1-(2-hydroxyphenyl)-3-(o-tolyl)propan-1-one | 6619-26-7

• 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: 1-(2-hydroxyphenyl)-3-(o-tolyl)propan-1-one
• 英文别名: o-Hydroxy-beta-tolylpropiophenone；1-(2-hydroxyphenyl)-3-(2-methylphenyl)propan-1-one
• CAS: 6619-26-7
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: VAMXHAMALIKZGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxyphenyl)-3-(o-tolyl)propan-1-one 在 盐酸 、 sodium hydroxide 作用下， 以 乙醚 为溶剂， 反应 13.0h， 生成 3-(2-methylphenyl)-1-[2-(2-hydroxy-3-propylaminopropoxy)phenyl]-propan-1-one hydrochloride
  参考文献：
  名称：

  Phenylpropiophenone derivatives as potential anticancer agents: Synthesis, biological evaluation and quantitative structure–activity relationship study

  摘要：

  Series of twelve chalcone and propafenone derivatives has been synthesized and evaluated for anticancer activities against Hela, Fem-X, PC-3, MCF-7, LS174 and K562 cell lines. The 2D-QSAR and 3D-QSAR studies were performed for all compounds with cytotoxic activities against each cancer cell line. Partial least squares (PLS) regression has been applied for selection of the most relevant molecular descriptors and QSAR models building. Predictive potentials of the created 2D-QSAR and 3D-QSAR models for each cell line were compared, by use of leave-one-out cross-validation and external validation, and optimal QSAR models for each cancer cell line were selected. The QSAR studies have selected the most significant molecular descriptors and pharmacophores of the chalcone and propafenone derivatives and proposed structures of novel chalcone and propafenone derivatives with enhanced anticancer activity on the HeLa, Fem-X, PC-3, MCF-7, LS174 and K562 cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.013
• 作为产物：
  描述：

  (E)-3-(2-methylphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 1.17h， 以90.6%的产率得到1-(2-hydroxyphenyl)-3-(o-tolyl)propan-1-one
  参考文献：
  名称：

  Phenylpropiophenone derivatives as potential anticancer agents: Synthesis, biological evaluation and quantitative structure–activity relationship study

  摘要：

  Series of twelve chalcone and propafenone derivatives has been synthesized and evaluated for anticancer activities against Hela, Fem-X, PC-3, MCF-7, LS174 and K562 cell lines. The 2D-QSAR and 3D-QSAR studies were performed for all compounds with cytotoxic activities against each cancer cell line. Partial least squares (PLS) regression has been applied for selection of the most relevant molecular descriptors and QSAR models building. Predictive potentials of the created 2D-QSAR and 3D-QSAR models for each cell line were compared, by use of leave-one-out cross-validation and external validation, and optimal QSAR models for each cancer cell line were selected. The QSAR studies have selected the most significant molecular descriptors and pharmacophores of the chalcone and propafenone derivatives and proposed structures of novel chalcone and propafenone derivatives with enhanced anticancer activity on the HeLa, Fem-X, PC-3, MCF-7, LS174 and K562 cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.013

文献信息

• Versatile formation of Ru(II) hydrazone complexes: Structure, theoretical studies and catalytic activity in α-alkylation
  作者：Kaliyappan Murugan、Subbarayan Vijayapritha、Venkatachalam Kavitha、Periasamy Viswanathamurthi

  DOI：10.1016/j.poly.2020.114737

  日期：2020.11

  lattices. DFT calculations were carried out to explain the solid structures of complexes 1-3. Moreover, the synthesized complexes were screened as catalysts for the α-alkylation of ketones with alcohols. The effect of various parameters, such as base, solvent, temperature, time, substituents and also catalyst loading, on the catalytic activity were analyzed. The results depict that the complex 3 was found

  摘要新的1-（蒽-10-基）亚甲基）-2-（苯并[d]噻唑-2-基）肼（BHA）和1-（蒽-10-基）亚甲基）-2-（喹啉-2）在氯仿-乙醇介质中，以1：1的摩尔比使[yl]肼（QHA）配体与[RuHCl（CO）（E）3]（E = PPh3或AsPh3）或[RuCl2（AsPh3）3]反应以合成新的钌配合物。通过元素分析，IR，NMR（1H，13C和31P）光谱，ESI-质谱和单晶XRD技术分析了所有新的钌配合物。XRD的单晶研究揭示了钌离子周围的八面体几何形状。研究还表明，配位体通过形成五个或四个成员的螯合环，与钌金属配位，在配合物1、3和4中作为单阴离子双齿N ^ N供体，在配合物2中作为中性双齿N ^ N供体。通过Hirshfeld表面分析研究了晶格中的分子内相互作用。结果表明，π堆积接触在晶格中起重要作用。进行DFT计算以解释配合物1-3的固体结构。此外，合成的配合物被筛选为酮与醇
• Organic compounds
  申请人：Givaudan SA

  公开号：US08877704B2

  公开（公告）日：2014-11-04

  Disclosed are certain compounds according to the general formula (I) and their use as flavoring and fragrancing compounds, as well as fragranced and flavored compositions comprising the compounds of formula (I), and methods for providing a flavor or fragrance to compositions and articles utilizing the compounds of formula (I).

  本发明涉及一些符合通式（I）的化合物，以及它们作为调味和香料化合物的用途，还包括含有通式（I）化合物的香味和味道组合物，以及利用通式（I）化合物为组合物和物品提供味道或香气的方法。
• Synthesis of 3 -methylbenzyl ? 4 -hydroxycoumarins, and their hydrolysis
  作者：M. P. Aleksyuk、A. I. Shcherban、L. P. Zalukaev

  DOI：10.1007/bf00480952

  日期：——
• ORGANIC COMPOUNDS
  申请人：Givaudan SA

  公开号：EP2906671A2

  公开（公告）日：2015-08-19
• USE OF 2-HYDROXYPHENYL ARYL KETONES AS FRAGRANCE OR FLAVOR COMPONENTS
  申请人：Givaudan SA

  公开号：EP2906671B1

  公开（公告）日：2017-12-06