2,4-二硝基-2-甲氧基二苯胺 | 14038-08-5

• 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: 2,4-二硝基-2-甲氧基二苯胺
• 英文名称: N-(2,4-Dinitrophenyl)-2-methoxy-aniline
• 英文别名: 2-methoxy-N-(2,4-dinitrophenyl)aniline；N-(2-methoxyphenyl)-2,4-dinitroaniline；N-(2,4-dinitrophenyl)-o-anisidine；(2,4-dinitro-phenyl)-(2-methoxy-phenyl)-amine；(2,4-Dinitro-phenyl)-(2-methoxy-phenyl)-amin；2'.4'-Dinitro-2-methoxy-diphenylamin
• CAS: 14038-08-5
• 化学式: C₁₃H₁₁N₃O₅
• 分子量: 289.247
• InChiKey: MSTPRMHOPCALQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2922199090

反应信息

• 作为反应物：
  描述：

  2,4-二硝基-2-甲氧基二苯胺 在 sodium sulfide 作用下， 生成 N¹-(2-methoxy-phenyl)-4-nitro-o-phenylenediamine
  参考文献：
  名称：

  Montanari; Passerini, Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1953, vol. 11, p. 42

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-二硝基苯 、 邻甲氧基苯胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 2,4-二硝基-2-甲氧基二苯胺
  参考文献：
  名称：

  厌氧条件下 1,3-二硝基苯和 3-硝基吡啶的氧化芳基化：硝基芳烃的双重作用

  摘要：

  二硝基苯和 3-硝基吡啶在厌氧条件下与芳基酰胺锂反应，分别以 8-42% 的产率生成 N-芳基-2,4-二硝基苯胺和 N-芳基-5-硝基吡啶-2-胺。

  DOI：

  10.3998/ark.5550190.0012.917

文献信息

• SMALL MOLECULE COMPOUNDS FOR STEM CELL DIFFERENTIATION
  申请人：Mercola Mark

  公开号：US20100159596A1

  公开（公告）日：2010-06-24

  Methods and small molecule compounds for stem cell differentiation are provided. One example of a class of compounds that may be used is represented by the compound having the structure IA or IB in the form of free base or a pharmaceutically acceptable salt, hydrate, solvate or N-oxide thereof: R 1 is independently hydrogen or (C 1 -C 6 )alkyl; R 2 is independently hydrogen, (C 1 -C 6 )alkyl, aryl, or heteroaryl; R 2′ is independently hydrogen, (C 1 -C 6 )alkyl, CF 3 or C 2 F 5 ; R 3 is independently (C 1 -C 6 )alkyl, aryl, 2-tetrahydrofurylmethyl, an aliphatic tertiary amine, or 4-methoxybenzyl; or R 2 and R 3 may be joined together to form a 5 or 6 member ring lactone; R 4 is independently hydrogen, (C 1 -C 6 )alkyl, a 2- or 4-R 5 -substituted aromatic ring selected from a 4-R 5 -phenyl or a 2-R 5 -5-pyridyl, aryl, heteroaryl, aliphatic tertiary amine or halogen; and R 5 , R 5′ , R 6 , R 6′ , R 7 , R 7′ , are each independently hydrogen, (C 1 -C 6 )alkyl, aryl, optionally substituted phenyl, heteroaryl, a heterocyclic ring, an aliphatic tertiary amine, or halogen.

  提供干细胞分化的方法和小分子化合物。可以使用的一类化合物的一个示例由结构IA或IB表示，以自由碱基或其药学上可接受的盐，水合物，溶剂或N-氧化物的形式存在：R1独立地是氢或（C1-C6）烷基; R2独立地是氢，（C1-C6）烷基，芳基或杂环芳基; R2'独立地是氢，（C1-C6）烷基，CF3或C2F5; R3独立地是（C1-C6）烷基，芳基，2-四氢呋喃甲基，脂肪族三级胺或4-甲氧基苄基; 或者R2和R3可以结合形成5或6元环内酯; R4独立地是氢，（C1-C6）烷基，2-或4-R5-取代的芳环，选自4-R5-苯基或2-R5-5-吡啶基，芳基，杂环芳基，脂肪族三级胺或卤素; R5，R5'，R6，R6'，R7，R7'独立地是氢，（C1-C6）烷基，芳基，可选取代的苯基，杂环芳基，杂环环，脂肪族三级胺或卤素。
• 15 N NMR and FTIR studies of 2,4-dinitroanilines and their salts
  作者：B Gierczyk、B Łęska、B Nowak-Wydra、G Schroeder、G Wojciechowski、F Bartl、B Brzezinski

  DOI：10.1016/s0022-2860(00)00379-3

  日期：2000.6

  Twenty-two 2,4-dinitroanilines were synthesised and their pK(a) values were determined. The 2,4-dinitroanilines and their protonated forms were studied by N-15 NMR spectroscopy. The relations between the N-15 NMR chemical shifts and the pK(a) values of the 2,4-dinitroanilines and their salts were found to be linear. The deprotonation reaction of N-methyl-2,4-dinitroanilines and N-methyl-2,4,6-trinitroaniline by MTBD was successful only for the latter and yielded protonated MTBD molecule and the anion in which the electrons are strongly delocalised. The kinetic parameters of the 2,4-dinitroanilines in reactions with hydroxide ions in mixed solvent DMSO:water (95:5, v/v) were determinated and discussed. (C) 2000 Elsevier Science B.V. All rights reserved.
• Carter et al., Journal of the Chemical Society, 1955, p. 337,340
  作者：Carter et al.

  DOI：——

  日期：——
• Synthesis and Anti-Staphylococcal Activity of 2,4-Disubstituted Diphenylamines
  作者：Ramandeep K. Mehton、Vineet Meshram、Sanjai Saxena、Manmohan Chhibber

  DOI：10.5935/0103-5053.20160020

  日期：——

  Infections caused by Staphylococcus aureus are ubiquitous and life threatening. Evolution of resistant strains has necessitated the need to continuously discover new drugs to combat such organisms. Diphenyl ethers, such as triclosan, have recently shown potential as antibacterial agents. In this study, a series of diphenyl amines were synthesized and evaluated for in vitro antibacterial activity against Gram-positive (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis) and Gram-negative (Escherichia coli, Pseudomonas aeruginosa, Pseudomonas putida) bacteria. Preliminary results showed that six of the twelve synthesized molecules were active against Staphylococcus aureus. Most notable amongst them were compounds 2(2,4-dinitrophenylamino) phenol and 2(2-dinitrophenylamino) phenol having minimum inhibitory concentration (MIC) in the range of 7.8-15.6 mu g mL(-1) and 7.8-62.5 mu g mL(-1) respectively for all the eight selected organisms. Five active compounds from the preliminary results were further screened against resistant S. aureus cultures where compounds 2(2,4-dinitrophenylamino) phenol, 2(2-dinitrophenylamino) phenol and 2-chloro-N-(2-(2,4-dichlorophenylamino) phenyl) acetamide gave encouraging results having MIC in the range 3.9-7.8 mu g mL(-1) for most of the organisms. Results obtained above for the selected organisms and the resistant S. aureus strains conclude that hydroxyl group at 2-position of ring B potentiates the antibacterial activity and overcomes the antibiotic resistance.
• Reverdin; Crepieux, Chemische Berichte, 1903, vol. 36, p. 3267
  作者：Reverdin、Crepieux

  DOI：——

  日期：——

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