3,4-dihydroxy-6-phenyl-2H-1-benzopyran-2-one | 114250-10-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3,4-dihydroxy-6-phenyl-2H-1-benzopyran-2-one
• 英文别名: 6-phenyl-3,4-dihydroxy-2H-1-benzopyran-2-one；3,4-Dihydroxy-6-phenylchromen-2-one
• CAS: 114250-10-1
• 化学式: C₁₅H₁₀O₄
• 分子量: 254.242
• InChiKey: MYWXHNDXDCIUEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-<5-phenyl-2-(phenylmethoxy)phenyl>ethanone 在 palladium on activated charcoal 盐酸 、 sodium hydride 、 环己烯 作用下， 反应 4.0h， 生成 3,4-dihydroxy-6-phenyl-2H-1-benzopyran-2-one
  参考文献：
  名称：

  合成的aci-还原酮：3,4-二羟基-2H-1-苯并吡喃-2-酮及其顺式和反式4a，5,6,7,8,8a-六氢非对映异构体。与4-取代的2-羟基tetronic酸相比，具有抗聚集，抗血脂和氧化还原特性。

  摘要：

  合成属于6-或7-单或双取代的3,4-二羟基-2H-1-苯并吡喃-2-酮（6-10）及其顺式和反式aci还原酮的合成方法描述了-4a，5、6、7、8、8a-六氢非对映异构体（11、12）。使用Meldrum's synthon（2,2-二甲基-1,3-二恶烷-4,6-dione，49）可方便地制备六氢苯并吡喃酮aci-还原酮。在胆固醇喂养的大鼠模型中评估了其中某些物质的抗血脂活性，并研究了所有类似物抑制人血小板聚集的能力。将结果与属于4-芳基-和4-螺烷基-2-羟基tetronic酸体系的aci-还原酮进行比较（4,5a，b）。用循环伏安法测定所有aci还原酮的氧化还原电位。

  DOI：

  10.1021/jm00402a032

文献信息

• Drug for Treating Circulatory Insufficiency
  申请人：Takagaki Hidetsugu

  公开号：US20090099256A1

  公开（公告）日：2009-04-16

  The present invention relate to a drug for treating circulatory insufficiency containing a benzopyran derivative represented by the following general formula (I): and/or a physiologically acceptable salt thereof as an active ingredient, wherein R 1 is an alkyl group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms; and any one of R 2 , R 3 , R 4 and R 5 is a hydroxyl group, an alkoxy group, an alkenyloxy group, an alkoxy group substituted with a hydroxyl group, or an alkoxy group substituted with a carboxy group, and the others are hydrogen atoms.
• Drug for treating circulatory insufficiency
  申请人：Takagaki Hidetsugu

  公开号：US20110021621A1

  公开（公告）日：2011-01-27

  The present invention relate to a drug for treating circulatory insufficiency containing a benzopyran derivative represented by the following general formula (I): and/or a physiologically acceptable salt thereof as an active ingredient, wherein R 1 is an alkyl group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms; and any one of R 2 , R 3 , R 4 and R 5 is a hydroxyl group, an alkoxy group, an alkenyloxy group, an alkoxy group substituted with a hydroxyl group, or an alkoxy group substituted with a carboxy group, and the others are hydrogen atoms.
• US4845121A
  申请人：——

  公开号：US4845121A

  公开（公告）日：1989-07-04
• Synthetic aci-reductones. 3,4-Dihydroxy-2H-1-benzopyran-2-ones and their cis- and trans-4a,5,6,7,8,8a-hexahydro diastereomers. Antiaggregatory, antilipidemic, and redox properties compared to the 4-substituted 2-hydroxytetronic acids
  作者：Donald T. Witiak、Sung K. Kim、Ashok K. Tehim、Kent D. Sternitzke、Richard L. McCreery、Sung U. Kim、Dennis R. Feller、Karl J. Romstedt、Vaijinath S. Kamanna、Howard A. I. Newman

  DOI：10.1021/jm00402a032

  日期：1988.7

  platelets. Results are compared to aci-reductones belonging to the 4-aryl- and 4-spiroalkyl-2-hydroxytetronic acid systems (4,5a,b). Redox potentials for all aci-reductones were determined with cyclic voltammetry. It would appear that the 4-aryl-2-hydroxytetronic acids represent leads for further study as antiatherosclerotic drugs owing to their favorable antilipidemic and antiaggregatory properties whereas

  合成属于6-或7-单或双取代的3,4-二羟基-2H-1-苯并吡喃-2-酮（6-10）及其顺式和反式aci还原酮的合成方法描述了-4a，5、6、7、8、8a-六氢非对映异构体（11、12）。使用Meldrum's synthon（2,2-二甲基-1,3-二恶烷-4,6-dione，49）可方便地制备六氢苯并吡喃酮aci-还原酮。在胆固醇喂养的大鼠模型中评估了其中某些物质的抗血脂活性，并研究了所有类似物抑制人血小板聚集的能力。将结果与属于4-芳基-和4-螺烷基-2-羟基tetronic酸体系的aci-还原酮进行比较（4,5a，b）。用循环伏安法测定所有aci还原酮的氧化还原电位。