2-甲酰基苯基丁-3-烯酸酯 | 1017553-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 2-甲酰基苯基丁-3-烯酸酯
• 英文名称: 2-formylphenyl but-3-enoate
• 英文别名: (2-Formylphenyl) but-3-enoate
• CAS: 1017553-99-9
• 化学式: C₁₁H₁₀O₃
• 分子量: 190.199
• InChiKey: ZZYQZCBJLLSUTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲酰基苯基丁-3-烯酸酯 在 sodium acetate 、 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-3-(4-nitrostyryl)-2H-chromen-2-one
  参考文献：
  名称：

  Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins

  摘要：

  A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.

  DOI：

  10.1021/ol201983u
• 作为产物：
  描述：

  乙烯基乙酸 、 水杨醛 在 N,N'-二环己基碳二亚胺 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以75%的产率得到2-甲酰基苯基丁-3-烯酸酯
  参考文献：
  名称：

  Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins

  摘要：

  A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.

  DOI：

  10.1021/ol201983u

文献信息

• Salicylic Acid Derivatives
  申请人：Gasco Alberto

  公开号：US20080293781A1

  公开（公告）日：2008-11-27

  The present invention refers to O-acyl salicylic acid derivatives (I) bearing a NO donor moiety, a process for their preparation and pharmaceutical compositions containing them. (I) wherein: D is ONO 2 or (A).

  本发明涉及一种带有NO供体基团的O-酰基水杨酸衍生物(I)，以及它们的制备方法和含有它们的制药组合物。(I)式中：D为ONO2或（A）。
• Searching for New NO-Donor Aspirin-like Molecules: A New Class of Nitrooxy-acyl Derivatives of Salicylic Acid
  作者：Loretta Lazzarato、Monica Donnola、Barbara Rolando、Elisabetta Marini、Clara Cena、Gabriella Coruzzi、Elena Guaita、Giuseppina Morini、Roberta Fruttero、Alberto Gasco、Stefano Biondi、Ennio Ongini

  DOI：10.1021/jm701104f

  日期：2008.3.1

  A new class of products in which the phenol group of salicylic acid is linked to alkanoyl moieties bearing nitrooxy functions has been synthesized and studied for their polyvalent actions. The products were stable in acid and neutral media, while they were hydrolyzed in human serum. Their half-lives were dependent upon the structure of alkanoyl moieties. The products showed anti-inflammatory activities similar to aspirin when tested in the carrageenan-induced paw edema assay in the rat. Interestingly, unlike aspirin, they showed reduced or no gastrotoxicity in a lesion model in rats at equimolar doses. A number of them were able to inhibit platelet aggregation induced by collagen in human platelet-rich plasma. All of the products were capable of relaxing rat aortic strips precontracted with phenylephrine in a concentration-dependent manner. Selected members of this new class of nonsteroidal anti-inflammatory drugs might represent possible safer alternatives to aspirin in different clinical settings.
• Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins
  作者：Joana Gordo、João Avó、A. Jorge Parola、João C. Lima、António Pereira、Paula S. Branco

  DOI：10.1021/ol201983u

  日期：2011.10.7

  A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.