglett.1c03751

  日期：2021.12.17

  functional molecules. In this study, a catalytic synthesis of halogenated γ-butenolides from cyclopropene carboxylic acids was developed using zwitterionic catalysts and N-haloamides as the halogen sources. The catalytic protocol could also be applied to the synthesis of halogenated pyrrolones by using cyclopropene amides as the starting materials.

  γ-丁烯内酯是许多药学相关化合物中有用的结构基序。特别是，卤化 γ-丁烯内酯是有吸引力的构建块，因为可以很容易地操纵卤素手柄以提供各种功能分子。在这项研究中，使用两性离子催化剂和N-卤代酰胺作为卤源，开发了一种从环丙烯羧酸催化合成卤化 γ-丁烯内酯的方法。该催化方案还可以应用于以环丙烯酰胺为原料合成卤化吡咯酮。
• Pyridazinone Derivatives
  申请人：Bacon Edward R.

  公开号：US20110288075A1

  公开（公告）日：2011-11-24

  The present invention is directed to novel pyridazinone derivatives that mediate enzymatic activity. In particular, the compounds may be effective in the treatment of diseases or disease states related to the activity of the histamine H3 receptor, including, for example, neurodegenerative disorders, sleep/wake disorders, attention deficit hyperactivity disorder and cognition/cognitive disorders.

  本发明涉及新型吡啶并咪唑酮衍生物，可介导酶活性。特别是，这些化合物可能在治疗与组胺H3受体活性相关的疾病或疾病状态方面具有有效性，包括神经退行性疾病、睡眠/清醒障碍、注意力缺陷多动障碍和认知/认知障碍等。
• Pyridazinone derivatives
  申请人：Cephalon, Inc.

  公开号：US08207168B2

  公开（公告）日：2012-06-26

  The present invention is directed to novel pyridazinone derivatives that mediate enzymatic activity. In particular, the compounds may be effective in the treatment of diseases or disease states related to the activity of the histamine H3 receptor, including, for example, neurodegenerative disorders, sleep/wake disorders, attention deficit hyperactivity disorder and cognition disorders.

  本发明涉及介导酶活性的新型吡啶并咪唑酮衍生物。特别地，这些化合物可能对与组胺H3受体活性相关的疾病或疾病状态具有治疗作用，包括神经退行性疾病、睡眠/觉醒障碍、注意力缺陷多动障碍和认知障碍等。