5-bromo-3-methyl-1,2-benzenediol | 1779857-21-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-bromo-3-methyl-1,2-benzenediol
• 英文别名: 5-Bromo-3-methylbenzene-1,2-diol
• CAS: 1779857-21-4
• 化学式: C₇H₇BrO₂
• 分子量: 203.035
• InChiKey: ROXFBDBDSYXFEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴-5-甲基苯酚 在 C₂₈H₄₆N₄O₁₀S₂ 、 双氧水 、 溶剂黄146 、 iron(II) chloride 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以70%的产率得到5-bromo-3-methyl-1,2-benzenediol
  参考文献：
  名称：

  铁催化芳烃C-H羟基化

  摘要：

  由于芳基碳氢键的相对惰性、酚类产物的较高反应性导致过度氧化的副产物以及经常不足的区域选择性，芳烃的可持续、非定向和选择性催化羟基化仍然是一项持续的研究挑战。我们报告说，铁由受生物启发的l-胱氨酸衍生的配体可以催化非定向芳烃碳氢羟基化，过氧化氢作为末端氧化剂。该反应以其广泛的底物范围、出色的选择性和良好的产率而著称，并且表现出与氧化敏感官能团的相容性，如醇、多酚、醛，甚至硼酸。该方法非常适合通过多重碳氢羟基化合成多酚，以及天然产物和药物分子的后期功能化。

  DOI：

  10.1126/science.abj0731

文献信息

• 一种配体促进铁催化氧化芳香族化合物碳-氢键合成酚的方法
  申请人：南京师范大学

  公开号：CN113402351B

  公开（公告）日：2022-06-03

  本发明公开了一种配体促进铁催化氧化芳香族化合物碳‑氢键合成酚的方法，包括以下步骤：以铁为催化剂金属，含硫氨基酸或胱氨酸衍生的双肽为配体，在双氧水为氧化剂的共同作用下，氧化芳香族化合物合成制备酚。本发明使用含硫氨基酸或胱氨酸衍生的双肽配体与廉价环保的铁组成催化剂，在酸为促进剂和双氧水为氧化剂的作用下，氧化芳碳‑氢键直接羟基化形成酚类化合物，本发明催化氧化反应制备酚的方法具有诸多优势：催化剂、反应原料、氧化剂和促进剂来源广泛、廉价、环保和稳定性好；芳香族化合物碳‑氢键直接参与反应一步形成酚；反应条件温和、官能团相容性和适用范围广；反应选择性好，在优化的反应条件之下，目标产品分离收率可高达85％。
• The multifunctional globin dehaloperoxidase strikes again: Simultaneous peroxidase and peroxygenase mechanisms in the oxidation of EPA pollutants
  作者：Talita Malewschik、Vesna de Serrano、Ashlyn H. McGuire、Reza A. Ghiladi

  DOI：10.1016/j.abb.2019.108079

  日期：2019.9

  substrate, labeling studies with 18O confirmed that the O-atom incorporated into the catechol was derived exclusively from H2O2, whereas the O-atom incorporated into 2-MeBq was from H2O, consistent with this single substrate being oxidized by both peroxygenase and peroxidase mechanisms, respectively. Stopped-flow UV–visible spectroscopic studies strongly implicate a role for Compound I in the peroxygenase

  研究发现，来自三叶类多毛A蛇Amphitrite ornata的多功能催化血红蛋白脱卤过氧化物酶（DHP）可以催化H 2 O 2依赖性的EPA优先污染物（4- Me - o-甲酚，4-Cl- m-甲酚和五氯酚）的氧化。EPA有毒物质控制法案化合物（ø - ，米- ，p甲酚和4-氯离子ö甲酚）。生化分析（HPLC / LC-MS）表明形成了多种氧化产物，包括相应的邻苯二酚，2-甲基苯醌（2-MeBq）和氧化和/或脱卤程度不同的低聚物。使用4-BR- Ø-甲酚作为代表性底物，用18 O进行标记研究证实掺入邻苯二酚的O原子仅来自H 2 O 2，而掺入2-MeBq的O原子则来自H 2 O，与此一致单个底物分别被过氧合酶和过氧化物酶机制氧化。停止流动的紫外可见光谱研究强烈暗示了化合物I在导致儿茶酚形成的过氧化酶机制中的作用，以及化合物I和ES在产生2-MeBq产物的过氧化物酶机制中的作用。DHP与4-F-邻甲酚（1
• Plasminogen Activator Inhibitor-1 Inhibitor
  申请人：Muto Susumu

  公开号：US20070276011A1

  公开（公告）日：2007-11-29

  A medicament having inhibitory activity against plasminogen activator inhibitor-1, which comprises as an active ingredient a compound represented by the following general formula (I) or a salt thereof: wherein R 1 and R 2 represents an aromatic group which may be substituted, W represents a group selected from the following connecting group W-1: (wherein a bond at the left end binds to the carbon atom and a bond at the right end binds to the nitrogen atom, X represents sulfur atom or NH, Y represents oxygen atom or sulfur atom, R 3 represents a hydrocarbon group, hydroxy group, or carboxy group), Z represents a single bond or a connecting group wherein a number of atoms in a main chain is 1 to 3.

  一种具有抑制纤溶酶原激活物抑制剂-1活性的药物，其包含以下通式（I）或其盐作为活性成分的化合物：其中R1和R2代表可以被取代的芳香基团，W代表以下连接基团之一：（其中左端的键结合到碳原子，右端的键结合到氮原子，X代表硫原子或NH，Y代表氧原子或硫原子，R3代表烃基团，羟基或羧基），Z代表单键或连接基团，其中主链中的原子数为1到3。
• Probe Compound for Detecting and Isolating Enzymes and Means and Methods Using the Same
  申请人：Golyshin Peter N.

  公开号：US20120231972A1

  公开（公告）日：2012-09-13

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.
• [EN] PROBE COMPOUND FOR DETECTING AND ISOLATING ENZYMES AND MEANS AND METHODS USING THE SAME<br/>[FR] COMPOSÉ SONDE POUR DÉTECTER ET ISOLER DES ENZYMES ET MOYENS ET PROCÉDÉS POUR L'UTILISER
  申请人：HELMHOLTZ INFEKTIONSFORSCHUNG

  公开号：WO2010105851A1

  公开（公告）日：2010-09-23

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.