ethyl 3-oxo-3-(quinolin-3-yl)propanoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 3-oxo-3-(quinolin-3-yl)propanoate
• 英文别名: 3-[3]quinolyl-3-oxo-propionic acid ethyl ester；3-[3]Chinolyl-3-oxo-propionsaeure-aethylester；ethyl 3-oxo-3-quinolin-3-ylpropanoate
• 化学式: C₁₄H₁₃NO₃
• 分子量: 243.262
• InChiKey: HULVYXANDFIJKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-oxo-3-(quinolin-3-yl)propanoate 在 硫酸 、 水 作用下， 生成 3-乙酰基喹啉
  参考文献：
  名称：

  青霉素的生物合成；一些多环和杂环乙酸的N-2-羟乙基酰胺作为前体。

  摘要：

  DOI：

  10.1021/ja01189a002
• 作为产物：
  描述：

  3-喹啉羧酸乙酯 、 乙酸乙酯 在 sodium ethanolate 、 苯 作用下， 生成 ethyl 3-oxo-3-(quinolin-3-yl)propanoate
  参考文献：
  名称：

  青霉素的生物合成；一些多环和杂环乙酸的N-2-羟乙基酰胺作为前体。

  摘要：

  DOI：

  10.1021/ja01189a002

文献信息

• Process for reducing 3-heteroaryl-3-oxopropionic acid derivatives
  申请人：——

  公开号：US20030225274A1

  公开（公告）日：2003-12-04

  The present invention relates to a process for preparing stereoisomerically enriched 3-heteroaryl-3-hydroxycarboxylic esters by reducing 3-heteroaryl-3-oxocarboxylic esters in the presence of ruthenium-containing catalysts.

  本发明涉及一种在含有钌催化剂的情况下还原3-杂环基-3-酮羧酸酯以制备立体异构富集的3-杂环基-3-羟基羧酸酯的方法。
• DPPH Scavenging Assay of Novel 1,3-disubstituted-1H-pyrazol-5-ols and their in silico Studies on Some Proteins Involved in Alzheimers Disease Signaling Cascade
  作者：Balladka Sarojini、Marakkur Vidyagayatri、Chenna Darshanraj、Basavapattana Bharath、Hanumanthappa Manjunatha

  DOI：10.2174/157018010790596588

  日期：2010.3.1

  A series of new 1,3-disubstituted-1H-pyrazol-5-ols (3) which are the analogues of known radical scavenger ‘edaravone’ are synthesized, characterized and evaluated for DPPH scavenging capacity. The docking studies are carried out for these compounds in the enol form and also in the respective keto form against the proteins and peptides involved in Alzhemier disease signal cascade. Some of them showed good radical scavenging capacity and molecular binding.

  本研究合成了一系列新的 1,3-二取代-1H-吡唑-5-醇 (3)，它们是已知自由基清除剂 "依达拉奉 "的类似物，并对其进行了表征和 DPPH 清除能力评估。对这些烯醇形式和酮形式的化合物与阿尔茨海默病信号级联中涉及的蛋白质和肽进行了对接研究。其中一些化合物显示出良好的自由基清除能力和分子结合力。
• Verfahren zur Reduktion von 3-Heteroaryl-3-Oxopropionsäurederivaten
  申请人：BAYER AG

  公开号：EP1340746A1

  公开（公告）日：2003-09-03

  Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung stereoisomerenangereicherter 3-Heteroaryl-3-hydroxycarbonsäureester durch Reduktion von 3-Heteroaryl-3-oxocarbonsäureestern in Gegenwart von Ruthenium enthaltenden Katalysatoren.

  本发明涉及一种在含钌催化剂存在下通过还原 3-heteroaryl-3-oxocarboxylic acid esters 制备立体异构体丰富的 3-heteroaryl-3-hydroxycarboxylic acid esters 的工艺。
• Simple, fast and efficient synthesis of β-keto esters from the esters of heteroaryl compounds, its antimicrobial study and cytotoxicity towards various cancer cell lines
  作者：R. Venkat Ragavan、V. Vijayakumar、K. Rajesh、B. Palakshi Reddy、S. Karthikeyan、N. Suchetha Kumari

  DOI：10.1016/j.bmcl.2012.04.008

  日期：2012.6

  A series of beta-keto esters were synthesized from heteroaryl esters and ethyl acetate using LiHMDS as base at -50 to -30 degrees C. The increase in yields of cross condensed product were observed and the percentage of self condensed product was reduced drastically by applying the suitable base (LiHMDS), solvent and the minimum amount of ethyl acetate. All these beta-keto esters were characterized using H-1 NMR, C-13 NMR and mass spectral data. A plausible mechanism is also depicted to prove the formation of trans-esterified products. All the synthesized compounds were subjected to test for their cytotoxicity towards various cancer cell lines and also tested for their antimicrobial activity towards various bacterial and fungal strains and some of them were found to have promising activity. (C) 2012 Elsevier Ltd. All rights reserved.
• Nandi, Proceedings - Indian Academy of Sciences, Section A, 1940, vol. 12, p. 1,17
  作者：Nandi

  DOI：——

  日期：——