6,8-dibromo-3-chloro-2-(4-chlorophenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran | 127143-49-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 6,8-dibromo-3-chloro-2-(4-chlorophenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran
• 英文别名: (2S,3S,4S)-6,8-dibromo-3-chloro-2-(4-chlorophenyl)-3-nitro-2,4-dihydrochromen-4-ol
• CAS: 127143-49-1
• 化学式: C₁₅H₉Br₂Cl₂NO₄
• 分子量: 497.955
• InChiKey: GQCRUIJPADADIL-SOUVJXGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,8-dibromo-3-chloro-2-(4-chlorophenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以88%的产率得到(2S,3R)-6,8-Dibromo-3-chloro-2-(4-chloro-phenyl)-3-nitro-chroman-4-one
  参考文献：
  名称：

  Synthesis of 2-Aryl-3-nitro-4H-1-benzopyran-4-ones

  摘要：

  2-Aryl-3-nitro-4H-1-benzopyran-4-ones (or 3-nitroflavones) 3 are conveniently prepared in good yields using a two-step approach starting from 2-aryl-3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyrans 1. A general synthesis of the novel 2-aryl-3-chloro-2,3-dihydro-3-nitro-4H-1-benzopyran-4-ones 2 employed as intermediates in the procedure is described.

  DOI：

  10.1055/s-1992-26198
• 作为产物：
  描述：

  4-氯苯甲醛 在 potassium fluoride 、 盐酸二甲胺 、 三乙胺 作用下， 以 xylene 为溶剂， 反应 3.0h， 生成 6,8-dibromo-3-chloro-2-(4-chlorophenyl)-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran
  参考文献：
  名称：

  A Convenient Synthesis of 3-Chloro-3,4-dihydro-4-hydroxy-3-nitro-2-phenyl-2H-1-benzopyrans

  摘要：

  以取代苯甲醛1为起始原料，通过简便高效的两步法制备了新颖标题化合物5。报道了一条便捷的途径，用于合成为合成所需的中间体——(2-氯-2-硝基乙烯基)苯3。

  DOI：

  10.1055/s-1990-26791

文献信息

• Compounds for the treatment of mitochondrial diseases
  申请人：Centre National de la Recherche Scientifique

  公开号：EP2419094B1

  公开（公告）日：2016-06-08
• COMPOUNDS FOR THE TREATMENT OF MITOCHONDRIAL DISEASES
  申请人：Blondel Marc

  公开号：US20120329834A1

  公开（公告）日：2012-12-27

  The present invention relates to the use of compounds of general formula (I): (I) for the preparation of medicaments that act against mitochondrial pathologies involving a deficiency in ATP production via the oxidative phosphorylation pathway, such as mitochondrial diseases.
• A Convenient Synthesis of 3-Chloro-3,4-dihydro-4-hydroxy-3-nitro-2-phenyl-2<i>H</i>-1-benzopyrans
  作者：Daniel Dauzonne、Pierre Demerseman

  DOI：10.1055/s-1990-26791

  日期：——

  The novel title compounds 5 are prepared by a simple and efficient two-step procedure starting from substituted benzaldehydes 1. A convenient route to the (2-chloro-2-nitroethenyl)benzenes 3 required as intermediates in the synthesis is reported.

  以取代苯甲醛1为起始原料，通过简便高效的两步法制备了新颖标题化合物5。报道了一条便捷的途径，用于合成为合成所需的中间体——(2-氯-2-硝基乙烯基)苯3。
• Synthesis of 2-Aryl-3-nitro-4<i>H</i>-1-benzopyran-4-ones
  作者：Daniel Dauzonne、Cyrille Grandjean

  DOI：10.1055/s-1992-26198

  日期：——

  2-Aryl-3-nitro-4H-1-benzopyran-4-ones (or 3-nitroflavones) 3 are conveniently prepared in good yields using a two-step approach starting from 2-aryl-3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyrans 1. A general synthesis of the novel 2-aryl-3-chloro-2,3-dihydro-3-nitro-4H-1-benzopyran-4-ones 2 employed as intermediates in the procedure is described.

  2-Aryl-3-nitro-4H-1-benzopyran-4-ones (or 3-nitroflavones) 3 are conveniently prepared in good yields using a two-step approach starting from 2-aryl-3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyrans 1. A general synthesis of the novel 2-aryl-3-chloro-2,3-dihydro-3-nitro-4H-1-benzopyran-4-ones 2 employed as intermediates in the procedure is described.