2-氨基-4,6-二硝基苯甲酸 | 140380-55-8

• 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-氨基-4,6-二硝基苯甲酸
• 英文名称: 2-amino-4,6-dinitrobenzoic acid
• 英文别名: 4,6-dinitroanthranilic acid
• CAS: 140380-55-8
• 化学式: C₇H₅N₃O₆
• mdl: MFCD00448978
• 分子量: 227.133
• InChiKey: OBJZCQXAXGNLGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  264-265℃
• 沸点：
  494℃
• 密度：
  1.775
• 闪点：
  253℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 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：
  155
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  2-氨基-4,6-二硝基苯甲酸 在 氨 作用下， 以 水 为溶剂， 反应 1.17h， 生成 2-methyl-5,7-dinitroquinazolin-4(3H)-one
  参考文献：
  名称：

  4,6-dinitroanthranilic acid and benzo-fused six-membered heterocycles on its basis

  摘要：

  DOI：

  10.1134/s1070428002120254
• 作为产物：
  描述：

  2,4,6-三硝基苯甲酸 在 三氯化铁 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以63%的产率得到2-氨基-4,6-二硝基苯甲酸
  参考文献：
  名称：

  聚硝基芳族化合物的合成利用。6.芳香硝基取代胺的亲核置换中的显着区域选择性

  摘要：

  5,7-二硝基喹唑啉-4-酮通过N-，S-和O-亲核试剂进行硝基的亲核置换。与先前研究的二硝基取代的苯并环五元和七元杂环（观察到高度的选择性）相反，这些喹唑啉主要生成区域异构取代产物的混合物。同时，伯胺和仲胺选择性地反应以提供5-氨基喹唑啉酮（peri - substitution）。对于具有相邻的硝基和羰基的一些其他多硝基芳族化合物，观察到类似的效果。这种现象被归因于中间的稳定化围-σ-复杂通过分子内氢键Ñ + NH ... O C.

  DOI：

  10.1021/jo702532x

文献信息

• Synthesis of reference substances for highly polar metabolites of nitroaromatic compounds
  作者：Torsten C. Schmidt、Klaus Steinbach、Ulf Buetehorn、Kerstin Heck、Ute Volkwein、Gottfried Stork

  DOI：10.1016/s0045-6535(98)00518-9

  日期：1999.6

  Transformation processes of nitroaromatic compounds (NAC) lead to polar and highly hydrophilic metabolites. For the unequivocal identification of proposed metabolites reference substances are needed. Since most of them are not commercially available, their synthesis was done in our group. In many cases no satisfying synthesis schemes were found in the literature. In this communication, we therefore describe the preparation, structural elucidation and separation of 17 compounds. Many of the newly synthesized analytes were found in various water samples from a former ammunition plant, (C) 1999 Elsevier Science Ltd. All rights reserved.
• Thermal Stability Studies on a Homologous Series of Nitroarenes
  作者：Jimmie C. Oxley、James L. Smith、Hong Ye、Robert L. McKenney、Paul R. Bolduc

  DOI：10.1021/j100023a043

  日期：1995.6

  The thermal stabilities of a number of nitroarenes were examined in solution and in condensed phase. In general, increasing the number of nitro groups decreased thermal stability. Changing the substituent on 1-X-2,4,6-trinitrobenzene from X = H to NH2 to CH3 to OH accelerated decomposition; this effect was attributed to increased ease of intramolecular proton transfer to an ortho nitro group, thus weakening the carbon-nitrogen bond. In solution, the effect of increasing substitution from n = 1 to n = 3 on X(n)(NO2)(3)C6H3-n was uniformly that of decreasing the thermal stability of the species. However, in condensed phase, results suggested that crystal habit may be more important than molecular structure; for X = Br, CH3, and NH2, the more substituted species was the more stable.
• Characterization of Oxidation Products of TNT Metabolism in Aquatic Phytoremediation Systems of <i>Myriophyllum</i> <i>aquaticum</i>
  作者：R. Bhadra、R. J. Spanggord、D. G. Wayment、J. B. Hughes、J. V. Shanks

  DOI：10.1021/es990436i

  日期：1999.10.1

  TNT transformation processes in sediment-free, "natural", aquatic phytoremediation systems of Myriophyllum aquaticum were investigated with specific interest in oxidation products. Extraction procedures combining liquid-liquid extractions and solid-phase extractions were developed for the isolation of the mostly acidic, oxidized TNT metabolites. Six compounds unique from the reduction products of TNT were isolated and characterized by UV-vis, H-1, and C-13 NMR spectroscopy, by mass spectroscopy, and by chemical synthesis where feasible. These compounds include 2-amino-4,6-dinitrobenzoic acid, 2,4-dinitro-6-hydroxy-benzyl alcohol, 2-N-acetoxyamino-4,6-dinitrobenzaldehyde, 2,4-dinitro-6-hydroxytoluene, and two binuclear metabolites unique from the customary azoxytetranitro-toluenes. The monoaryl compounds show clear evidence of oxidative transformations, methyl oxidation and/or aromatic hydroxylation. It is possible that oxidative transformation(s) preceded nitro reduction since studies on exposure of M. aquaticum to either 2-amino-4,6-dinitrotoluene or 4-amino-2,6-dinitrotoluene did not yield any of the oxidation products identified here. The accumulation of oxidation products was significant: 2-amino-4,6-dinitrobenzoic acid, 4.4%; 2,4-dinitro-6-hydroxy-benzyl alcohol, 8.1%; 2-N-acetoxyamino-4,6-dinitrobenzaldehyde, 7.8%; and, 2,4-dinitro-6-hydroxytoluene, 15.6%. The binuclear metabolites accounted for an estimated 5.6%. This study is the first direct evidence for oxidative transformations in aquatic phytoremediation systems.
• Bil'kis, I. I.; Uskov, S. I.; Shteingarts, V. D., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 9.2, p. 1694 - 1699
  作者：Bil'kis, I. I.、Uskov, S. I.、Shteingarts, V. D.

  DOI：——

  日期：——
• PHOSPHOLIPID ETHER (PLE) CAR T CELL TUMOR TARGETING (CTCT) AGENTS
  申请人：Seattle Children's Hospital (dba Seattle Children's Research Institute)

  公开号：US20200087399A1

  公开（公告）日：2020-03-19

  Aspects of the invention described herein relate to synthetic compounds that are useful for targeting and labeling tumor cells so as to facilitate recognition by binding agents including Chimeric Antigen Receptor T cells (CAR T cells), which are administered to a subject by intravenous or locoregional administration. Several compositions and methods of making and using these compositions to treat or inhibit a disease in a subject are contemplated.