2-(2-ethylphenyl)-4H-chromen-4-one | 1283166-65-3

• 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: 2-(2-ethylphenyl)-4H-chromen-4-one
• 英文别名: 2-(2-Ethylphenyl)chromen-4-one
• CAS: 1283166-65-3
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: LHWDATXJBGEZDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 生成 2-(2-ethylphenyl)-4H-chromen-4-one
  参考文献：
  名称：

  通过 Stork-Danheiser 反应合成黄酮

  摘要：

  基于 Stork-Danheiser 反应，开发了一种以收敛方式获取黄酮的新方法。通过这种方法，4-甲氧基香豆素可以在低温（-78 °C 至 -40 °C）下与有机锂反应，然后进行酸性处理，得到所需的黄酮，产率为 18-86%。该方法具有无过渡金属条件、起始原料易得、操作简单等特点。当需要快速生成 B 环黄酮衍生物时，它特别有效。

  DOI：

  10.1039/d3ob00749a

文献信息

• [EN] 2-SUBSTITUTED-5-HYDROXY-4H-CHROMEN-4-ONES AS NOVEL LIGANDS FOR THE SEROTONIN RECEPTOR 2B (5-HT2B)<br/>[FR] 5-HYDROXY-4 H-CHROMÈNE-4-ONES SUBSTITUÉS EN 2 COMME NOUVEAUX LIGANDS POUR LE RÉCEPTEUR DE LA SÉROTONINE 2B (5-HT2B)
  申请人：UNIV VIRGINIA COMMONWEALTH

  公开号：WO2015116460A1

  公开（公告）日：2015-08-06

  A family of compounds which function as selective ligands for the serotonin receptor 2B (5-HT2B) is identified. Some of the compounds are synthetic non-natural ligands which have a relatively strong interaction with 5-HT2B compared to naturally occurring compounds (some of which are identified for the first time herein as ligands for 5-HT2B). Because the compounds, both naturally occurring and synthetically produced, function as ligands for 5-HT2B they will have application in, for example, the treatment and/or prevention of nervous system disorders such as Alzheimer's disease.

  已鉴定出一类化合物家族，其作为选择性血清素受体2B（5-HT2B）的配体。其中一些化合物是合成的非天然配体，与天然存在的化合物相比，它们与5-HT2B有相对较强的相互作用（其中一些在此处首次被确认为5-HT2B的配体）。由于这些化合物，无论是天然存在的还是合成的，都作为5-HT2B的配体，它们将在治疗和/或预防神经系统疾病如阿尔茨海默病等方面发挥作用。
• Synthetic approach to flavanones and flavones via ligand-free palladium(ii)-catalyzed conjugate addition of arylboronic acids to chromones
  作者：Donghee Kim、Kyungrok Ham、Sungwoo Hong

  DOI：10.1039/c2ob26061a

  日期：——

  The remarkable catalytic effects of Fe(OTf)3 in the context of the Pd(II)-catalyzed conjugate addition of arylboronic acids to chromones were observed to yield a variety of flavanones under mild conditions. The addition of catalytic amounts of DDQ and KNO2 to the reactions exclusively yielded flavone analogs. The reaction scope for the transformation was fairly broad, affording good yields of a wide range of flavanones and flavones, which are privileged structures in many biologically active compounds.

  在Pd(II)催化的芳基硼酸与色酮的共轭加成反应中，Fe(OTf)3显示出了显著的催化效应，能够在温和条件下合成各种黄酮。向反应中添加催化量的DDQ和KNO2则专门产生黄酮类似物。该转化的反应范围相当广泛，提供了良好的收率，合成了多种黄酮和黄酮类化合物，这些化合物在许多生物活性化合物中是具优势的结构。
• JPS59106414A
  申请人：——

  公开号：JPS59106414A

  公开（公告）日：1984-06-20
• 2-SUBSTITUTED-5-HYDROXY-4H-CHROMEN-4-ONES AS NOVEL LIGANDS FOR THE SEROTONIN RECEPTOR 2B (5-HT2B)
  申请人：VIRGINIA COMMONWEALTH UNIVERSITY

  公开号：US20170029399A1

  公开（公告）日：2017-02-02

  A family of compounds which function as selective ligands for the serotonin receptor 2B (5-HT 2B ) is identified. Some of the compounds are synthetic non-natural ligands which have a relatively strong interaction with 5-HT2B compared to naturally occurring compounds (some of which are identified for the first time herein as ligands for 5-HT 2B ). Because the compounds, both naturally occurring and synthetically produced, function as ligands for 5-HT 2B they will have application in, for example, the treatment and/or prevention of nervous system disorders such as Alzheimer's disease.
• US9884836B2
  申请人：——

  公开号：US9884836B2

  公开（公告）日：2018-02-06