2-hydroxy-6-methyl-2-(trifluoromethyl)chroman-4-one | 78605-61-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-hydroxy-6-methyl-2-(trifluoromethyl)chroman-4-one
• 英文别名: 2-Hydroxy-6-methyl-2-trifluoromethylchroman-4-one；2-hydroxy-6-methyl-2-(trifluoromethyl)-3H-chromen-4-one
• CAS: 78605-61-5
• 化学式: C₁₁H₉F₃O₃
• 分子量: 246.186
• InChiKey: ZQFJSMRUMUXVGK-UHFFFAOYSA-N

物化性质

• 熔点：
  158-159 °C
• 沸点：
  345.8±42.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-hydroxy-6-methyl-2-(trifluoromethyl)chroman-4-one 在 盐酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 168.5h， 生成 4-methyl-2-[1-phenyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]phenol
  参考文献：
  名称：

  摘要：

  The reaction of 2-hydroxy-2-polyfluoroalkylchroman-4-ones with hydrazine affords 5-hydroxy-3-(2-hydroxyaryl)-5-polyfluoroalkyl-Delta(2)-pyrazolines, whereas 2-polyfluoroalkylchromones under similar conditions produce 3(5)-(2-hydroxyaryl)-5(3)-polyfluoroalkylpyrazoles. 5 - (2-Hydroxyaryl)-1-methyl-3-polyfluoroalkylpyrazoles were synthesized in the reaction with methylhydrazine, and the reaction with phenylhydrazine afforded regioisomeric 3(5)-(2-hydroxyphenyl)-1-phenyl-5(3)-polyfluoroalkylpyrazoles.

  DOI：

  10.1023/a:1020960815497
• 作为产物：
  描述：

  2-(1-benzyliminoethyl)-4-methylphenol 在 lithium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 2-hydroxy-6-methyl-2-(trifluoromethyl)chroman-4-one
  参考文献：
  名称：

  3-烷基氨基-3-(2-羟基芳基)-1-多氟烷基丙-2-烯-1-酮和2-多氟烷基-4H-色烯-4-亚胺的合成

  摘要：

  席夫碱（由 2-羟基-或 2-羟基-5-甲基苯乙酮和伯胺制备）与多氟链烷酸乙酯在 THF 中在 LiH 存在下缩合得到 3-烷基氨基-3-(2-羟基芳基)-1-多氟烷基丙-2-烯-1-酮，在酸性介质中环化成2-多氟烷基-4H-chromen-4-亚胺盐。当用氨水中和时，后者得到2-多氟烷基-4H-chromen-4-亚胺高产。

  DOI：

  10.1023/b:rucb.0000030815.40767.a1

文献信息

• New examples of chelating triketone-like ligands that promote formation of binuclear complexes
  作者：Alexander V. Pestov、Liliya A. Khamidullina、Vyacheslav Y. Sosnovskikh、Pavel A. Slepukhin、Igor S. Puzyrev

  DOI：10.1016/j.poly.2015.12.056

  日期：2016.2

  ionization constants of compounds containing electron-donor and electron-acceptor substituents in the benzene ring were determined using spectrophotometric method. The binding properties of 1,1,1-trifluoro-4-(2-hydroxyphenyl)butan-2,4-dione towards Cu(II), Ni(II) and Co(II) were studied. The formation of 2:2 metal–ligand complexes was observed. X-ray analysis gives evidence the formation of complexes in which

