2-bromo-4-hydroxy-5-methoxybenzoic acid | 90050-65-0

• 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: 2-bromo-4-hydroxy-5-methoxybenzoic acid
• 英文别名: 2-Bromo-4-hydroxy-5-methoxybenzoic acid
• CAS: 90050-65-0
• 化学式: C₈H₇BrO₄
• 分子量: 247.045
• InChiKey: JIPNYFGKCMJPMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-4-hydroxy-5-methoxybenzoic acid 在 sodium hydroxide 、 copper(II) sulfate 作用下， 生成 3-hydroxy-8-methoxy-9-(2-[piperidin-1-yl]-ethoxy)-dibenzo[b,d]pyran-6-one
  参考文献：
  名称：

  一些新的二苯并吡喃酮和二苯并吡喃的合成和生物学活性：寻找潜在的雌激素受体激动剂和拮抗剂。

  摘要：

  在继续寻找新的雌激素激动剂或拮抗剂并扩展对苯并吡喃相关化合物的探索方面，已经合成了在3,4-二芳基苯并二氢吡喃和2,3-二芳基苯并吡喃的活性分子之间架桥的一些新的三环分子。已经进行了在不同位置用已知的赋予激动剂或拮抗剂活性的元素进行结构修饰以制备所需的分子。筛选目标化合物的抗骨质疏松（激动剂）和抗子宫营养（拮抗剂）活性，发现它们具有中等活性。

  DOI：

  10.1016/j.bmc.2004.02.018
• 作为产物：
  描述：

  3-methoxy-4-acetoxy-6-bromobenzonitrile 在 alkali 作用下， 以 水 为溶剂， 生成 2-bromo-4-hydroxy-5-methoxybenzoic acid
  参考文献：
  名称：

  一些新的二苯并吡喃酮和二苯并吡喃的合成和生物学活性：寻找潜在的雌激素受体激动剂和拮抗剂。

  摘要：

  在继续寻找新的雌激素激动剂或拮抗剂并扩展对苯并吡喃相关化合物的探索方面，已经合成了在3,4-二芳基苯并二氢吡喃和2,3-二芳基苯并吡喃的活性分子之间架桥的一些新的三环分子。已经进行了在不同位置用已知的赋予激动剂或拮抗剂活性的元素进行结构修饰以制备所需的分子。筛选目标化合物的抗骨质疏松（激动剂）和抗子宫营养（拮抗剂）活性，发现它们具有中等活性。

  DOI：

  10.1016/j.bmc.2004.02.018

文献信息

• Exploration of Novel Urolithin C Derivatives as Non-Competitive Inhibitors of Liver Pyruvate Kinase
  作者：Umberto Maria Battisti、Leticia Monjas、Fady Akladios、Josipa Matic、Eric Andresen、Carolin H. Nagel、Malin Hagkvist、Liliana Håversen、Woonghee Kim、Mathias Uhlen、Jan Borén、Adil Mardinoğlu、Morten Grøtli

  DOI：10.3390/ph16050668

  日期：——

  The inhibition of liver pyruvate kinase could be beneficial to halt or reverse non-alcoholic fatty liver disease (NAFLD), a progressive accumulation of fat in the liver that can lead eventually to cirrhosis. Recently, urolithin C has been reported as a new scaffold for the development of allosteric inhibitors of liver pyruvate kinase (PKL). In this work, a comprehensive structure–activity analysis of urolithin C was carried out. More than 50 analogues were synthesized and tested regarding the chemical features responsible for the desired activity. These data could pave the way to the development of more potent and selective PKL allosteric inhibitors.

  肝脏丙酮酸激酶是一种脂肪在肝脏中逐渐积累并最终导致肝硬化的疾病，抑制肝脏丙酮酸激酶有助于阻止或逆转非酒精性脂肪肝。最近，有报道称尿石素 C 是开发肝丙酮酸激酶（PKL）异位抑制剂的新支架。本研究对尿石素 C 进行了全面的结构-活性分析。我们合成了 50 多种类似物，并测试了这些类似物所具有的化学特征。这些数据可为开发更强效、更具选择性的 PKL 异位抑制剂铺平道路。
• A new exhalite type—siderite-sericite chert formed in fault-controlled lacustrine basin
  作者：Jianming Liu、Jie Ye、Anli Zhang、Yuwang Wang、Neng Jiang

  DOI：10.1007/bf02906864

  日期：2001.12

  On the basis of geological, fabric, lithographical and mineralogical study, a new exhalite type, called 'siderite-sericite chert' according to its mineral assemblage, was reported for the first time. It was formed in a fault-controlled lacustrine basin and closely associated with sulfide ore characteristic of complex metal assemblage of Sn-Ag-Cu-Pb-Zn. Its geological setting, mineral assemblage, as well as associated ores are quite unique, and therefore worthy of detailed research. In the Dajing deposit, Linxi County, Inner Mongolia, it is this very exhalite that is regarded as a kind of acidic subvolcanic dike till now, and because of this, a genetic model of hydrothermal epigenetic filling by subvolcanic fluid prevails over the Dajing deposit. It is demonstrated again that any geochemical study might be senseless without support of detailed geological and lithographical investigations. This is of particular importance at the present time when one is readily confused by various modern techniques.
• Total synthesis of plagiochins C and D, macrocyclic bis(bibenzyl) constituents of plagiochila acantophylla
  作者：György M. Keserü、Gabriella Mezey-Vándor、Mihály Nógrádi、Borbála Vermes、Mária Kajtár-Peredy

  DOI：10.1016/s0040-4020(01)88193-x

  日期：——

  Plagiochins C (3) and D (4) were synthesized by convergent schemes. Rings C and B were joined by Ullman ether synthesis, the aryl-aryl bond between rings A and D was formed by Pd(0)-catalysed coupling of an arylboronic acid (ring D) and a bromobenzoic ester (ring A). Ring C and D were linked by the Wittig reaction, while final ring closure was effected by tetraphenylethene assisted Wurtz reaction.
• Raiford; Stoesser, Journal of the American Chemical Society, 1928, vol. 50, p. 2561
  作者：Raiford、Stoesser

  DOI：——

  日期：——
• Freudenberg,K.; Jovanovic,V., Chemische Berichte, 1963, vol. 96, p. 2178 - 2181
  作者：Freudenberg,K.、Jovanovic,V.

  DOI：——

  日期：——