2-羟基氨基-4,6-二硝基甲苯 | 59283-76-0

• 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-羟基氨基-4,6-二硝基甲苯
• 英文名称: 2-Hydroxylamino-4,6-dinitrotoluene
• 英文别名: 2-hydroxyamino-4,6-dinitrotoluene；2-HADNT；N-(2-methyl-3,5-dinitro-phenyl)-hydroxylamine；N-(2-Methyl-3,5-dinitro-phenyl)-hydroxylamin；4.6-Dinitro-2-hydroxylamino-toluol；4.6-Dinitro-2-hydroxylaminotoluol；N-(2-methyl-3,5-dinitrophenyl)hydroxylamine
• CAS: 59283-76-0
• 化学式: C₇H₇N₃O₅
• 分子量: 213.15
• InChiKey: KONVLHWTMAMGAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-羟基氨基-4,6-二硝基甲苯 以91%的产率得到(2-甲基-3,5-二硝基苯基)-(2-甲基-3,5-二硝基苯基)亚氨基-氧代铵
  参考文献：
  名称：

  Role of Hydroxylamine Intermediates in the Phytotransformation of 2,4,6-Trinitrotoluene by Myriophyllum aquaticum

  摘要：

  Phytotransformation studies of 2,4,6-trinitrotoluene (TNT) were conducted using Myriophyllum aquaticum to clarify the role of initial intermediates of TNT transformation in the complex product distributions reported previously. 2-Hydroxylamino-4,6-dinitrotoluene (2HA46DNT) and 4-hydroxylamino-2,6-dinitrotoluene (4HA26DNT) were the initial intermediates of TNT phytotransformation. 2HA46DNT and 4HA26DNT were both abiotically transformed to 4,4',6,6'-tetranitro-2,2'-azoxytoluene (2,2'azoxy) and 2,2',6,6'-tetranitro-4,4'-azoxytoluene (4,4'azoxy) and also phytoreduced to the related amines 2-amino-4,6-dinitrotoluene (2A46DNT) and 4-amino-2,6-dinitrotoluene (4A26DNT). To further elucidate the initial steps of this TNT phytotransformation pathway, the transformations of known intermediates (including 2HA46DNT, 4HA26DNT, 2A46DNT, 4A26DNT, 2,2'azoxy, and 4,4'azoxy) were monitored in plant systems. The transformation rates were measured, and kinetic analysis using pseudo-first-order models was used to evaluate the relative rates of competing reactions. The formation of the azoxy products was determined to be more rapid than the formation of the amine products. Both the azoxy and amine products were subject to uptake and further transformation by the plant.

  DOI：

  10.1021/es030010a
• 作为产物：
  描述：

  2,4,6-三硝基甲苯 在 盐酸 、 tin(ll) chloride 作用下， 以 乙酸乙酯 为溶剂， 以38%的产率得到2-羟基氨基-4,6-二硝基甲苯
  参考文献：
  名称：

  选择性还原2,4,6-三硝基甲苯生成的三种主要产物的晶体结构

  摘要：

  三种初级产物的选择性还原的晶体结构。 2,4,6-三硝基甲苯 （TNT）已由 同步加速器X射线粉末衍射 （2-氨基-4,6-二硝基甲苯） 和 单晶X射线衍射 （4-氨基-2,6-二硝基甲苯 和 2-羟基氨基-4,6-二硝基甲苯）。的分子结构2-氨基-4,6-二硝基甲苯随后，通过单晶分析将包括6-硝基基团的旋转紊乱的分子以更高的分辨率进行了详细描述。与已知的TNT结构相反，这些晶体的晶体结构氨基物种主要是通过环堆叠连接的氢键片，而2-羟基氨基-4,6-二硝基甲苯 羟胺基团的双氢键受体/供体作用占主导地位。

  DOI：

  10.1039/b309792g

文献信息

• OYE Flavoprotein Reductases Initiate the Condensation of TNT-Derived Intermediates to Secondary Diarylamines and Nitrite
  作者：Rolf-Michael Wittich、Alí Haïdour、Pieter Van Dillewijn、Juan-Luis Ramos

  DOI：10.1021/es071449w

  日期：2008.2.1

  catabolism of (nitro-) aromatic compounds. Aside from reductive transformation of nitro side groups to hydroxylamines, trinitroarenes are prone to aromatic ring reductions by some flavin reductases to yield Meisenheimer mono and dihydride complexes. Here we show that the simultaneous accumulation of Meisenheimer complexes and aromatic hydroxylamines derived from TNT gives rise to the condensation of both

  2,4,6-三硝基苯酚（苦味酸）和2,4,6-三硝基甲苯（TNT）等多硝基芳族炸药是有毒且难降解的环境污染物。它们由于其芳环的高度失活的pi系统而在环境中持久存在，而该环通常无法引发通常会引发（硝基）芳族化合物的细菌需氧分解代谢的双加氧酶。除了将硝基侧基还原转化为羟胺外，三硝基芳烃还容易被某些黄素还原酶还原成芳环，从而生成迈森海默一元和二元氢化物配合物。在这里，我们表明，迈森海默配合物和源自TNT的芳族羟胺的同时积累，导致这两种类型的反应性中间体缩合为仲二芳基胺和亚硝酸盐，这是该环境相关反应序列的最终产物。结果，TNT的需氧生物转化的整体质量平衡首次成为可能。在我们的研究中，TNT激活的过程是由恶臭假单胞菌JLR11的异种生物还原酶B（XenB）样黄素还原酶以酶法引发的，然后通过自体二聚作用完成化学过程。NMR清楚地阐明了形成的终产物的结构。TNT激活的过程是由恶臭假单胞菌JLR11的异源
• Enzymatic Reduction of 2,4,6-Trinitrotoluene and Related Nitroarenes: Kinetics Linked to One-Electron Redox Potentials
  作者：R. Guy Riefler、Barth F. Smets

