diethyl 2-(3,4-dihydroxybenzylidene)malonate | 125562-44-9

• 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: diethyl 2-(3,4-dihydroxybenzylidene)malonate
• 英文别名: (3,4-dihydroxy-benzylidene)-malonic acid diethyl ester；(3,4-Dihydroxy-benzyliden)-malonsaeure-diaethylester；diethyl 2-[(3,4-dihydroxyphenyl)methylidene]propanedioate
• CAS: 125562-44-9
• 化学式: C₁₄H₁₆O₆
• 分子量: 280.277
• InChiKey: NEXSJTWYAOTCRZ-UHFFFAOYSA-N

物化性质

• 沸点：
  404.0±45.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 2-(3,4-dihydroxybenzylidene)malonate 在 barium dihydroxide 、 水 作用下， 生成 2-(3,4-dihydroxybenzylidene)malonic acid
  参考文献：
  名称：

  Buecking,W., Diss. S. 57, 59

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二羟基苯甲醛 、 丙二酸二乙酯 在 哌啶 、 苯甲酸 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以19%的产率得到diethyl 2-(3,4-dihydroxybenzylidene)malonate
  参考文献：
  名称：

  피부미백 활성을 갖는 신규 화합물 및 이의 의학적 용도

  摘要：

  本发明涉及具有皮肤美白活性的新化合物及其医学用途，根据本发明的化合物具有抑制酪氨酸酶的皮肤美白活性，因此可以用作皮肤美白药物配方、化妆品配方或保健功能食品。

  公开号：

  KR101765283B1

文献信息

• Platinum (II) complexes, their preparation and use as antitumour agents
  申请人：BOEHRINGER MANNHEIM ITALIA S.P.A.

  公开号：EP0341409A1

  公开（公告）日：1989-11-15

  Compounds of formula I wherein R₁ and R₂, that can be the same or different, are hydrogen, alkyl, aryl, aralkyl groups or, if taken together, cycloalkyl groups; A is a carbon atom, a residue of 2,3-dioxybutan­dioic-2,4-dioxyphtalic acid or disubstituted malonic acid derivatives; n₁ and n₂ are selected in such a manner that the result of their addition is from 2 to 40; T₁ and T₂ that can be the same or different, are hydrogen, alkyl, benzyl, phenyl, acyl or cycloalkyl or a residue of formulae Compounds I are useful as anti-tumour agents in human therapy.

  式 I 的化合物 其中 R₁和 R₂ 可以相同或不同，是氢、烷基、芳基、芳烷基或（如果合在一起）环烷基； A 是碳原子、2,3-二氧丁二酸残基或二取代丙二酸衍生物； n₁ 和 n₂ 的选择方式应使其加成结果为 2 至 40； T₁和T₂可以相同或不同，为氢、烷基、苄基、苯基、酰基或环烷基或式的残基 化合物 I 可用作人类治疗中的抗肿瘤药物。
• Exploring nature profits: Development of novel and potent lipophilic antioxidants based on galloyl–cinnamic hybrids
  作者：José Teixeira、Tiago Silva、Sofia Benfeito、Alexandra Gaspar、E. Manuela Garrido、Jorge Garrido、Fernanda Borges

  DOI：10.1016/j.ejmech.2012.12.049

  日期：2013.4

  Phenolic acids are ubiquitous antioxidants accounting for approximately one third of the phenolic compounds in our diet. Their importance was supported by epidemiological studies that suggest an inverse relationship between dietary intake of phenolic antioxidants and the occurrence of diseases, such as cancer and neurodegenerative disorders. However, until now, most of natural antioxidants have limited therapeutic success a fact that could be related with their limited distribution throughout the body and with the inherent difficulties to attain the target sites.The development of phenolic antioxidants based on a hybrid concept and structurally based on natural hydroxybenzoic (gallic acid) and hydroxycinnamic (caffeic acid) scaffolds seems to be a suitable solution to surpass the mentioned drawbacks. Galloyl cinnamic hybrids were synthesized and their antioxidant activity as well as partition coefficients and redox potentials evaluated. The structure property activity relationship (SPAR) study revealed the existence of a correlation between the redox potentials and antioxidant activity. The galloyl cinnamic acid hybrid stands out as the best antioxidant supplementing the effect of a blend of gallic acid plus caffeic acid endorsing the hypothesis that the whole is greater than the sum of the parts. In addition, some hybrid compounds possess an appropriate lipophilicity allowing their application as chain-breaking antioxidant in biomembranes or other type of lipidic systems. Their predicted ADME properties are also in accordance with the general requirements for drug-like compounds. Accordingly, these phenolic hybrids can be seen as potential antioxidants for tackling the oxidative status linked to the neurodegenerative, inflammatory or cancer processes. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Novel caffeic acid derivatives: extremely potent inhibitors of 12-lipoxygenase
  作者：Hidetsura Cho、Masaru Ueda、Mie Tamaoka、Mikiko Hamaguchi、Kazuo Aisaka、Yoshinobu Kiso、Teruyoshi Inoue、Ryoko Ogino、Toshio Tatsuoka

  DOI：10.1021/jm00108a039

  日期：1991.4
• Dyer,C., Diss. <Heidelberg 1906> S. 23
  作者：Dyer,C.

  DOI：——

  日期：——
• PLATINUM(II) COMPLEXES, THEIR PREPARATION AND USE AS ANTI-TUMOUR AGENTS
  申请人：BOEHRINGER BIOCHEMIA ROBIN S.p.A.

  公开号：EP0415939A1

  公开（公告）日：1991-03-13