2-formylphenyl pent-4-enoate | 937808-76-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2-formylphenyl pent-4-enoate
• 英文别名: (2-Formylphenyl) pent-4-enoate
• CAS: 937808-76-9
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: XFXWKCJKYIGHBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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-formylphenyl pent-4-enoate 在 碘 、 silver nitrate 作用下， 以 乙腈 为溶剂， 以53%的产率得到2-formylphenyl 4,5-bis(nitrooxy)pentanoate
  参考文献：
  名称：

  Searching for New NO-Donor Aspirin-like Molecules: A New Class of Nitrooxy-acyl Derivatives of Salicylic Acid

  摘要：

  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.

  DOI：

  10.1021/jm701104f
• 作为产物：
  描述：

  4-戊烯酰氯 在 吡啶 、 水杨醛 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以65%的产率得到2-formylphenyl pent-4-enoate
  参考文献：
  名称：

  WO2007/60112

  摘要：

  公开号：

文献信息

• Metal-Free Chlorothiolation of Alkenes Using HCl and Sulfoxides
  作者：Rene Ebule、Gerald B. Hammond、Bo Xu

  DOI：10.1002/ejoc.201800973

  日期：2018.9.16

  We report a novel method for the chlorothiolation of alkenes using HCl and sulfoxides to achieve the 1,2-difunctionalization of unactivated alkenes. The combination of our new HCl reagent (HCl/DMPU) with sulfoxides forms a unique chlorothiolation system. Both terminal and internal alkenes are suitable substrates. This method works at gram scale and is applicable in further synthetic elaborations.

  我们报告了一种使用 HCl 和亚砜对烯烃进行氯硫基化的新方法，以实现未活化烯烃的 1,2-双官能化。我们的新型 HCl 试剂 (HCl/DMPU) 与亚砜的组合形成了独特的氯硫醇化系统。末端烯烃和内部烯烃都是合适的底物。该方法适用于克级，适用于进一步的合成精制。
• 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）。
• SALICYLIC ACID DERIVATIVES
  申请人：NicOx S.A.

  公开号：EP1951653A1

  公开（公告）日：2008-08-06
• [EN] SALICYLIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDE SALICYLIQUE
  申请人：NICOX SA

  公开号：WO2007060112A1

  公开（公告）日：2007-05-31

  [EN] 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 ONO₂ or (A).
  [FR] La présente invention concerne des dérivés d'acide O-acyle salicylique (formule I) porteurs d'un groupement NO donneur, un procédé de fabrication de ces dérivés et des compositions pharmaceutiques les contenant. Dans la formule (I), D représente ONO₂ ou (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.