  目前的工作是研究螯合三酮样配体的结合性能，这些配体能够形成双核复合物。所研究的化合物能够以环状或“紧密形式”（苯基取代或未取代的2-羟基-2-（三氟甲基）苯并二氢吡喃-4-酮）及其相关的“开放形式”（苯基取代或未取代的1）存在。 ，1，1-三氟-4-（2-羟苯基）丁-2，4-二酮）。在本文中，有充分的证据表明这些化合物以“紧密形式”（预配体）呈固体状态，而在碱性溶液中并且当涉及金属离子配位领域时，它们处于“开放形式”（配体）中。研究了乙二醇水溶液中化合物的质子平衡。提出了这些化合物的酸碱平衡方案。使用分光光度法测定苯环中含有电子供体和电子受体取代基的化合物的表观电离常数。研究了1,1,1-三氟-4-（2-羟苯基）丁-2,4-二酮对Cu（II），Ni（II）和Co（II）的结合性能。观察到了2：2金属-配体络合物的形成。X射线分析提供了形成配合物的证据，其中金属与配体的比例可以为1：2和2：
• A Novel and Convenient Synthesis of 3-(Polyhaloacyl)chromones Using Diethoxymethyl Acetate
  作者：Vyacheslav Ya. Sosnovskikh、Roman A. Irgashev

  DOI：10.1055/s-2005-865199

  日期：——

  The reaction of 2-hydroxy-2-(polyhaloalkyl)chroman-4-ones with diethoxymethyl acetate readily occurs at 140-150 °C for 15 minutes to give 3-(polyhaloacyl)chromones in good yields.

  2-羟基-2-(多卤代烷基)色满-4-酮与乙酸二乙氧基甲酯的反应很容易在140-150°C下反应15分钟，以良好的产率得到3-(多卤代酰基)色酮。
• ——
  作者：V. Ya. Sosnovskikh、A. Yu. Sizov、B. I. Usachev

  DOI：10.1023/a:1020908831426

  日期：——

  The reactions of 2-hydroxy-2-polyfluoroalkylchroman-4-ones with hydroxylamine yield, through Delta(2)-isoxazolines as intermediate products, 3-(2-hydroxyaryl)-5-polyfluoroalkylisoxazoles. Analogous reactions with 2-polyfluoroalkylchromones afford beta-diketone monooximes, which in an acidic medium undergo cyclode hydration into 5-(2-hydroxyaryl)-3-polyfluoroalkylisoxazoles. The structures of regioisomeric 3- and 5-polyfluoroalkylisoxazoles were determined using H-1, F-19, and C-13 NMR spectroscopy.
• HTS Assay for Identifying Small Molecule Inhibitors of RAD52 and Uses of Identified Small Molecule Inhibitors for Treatment and Prevention of BRCA-Deficient Malignancies
  申请人：University of Iowa Research Foundation

  公开号：US20180209956A1

  公开（公告）日：2018-07-26

  Disclosed are methods, compositions, kits, and systems for identifying small-molecule drugs for treating cancer in a subject. The disclosed methods, compositions, kits, and systems may be utilized to identify small-molecule inhibitors of radiation sensitive protein 52 (RAD52) in order to treat cancer in a subject, such as breast cancer in a subject having a BRCA1-deficient, BRCA2-deficient, and/or PALB2-deficient phenotype by administering the identified small-molecule inhibitors to the subject.
• [EN] HIGH THROUGHPUT SCREENING ASSAY FOR IDENTIFYING INHIBITORS OF RAD52 AND USES OF THE IDENTIFIED INHIBITORS FOR TREATMENT AND/OR PREVENTION OF MALIGNACIES<br/>[FR] ESSAI DE CRIBLAGE À HAUT DÉBIT PERMETTANT D'IDENTIFIER DES INHIBITEURS DE RAD52 ET UTILISATIONS DES INHIBITEURS IDENTIFIÉS POUR LE TRAITEMENT ET/OU LA PRÉVENTION DES MALIGNITÉS
  申请人：UNIV IOWA RES FOUND

  公开号：WO2017015187A1

  公开（公告）日：2017-01-26

  Disclosed are methods, compositions, kits, and systems for identifying small- molecule drugs for treating cancer in a subject. The disclosed methods, compositions, kits, and systems may be utilized to identify small-molecule inhibitors of radiation sensitive protein 52 (RAD52) in order to treat cancer in a subject, such as breast cancer in a subject having a BRCA1- deficient, BRCA2 -deficient, and/or PALB2 -deficient phenotype by administering the identified small-molecule inhibitors to the subject.