  DOI：10.1021/es991422f

  日期：2000.9.1

  contaminant. Although the reduction of nitro groups in TNT and related nitroarenes has been extensively investigated, few researchers have studied the link between reduction rates and the electrochemical properties of these compounds. In this work, the standard one-electron redox potentials at pH 7 (E1°‘) for six important nitroarenes have been measured by pulse radiolysis. The internally consistent

  在军事基地和军火工厂，2,4,6-三硝基甲苯 (TNT) 是一种常见的土壤和地下水污染物。尽管已经广泛研究了 TNT 和相关硝基芳烃中硝基的还原，但很少有研究人员研究还原率与这些化合物的电化学性质之间的联系。在这项工作中，通过脉冲辐解测量了六种重要硝基芳烃在 pH 7 (E1°') 下的标准单电子氧化还原电位。内部一致的值为 TNT -0.253 V，2-氨基-4,6-二硝基甲苯 -0.417 V，4-氨基-2,6-二硝基甲苯 -0.449 V，2,4-二硝基甲苯 -0.397 V，- 2,6-二硝基甲苯为 0.402 V，2,4-二氨基-6-硝基甲苯为 -0.502 V。使用细菌硝基还原酶 NAD(P)H 研究了这些硝基芳烃的还原动力学：使用 NADH·H+ 作为共底物的 FMN 氧化还原酶。在 E1°' 值和五种硝基芳烃的酶促还原率之间观察到对数线性关系，表明 ...
• Analyte detection and apparatus therefor
  申请人：——

  公开号：US20040234958A1

  公开（公告）日：2004-11-25

  The present invention relates to sensitive SE(R)RS based methods for detecting analytes such as explosives and drugs, which may be present in a sample at extremely low levels. The methods may be generally carried out in situ employing novel chemistry which is compatible with flow-cell technology and with time-scales and concentrations required for rapid and informative screening of large numbers of samples. The present invention also relates to novel compounds e.g. synthons and apparatus for use with the methods disclosed.

  本发明涉及基于敏感SE（R）RS的方法，用于检测可能以极低水平存在于样本中的爆炸物和药物等分析物。这些方法通常可以在原位进行，采用与流动池技术兼容的新型化学物质，以及快速和信息性筛选大量样本所需的时间尺度和浓度。本发明还涉及用于所披露方法的新型化合物，例如合成物和装置。
• NITRO-BASED EXPLOSIVE REMEDIATION
  申请人：Craig A. Morrie

  公开号：US20110052537A1

  公开（公告）日：2011-03-03

  Embodiments of techniques for remediating soil contaminated with compounds, particularly nitro-based explosives, are disclosed. Plants capable of taking up the compounds are grown within contaminated soil for a period of time. The plants are exposed to anaerobic microbes in the rumen of a ruminant animal. The ruminal anaerobic microbes degrade the remediable compounds and render them substantially nontoxic to the animal. In some embodiments, the remediable compounds are nitroaromatic compounds, and are degraded by nitroreductases. In other embodiments, microbes are transferred from a consortium enriched in microbes capable of degrading the remediable compounds to a ruminant animal that lacks microbes capable of degrading the remediable compounds. In other embodiments, methods for isolating and identifying ruminal anaerobic microbes capable of degrading remediable compounds are disclosed.

  本发明揭示了一种用于修复含有化合物的土壤，特别是含有硝基炸药的技术实施方案。在受污染的土壤中种植能够吸收这些化合物的植物，一段时间后，将这些植物暴露在反刍动物瘤胃内的厌氧微生物中。瘤胃内的厌氧微生物降解可修复的化合物，并使其在动物体内基本无毒。在某些实施方案中，可修复的化合物是硝基芳香化合物，并通过硝基还原酶降解。在其他实施方案中，从富含能够降解可修复化合物的微生物群落中转移微生物到缺乏能力降解可修复化合物的反刍动物体内。在其他实施方案中，揭示了用于分离和鉴定能够降解可修复化合物的瘤胃内厌氧微生物的方法。
• Probe compound for detecting and isolating enzymes and means and methods using the same
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2230312A1

  公开（公告）日：2010-09-22

  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.

  本发明涉及一种探针化合物，它可以包括酶反应的任何底物或代谢物，此外还包括指示成分，例如荧光染料或类似物。此外，本发明还涉及以阵列形式检测酶的方法，该阵列由任意数量的本发明探针化合物组成，每种探针化合物由代表所有生命形式中中心途径的相互关联的代谢物中的不同代谢物组成。此外，本发明还涉及一种检测酶的方法，该方法涉及将细胞提取物或类似物应用于本发明的阵列，从而导致与底物发生可重复的酶反应。这些特定的酶反应会触发指示剂（如荧光信号），并将酶与各自的同源底物结合。此外，本发明还涉及以涂覆有本发明探针化合物的纳米颗粒形式分离酶的方法。通过探针化合物将同源底物或代谢物固定在纳米颗粒表面，可以捕获和分离相应的酶，例如用于后续测序。