2-formylphenyl 6-bromohexanoate | 937808-71-4

• 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 6-bromohexanoate
• 英文别名: (2-Formylphenyl) 6-bromohexanoate
• CAS: 937808-71-4
• 化学式: C₁₃H₁₅BrO₃
• 分子量: 299.164
• InChiKey: KFYGOANRKVQAKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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 6-bromohexanoate 在 silver nitrate 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以80%的产率得到2-formylphenyl 6-(nitrooxy)hexanoate
  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：

  6-溴己酰氯 、 水杨醛 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 2-formylphenyl 6-bromohexanoate
  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

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）。
• WO2007/60112
  申请人：——

  公开号：——

  公开（公告）日：——
• 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.