2-溴-4,5-二羟基苯甲酸 | 61203-47-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-4,5-二羟基苯甲酸
• 英文名称: 2-bromo-4,5-dihydroxybenzoic acid
• 英文别名: 2-Brom-4,5-dihydroxy-benzoesaeure
• CAS: 61203-47-2
• 化学式: C₇H₅BrO₄
• 分子量: 233.018
• InChiKey: UITLOCZYUZNLJH-UHFFFAOYSA-N

物化性质

• 熔点：
  249 °C (decomp)
• 沸点：
  423.9±45.0 °C(Predicted)
• 密度：
  2.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-溴-4,5-二羟基苯甲酸 在 氯化亚砜 、 硫酸 作用下， 反应 2.33h， 生成 2-bromo-4,5-diacetoxybenzoyl chloride
  参考文献：
  名称：

  Pharmacokinetics of catechol cephalosporins. The effect of incorporating substituents into the catechol moiety on pharmacokinetics in a marmoset model

  摘要：

  Two series of cephalosporins A and B have been synthesized, bearing at C-3' catechols substituted with various electron withdrawing groups (Y) and differing links (X), and were evaluated for their in vitro antibacterial activity and their pharmacokinetics in marmosets. Compounds in series A, bearing an isobutyric oxime substituent, proved to be highly active against Gram-negative organisms and were especially noteworthy for showing long elimination phase (beta) half-lives in marmosets. It was established that introduction of electron withdrawing substituents greatly increased the beta-half-lives of compounds (5, X = NHCO, Y = H, t1/2 = 1.25 h, AUC = 27 mg/h per L; 11, X = NHCO, Y = 5-Cl, t1/2, = 4.5 h, AUC = 638 mg/h per L) and that the nature of the link also influenced t1/2, the highest values being obtained when X = NHCO and OCO. Acidities (pK(a) values) of the substituted catechols were measured, and relationships between the acidities and half-lives were evaluated. Thus it was established that the more acidic catechols gave the longest half-lives (12, X = NHCO, Y = 2,5-Cl2, t1/2 = 8.2 h, AUC = 461 mg/h per L). Further elaboration of the catechol to bicyclic systems maintained good pharmacokinetics when the pK(a) was sufficiently acidic.

  DOI：

  10.1021/jm00092a015
• 作为产物：
  描述：

  6-溴苯并[d][1,3]二氧代-5-羧酸 在 三氯化铝 作用下， 生成 2-溴-4,5-二羟基苯甲酸
  参考文献：
  名称：

  Tomita et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1956, vol. 76, p. 1122,1125

  摘要：

  DOI：

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。
• 2-Oxo-1-[[(Substituted Sulfonyl)Amino]-Carbonyl]Azetidines
  申请人：Bristol-Myers Squibb GmbH

  公开号：EP0251143A1

  公开（公告）日：1988-01-07

  Antibacterial activity is exhibited by β-lactams having a 3-acylamino substituent and having in the 1-position an activating group of the formula wherein R is

  具有 3-酰氨基取代基并在 1 位上具有式中活化基团的 β-内酰胺具有抗菌活性，其中 R 为
• METHOD FOR PRODUCING 2-BROMO-4,5-DIALKOXY BENZOIC ACID
  申请人：Zeria Pharmaceutical Co., Ltd.

  公开号：EP2650277B1

  公开（公告）日：2018-07-11
• NOUVEAUX DERIVES D'INDOLE ET DE PYRROLE, LEUR PROCEDE DE PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES QUI LES CONTIENNENT
  申请人：Les Laboratoires Servier

  公开号：EP3027602A1

  公开（公告）日：2016-06-08
• US4801705A
  申请人：——

  公开号：US4801705A

  公开（公告）日：1989-01-31