2′,3′,4′-trihydroxychalcone | 92549-68-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2′,3′,4′-trihydroxychalcone
• 英文别名: 3-phenyl-1-(2,3,4-trihydroxyphenyl)propan-1-one；2,3,4-Trihydroxy-ω-benzyl-acetophenon；3-Phenyl-1-(2,3,4-trihydroxy-phenyl)-propan-1-on
• CAS: 92549-68-3
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: YDPGARYYNGVXFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  77.76
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2',3',4'-三甲氧基苯乙酮 在 palladium 10% on activated carbon 、 氢气 、 三溴化硼 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 48.0h， 生成 2′,3′,4′-trihydroxychalcone
  参考文献：
  名称：

  [EN] ESTROGENIC COMPOUNDS AND METHODS OF USE
  [FR] COMPOSÉS ŒSTROGÉNIQUES ET MÉTHODES D'UTILISATION

  摘要：

  Estrogenic compounds, compositions and method are presented. The novel estrogenic compounds comprise novel chalcone derivatives and analogs that have little or no measurable estrogen (estradiol, E2) activity but potentiate E2 activity without binding an estrogen receptor (ER). The novel compositions comprise one or more of the novel estrogenic compounds, and may optionally comprise one or more excipients. The one or more excipients may be pharmaceutically acceptable. The one or more excipients may comprise at least one compound that does not occur in nature with estrogenic compounds. The method comprises administering a pharmaceutical composition comprising an estrogenic compound described herein to a patient in need of treatment with an estrogenic compound or pharmaceutical composition.

  公开号：

  WO2024026034A1

文献信息

• Dutta; Watson, Journal of the Chemical Society, 1912, vol. 101, p. 1244
  作者：Dutta、Watson

  DOI：——

  日期：——
• Synthesis and detailed spectroscopic characterization of various hydroxy-functionalized fluorescent chalcones: A combined experimental and theoretical study
  作者：M. Jagadeesh、M. Lavanya、B. Hari Babu、Kiryong Hong、Rory Ma、Joonghan Kim、Tae Kyu Kim

  DOI：10.1016/j.saa.2015.05.085

  日期：2015.11

  Four different bright yellow to orange hydroxy-substituted chalcones (i.e., 2',4-di-hydroxy (1), 2',3',4-trihydroxy (2), 2',3',4'-trihydroxy (3), and 2'-hydroxy=4-methoxy (4) chalcones) were synthesized and characterized by LC-MS, FT-IR, FT-Raman, and fluorescence spectroscopy and thermogravimetric analysis. UV-visible absorption spectroscopy was also used. The experimental (theoretical) bandgaps of 1, 2, 3, and 4 are 2.89 (2.90), 2.93 (2.95), 3.04 (3.09), and 3.01 (2.91) eV, respectively. The hydroxy-substituted chalcones exhibited strong dual emissions as a consequence of the locally excited states followed by internal charge transfer processes. The molecular structures, lowest energy transitions, vibrational frequencies, and spectroscopic information were calculated using density functional theory and time-dependent density functional theory methods at the B3LYP/6-31G(d,p) theoretical level. The experimental and theoretical data were compared and the relationship between them was briefly discussed. (C) 2015 Elsevier B.V. All rights reserved.