propyl 4-oxo-4H-chromene-2-carboxylate | 51081-66-4

• 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: propyl 4-oxo-4H-chromene-2-carboxylate
• 英文别名: 4-oxo-4H-chromene-2-carboxylic acid propyl ester；4-Oxo-4H-chromen-2-carbonsaeure-propylester；Chromone-2-carboxylic acid, n-propyl ester；propyl 4-oxochromene-2-carboxylate
• CAS: 51081-66-4
• 化学式: C₁₃H₁₂O₄
• mdl: MFCD22575857
• 分子量: 232.236
• InChiKey: VKCCONQDMWKUOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  propyl 4-oxo-4H-chromene-2-carboxylate 在 三乙醇胺 、 rose bengal 作用下， 以 水 、 乙腈 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  有机光氧化还原催化色酮-2-羧酸酯的立体选择性还原二聚

  摘要：

  在孟加拉玫瑰和三乙醇胺 (TEOA) 存在下，用蓝色 LED 照射色酮-2-羧酸酯，得到甲基、乙基、正丙基、异丙基、正丁基的 2,2'-双色满酮、正戊基和正己基色酮-2-羧酸酯，产率 52–93%，反式 ： 顺式博士高达 83：17。通过大量控制确定了玫瑰红、TEOA 和蓝光所发挥的关键作用实验并讨论了合理的机制。

  DOI：

  10.1039/d3nj05659g
• 作为产物：
  描述：

  2'-羟基苯乙酮 在 硫酸 、 sodium hydride 作用下， 生成 propyl 4-oxo-4H-chromene-2-carboxylate
  参考文献：
  名称：

  色酮衍生物：紫外吸收光谱；冠状动脉扩张作用

  摘要：

  1.描述了一些简单的色酮衍生物的制备。

  DOI：

  10.1002/hlca.19510340241

文献信息

• Combining QSAR classification models for predictive modeling of human monoamine oxidase inhibitors
  作者：Aliuska Morales Helguera、Alfonso Pérez-Garrido、Alexandra Gaspar、Joana Reis、Fernando Cagide、Dolores Vina、M.Natália D.S. Cordeiro、Fernanda Borges

  DOI：10.1016/j.ejmech.2012.10.035

  日期：2013.1

  Due to their role in the metabolism of monoamine neurotransmitters, MAO-A and MAO-B present a significant pharmacological interest. For instance the inhibitors of human MAO-B are considered useful tools for the treatment of Parkinson Disease. Therefore, the rational design and synthesis of new MAOs inhibitors is considered of great importance for the development of new and more effective treatments of Parkinson Disease. In this work, Quantitative Structure Activity Relationships (QSAR) has been developed to predict the human MAO inhibitory activity and selectivity. The first step was the selection of a suitable dataset of heterocyclic compounds that include chromones, coumarins, chalcones, thiazolylhydrazones, etc. These compounds were previously synthesized in one of our laboratories, or elsewhere, and their activities measured by the same assays and for the same laboratory staff. Applying linear discriminant analysis to data derived from a variety of molecular representations and feature selection algorithms, reliable QSAR models were built which could be used to predict for test compounds the inhibitory activity and selectivity toward human MAO. This work also showed how several QSAR models can be combined to make better predictions. The final models exhibit significant statistics, interpretability, as well as displaying predictive power on an external validation set made up of chromone derivatives with unknown activity (that are being reported here for first time) synthesized by our group, and coumarins recently reported in the literature. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Chromon-Derivate: UV.-Absorptionsspektren; coronardilatatorische Wirkung
  作者：J. Schmutz、H. Lauener、R. Hirt、M. Sanz

  DOI：10.1002/hlca.19510340241

  日期：——

  1. Es wird die Herstellung einiger einfacher Chromon-Derivate beschrieben.

  1.描述了一些简单的色酮衍生物的制备。
• Organophotoredox-catalyzed stereoselective reductive dimerization of chromone-2-carboxylic esters
  作者：Arijit De、Tanaya Manna、Subhas Chandra Debnath、Syed Masood Husain

  DOI：10.1039/d3nj05659g

  日期：——

  The irradiation of chromone-2-carboxylic esters with a blue LED in the presence of Rose Bengal and triethanolamine (TEOA) is used to obtain 2,2′-bichromanone of methyl, ethyl, n-propyl, iso-propyl, n-butyl, n-pentyl, and n-hexyl chromone-2-carboxylic esters in 52–93% yield and drtrans : cis up to 83 : 17. The key role played by Rose Bengal, TEOA, and blue light was established through numerous control

  在孟加拉玫瑰和三乙醇胺 (TEOA) 存在下，用蓝色 LED 照射色酮-2-羧酸酯，得到甲基、乙基、正丙基、异丙基、正丁基的 2,2'-双色满酮、正戊基和正己基色酮-2-羧酸酯，产率 52–93%，反式 ： 顺式博士高达 83：17。通过大量控制确定了玫瑰红、TEOA 和蓝光所发挥的关键作用实验并讨论了合理的机制。