5,6,7-三甲氧基-2-苯基-2,3-二氢色烯-4-酮 | 66074-94-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 5,6,7-三甲氧基-2-苯基-2,3-二氢色烯-4-酮
• 英文名称: 5,6,7-trimethoxyflavanone
• 英文别名: 5,6,7-trmethoxyflavanone；O-methylonysilin；5,6,7-trimethoxy-2-phenyl-chroman-4-one；5,6,7-Trimethoxy-2-phenyl-chroman-4-on；5,6,7-Trimethoxy-2-phenyl-chromanon-(4)；5,6,7-Trimethoxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one；5,6,7-trimethoxy-2-phenyl-2,3-dihydrochromen-4-one
• CAS: 66074-94-0
• 化学式: C₁₈H₁₈O₅
• 分子量: 314.338
• InChiKey: HRIKTKFXIKHIRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6,7-三甲氧基-2-苯基-2,3-二氢色烯-4-酮 在 三氯化铝 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 5-hydroxy-6,7-dimethoxyflavanone
  参考文献：
  名称：

  Nath, Swadhin; Bhattacharyya, Anjan; Sengupta, P. K., Journal of the Indian Chemical Society, 1983, vol. 60, p. 709 - 710

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5-三甲氧基苯酚 在 potassium fluoride 、 三氟化硼乙醚 作用下， 以 甲醇 为溶剂， 反应 24.25h， 生成 5,6,7-三甲氧基-2-苯基-2,3-二氢色烯-4-酮
  参考文献：
  名称：

  α-Glucosidase inhibition of 6-hydroxyflavones. Part 3: Synthesis and evaluation of 2,3,4-trihydroxybenzoyl-containing flavonoid analogs and 6-aminoflavones as α-glucosidase inhibitors

  摘要：

  The SAR studies suggested that the C-ring of baicalein (1) was not necessary for the activity, and validated the importance of 2,3,4-trihydroxybenzoyl structure of 1. Thus, a series of 2,3,4-trihydroxybenzoyi-containing flavonoid analogs were investigated for the alpha-glucosidase inhibitory activity. The results indicated that 5,6,7-trihydroxy-2-phenyl-4-quinolone (2) and 5,6,7-trihydroxyflavanone (4) showed the comparable activity to 1, while 3,5,6,7-tetrahydroxyflavone (7), 5,6,7-trihydroxyisoflavone (8), and 6-hydroxygenistein (9) showed moderate alpha-glucosidase inhibitory activity. In addition, it was found that 6-amino-5,7-dihydroxyflavone (16) was a more potent and specific rat intestinal alpha-glucosidase inhibitor than 1, and showed the comparable activity to acarbose. This is the first report on mammalian intestinal alpha-glucosidase inhibitory activity of 6-aminoflavones. Kinetic studies revealed that 16 inhibited both sucrose- and maltose-hydrolyzing activities of rat intestinal alpha-glucosidase uncompetitively/ (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.010

文献信息

• Flavene and thioflavene derivates, processes for their manufacture,
  申请人：Zyma SA

  公开号：US04935441A1

  公开（公告）日：1990-06-19

  Compounds of the formula I ##STR1## wherein rings A and B are each unsubstituted or substituted; Y is oxygen, sulfur, sulfinyl or sulfonyl; one of the symbols Z.sub.1 and Z.sub.2 is halogen and the other formyl; and pharmaceutically acceptable salts of such compounds that contain a salt-forming group are useful for the treatment of diseases of the respiratory tract and of liver diseases. They are prepared by methods known per se.

  公式I的化合物如下：其中环A和环B均为未取代或取代的；Y为氧、硫、亚硫基或磺酰基；符号Z.sub.1和Z.sub.2中的一个为卤素，另一个为甲酰基；以及含有盐基的这种化合物的药学上可接受的盐对于治疗呼吸道疾病和肝脏疾病是有用的。它们是通过已知的方法制备的。
• Flavene and thioflavene derivatives, processes for their manufacture, pharmaceutical preparations that contain such compounds, and the use of the latter
  申请人：Zyma SA

  公开号：EP0139615A2

  公开（公告）日：1985-05-02

  Compounds of the formula I wherein rings A and B are each unsubstituted or substituted; Y is oxygen, sulfur, sulfinyl or sulfonyl; one of the symbols Z, and Z2 is halogen and the other formyl; and pharmaceutically acceptable salts of such compounds that contain a salt-forming group are useful for the treatment of diseases of the respiratory tract and of liver diseases. They are prepared by methods known per se.

  式 I 的化合物 其中，环 A 和环 B 各自是未取代的或取代的；Y 是氧、硫、亚砜基或磺酰基；符号 Z 和 Z2 中的一个是卤素，另一个是甲酰基；以及含有成盐基团的此类化合物的药学上可接受的盐，可用于治疗呼吸道疾病和肝脏疾病。它们是通过本身已知的方法制备的。
• Chopin; Chadenson, Bulletin de la Societe Chimique de France, 1959, p. 1585,1593
  作者：Chopin、Chadenson

  DOI：——

  日期：——
• Flavanone and other constituents from Onychium siliculosum
  作者：Tian-Shung Wu、Cheng-Sheng Kuoh、Shien-Tsong Ho、Meei-Shieu Yang、Kong-Ko Lee

  DOI：10.1016/s0031-9422(00)84186-2

  日期：1981.3
• Oliverio; Bargellini, Gazzetta Chimica Italiana, 1948, vol. 78, p. 386,394
  作者：Oliverio、Bargellini

  DOI：——

  日期：——