N-(3,5-dihydroxyphenyl)-4-hydroxybenzamide | 1453904-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3,5-dihydroxyphenyl)-4-hydroxybenzamide
• CAS: 1453904-46-5
• 化学式: C₁₃H₁₁NO₄
• 分子量: 245.235
• InChiKey: VMZWSJHGOHPDCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 N-(3,5-dihydroxyphenyl)-4-hydroxybenzamide
  参考文献：
  名称：

  Design, synthesis, biological and structural evaluation of functionalized resveratrol analogues as inhibitors of quinone reductase 2

  摘要：

  Resveratrol (3,5,4'-trihydroxylstilbene) has been proposed to elicit a variety of positive health effects including protection against cancer and cardiovascular disease. The highest affinity target of resveratrol identified so far is the oxidoreductase enzyme quinone reductase 2 (QR2), which is believed to function in metabolic reduction and detoxification processes; however, evidence exists linking QR2 to the metabolic activation of quinones, which can lead to cell toxicity. Therefore, inhibition of QR2 by resveratrol may protect cells against reactive intermediates and eventually cancer. With the aim of identifying novel inhibitors of QR2, we designed, synthesized, and tested two generations of resveratrol analogue libraries for inhibition of QR2. In addition, Xray crystal structures of six of the resveratrol analogues in the active site of QR2 were determined. Several novel inhibitors of QR2 were successfully identified as well as a compound that inhibits QR2 with a novel binding orientation. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.07.037

文献信息

• Nitric oxide donating derivatives for the treatment of cardiovascular disorders
  申请人：Tucker Joseph

  公开号：US20050080024A1

  公开（公告）日：2005-04-14

  Compounds comprising nitric oxide derivatives of stilbenes, polyphenols and flavonoids and methods of their use are provided for treating patients suffering from any of hypercholesterolemia, vascular oxidative stress and endothelial dysfunction.

  本发明提供了由stilbenes、多酚和类黄酮的亚硝酸盐衍生物组成的化合物，以及它们的使用方法，用于治疗患有高胆固醇血症、血管氧化应激和内皮功能障碍的患者。
• Nitric oxide donating derivatives of stilbenes, polyphenols and flavonoids for the treatment of cardiovascular disorders
  申请人：Tucker Joseph

  公开号：US20050080021A1

  公开（公告）日：2005-04-14

  Compounds and methods are provided for treating patients suffering from any of hypercholesterolemia, vascular oxidative stress and endothelial dysfunction.

  提供了用于治疗患有高胆固醇血症、血管氧化应激和内皮功能障碍的患者的化合物和方法。
• NITRIC OXIDE DONATING DERIVATIVES FOR THE TREATMENT OF CARDIOVASCULAR DISORDERS
  申请人：RESVERLOGIX CORP.

  公开号：EP1670484A1

  公开（公告）日：2006-06-21
• [EN] NITRIC OXIDE DONATING DERIVATIVES FOR THE TREATMENT OF CARDIOVASCULAR DISORDERS<br/>[FR] DERIVES DONATEURS D'OXYDE NITRIQUE PERMETTANT DE TRAITER LES TROUBLES CARDIO-VASCULAIRES
  申请人：RESVERLOGIX CORP

  公开号：WO2005032559A1

  公开（公告）日：2005-04-14

  Compounds for inducing the expression of ApoA1, comprising a donatable nitric oxide moiety and a free-radical scavenging moiety. Preferably, nitric oxide derivatives of stilbenes, polyphenols, flavonoids and isoflavonoids and methods of their use are provided for treating patients suffering from diseases including hypercholesterolemia, vascular oxidative stress and endothelial dysfunction.