ethyl 2-(4-hydroxybenzylidene)-3-oxobutanoate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl 2-(4-hydroxybenzylidene)-3-oxobutanoate
• 英文别名: ethyl (2E)-2-[(4-hydroxyphenyl)methylidene]-3-oxobutanoate
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: NGAAYIDPOBVPMJ-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-hydroxybenzylidene)-3-oxobutanoate 以100%的产率得到
  参考文献：
  名称：

  KUEBEL B., LIEBIGS ANN. CHEM., 1980, NO 9, 1392-1401

  摘要：

  DOI：
• 作为产物：
  描述：

  对羟基苯甲醛 、 乙酰乙酸乙酯 生成 ethyl 2-(4-hydroxybenzylidene)-3-oxobutanoate
  参考文献：
  名称：

  Kidwai, Mazaahir; Mothsra, Poonam, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2006, vol. 45, # 10, p. 2330 - 2336

  摘要：

  DOI：

文献信息

• Beta-ketoester
  申请人：Givaudan Roure (International) S.A.

  公开号：EP0911315A1

  公开（公告）日：1999-04-28

  The beta-keto esters of formula I are useful for the delivery of organoleptic compounds, especially for flavours, fragrances and masking agents and antimicrobial compounds.

  式 I 的β-酮酯可用于输送感官化合物，特别是香精、香料、掩蔽剂和抗菌化合物。
• Beta ketoester
  申请人：Givaudan SA

  公开号：EP1090624A2

  公开（公告）日：2001-04-11

  The beta-keto esters of formula I are useful for the delivery of organoleptic compounds, especially for flavours, fragrances and masking agents and antimicrobial compounds.

  式 I 的β-酮酯可用于输送感官化合物，特别是香精、香料、掩蔽剂和抗菌化合物。
• Synthesis, computational study and cytotoxic activity of new 4-hydroxycoumarin derivatives
  作者：Stancho Stanchev、Georgi Momekov、Frank Jensen、Ilia Manolov

  DOI：10.1016/j.ejmech.2007.05.005

  日期：2008.4

  Six new 4-hydroxycoumarin derivatives have been synthesized. They were characterized by UV-vis, IR, (1)H NMR, (13)C NMR, mass spectral data, elemental analysis, TLC and melting point determination. The new 4-hydroxycoumarin derivatives are studied by computational methods DFT (B3LYP) and force field methods (MM2 and OPLS), in order to optimize their geometry and calculate quantum-chemical properties and conformational analysis. Five new 4-hydroxycoumarin derivatives were tested for cytotoxic activity in two tumor cell lines - HL-60 and EL The obtained results are compared with the utilized anticancer drug melphalan. Two of these compounds - ethyl 2-[(3,4-dihydroxyphenyl)-(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]-3-oxobutanoate (SS-16) and ethyl 2-[(4-hydroxy-2-oxo-2H-chromen-3-yl)(3-nitrophenyl)methyl]-3-oxobutanoate (SS-21) show comparatively good cytotoxic properties. Their activity is weaker than melphalan. SS-16 seems to be more active than SS-21. (c) 2007 Elsevier Masson SAS. All rights reserved.
• US5951841A
  申请人：——

  公开号：US5951841A

  公开（公告）日：1999-09-14
• US6222062B1
  申请人：——

  公开号：US6222062B1

  公开（公告）日：2001-04-24