(3,4-dihydroxyphenyl)pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (3,4-dihydroxyphenyl)pyridine
• 英文别名: 4-Pyridin-2-ylbenzene-1,2-diol；4-pyridin-2-ylbenzene-1,2-diol
• 化学式: C₁₁H₉NO₂
• 分子量: 187.198
• InChiKey: RSMISMNEGXNLRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3,4-二甲氧基苯基)吡啶 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 生成 (3,4-dihydroxyphenyl)pyridine
  参考文献：
  名称：

  Synthesis and structure-function analysis of Fe(II)-form-selective antibacterial inhibitors of Escherichia coli methionine aminopeptidase

  摘要：

  Methionine aminopeptidase (MetAP) is a promising target for the development of novel antibacterial, antifungal and anticancer therapy. Based on our previous results, catechol derivatives coupled with a thiazole or thiophene moiety showed high potency and selectivity toward the Fe(II)-form of Escherichia coli MetAP, and some of them clearly showed antibacterial activity, indicating that Fe(II) is likely the physiologically relevant metal for MetAP in E. coli and other bacterial cells. To further understand the structure-function relationship of these Fe(II)-form selective MetAP inhibitors, a series of catechol derivatives was designed and synthesized by replacement of the thiazole or thiophene moiety with different five-membered and six-membered heterocycles. Inhibitory activities of these newly synthesized MetAP inhibitors indicate that many five- and six-membered rings can be accommodated by MetAP and potency on the Fe(II)-form can be improved by introducing substitutions on the heterocyles to explore additional interactions with the enzyme. The furan-containing catechols 11-13 showed the highest potency at 1 mu M on the Fe(II)-form MetAP, and they were also among the best inhibitors for growth inhibition against E. coli AS19 strain. These findings provide useful information for the design and discovery of more effective MetAP inhibitors for therapeutic applications. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.011

文献信息

• Substituierte Pyridyl-phenyl-ether
  申请人：BAYER AG

  公开号：EP0096354A1

  公开（公告）日：1983-12-21

  Neue substituierte Pyridyl-phenyl-ether der Formel in welcher R1, R2, X und Y die in der Beschreibung angegebene Bedeutung haben, mehrere Verfahren zur Herstellung der neuen Stoffe und deren Verwendung als Herbizide.

  式中的新取代吡啶基苯基醚 其中 R1、R2、X 和 Y 具有说明中给出的含义、 制备新物质并将其用作除草剂的多种工艺。
• Improved method of preparing esters of aryloxyphenoxy propanoic acid
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0128658A1

  公开（公告）日：1984-12-19

  An improved method of preparing aryloxyphenoxy propanoic acid esters is disclosed. Low-water levels and low temperatures increase the yield and decrease by-product formation. A hindered non-nucleophilic phenol, which is converted in situ to the phenate form, is added to the reaction mixture to drive the reaction to 99+% conversion.

  本发明公开了一种改进的芳氧基苯氧基丙酸酯制备方法。低水位和低温提高了产率，减少了副产品的生成。在反应混合物中加入一种受阻非亲核苯酚，可将其就地转化为苯甲酸酯形式，从而使反应达到 99% 以上的转化率。
• Vasculostatic agents and methods of use thereof
  申请人：Targegen, Inc.

  公开号：EP2039683B1

  公开（公告）日：2012-12-19
• US4302462A
  申请人：——

  公开号：US4302462A

  公开（公告）日：1981-11-24
• US4518416A
  申请人：——

  公开号：US4518416A

  公开（公告）日：1985-05-21