2-<(2'-nitrophenyl)amino>phenol | 54381-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-<(2'-nitrophenyl)amino>phenol
• 英文别名: 2-(2-nitrophenylamino)phenol；2'-Nitro-2-hydroxy-diphenylamin；2-(2-Nitro-anilino)-phenol；N-(2-hydroxyphenyl)-2-nitroaniline；2'-hydroxy-2-nitro-diphenylamine；2-(2-Nitroanilino)phenol
• CAS: 54381-11-2
• 化学式: C₁₂H₁₀N₂O₃
• 分子量: 230.223
• InChiKey: XRXKXMZZICZXGN-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  376.4±27.0 °C(Predicted)
• 密度：
  1.388±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-<(2'-nitrophenyl)amino>phenol 在 palladium-carbon 盐酸 作用下， 以 乙醇 为溶剂， 生成 N-(2-hydroxyphenyl)-2-phenylene diamine hydrochloride
  参考文献：
  名称：

  Benzimidazole derivatives, their preparation and use

  摘要：

  一种具有以下结构式的化合物##STR1##其中R.sup.1为氢、NH.sub.2或C.sub.1-6-烷基，可以是支链的；X为O、S、NCN；Y为O、S；R.sup.4、R.sup.5、R.sup.6和R.sup.7独立地为氢、卤素、CF.sub.3、NO.sub.2、NH.sub.2、OH、C.sub.1-6-烷氧基、C(.dbd.O)-苯基或SO.sub.2NR.sup.IR.sup.II，其中R.sup.I和R.sup.II独立地为氢或C.sub.1-6-烷基；R.sup.11为氢、卤素、NO.sub.2或SO.sub.2NR'R"，其中R'和R"独立地为氢或C.sub.1-6-烷基；R.sup.13为氢、卤素、苯基、CF.sub.3、NO.sub.2；R.sup.12为氢或与R.sup.13一起形成可能为芳香或部分饱和的C.sub.4-7-碳环；R.sup.14为氢或与R.sup.13一起形成可能为芳香或部分饱和的C.sub.4-7-碳环；其制药组合物，以及一种治疗哺乳动物（包括人类）对钾通道开放敏感的疾病的方法，包括向需要的哺乳动物内有效给予上述第一化合物的有效量。

  公开号：

  US05200422A1
• 作为产物：
  描述：

  1-硝基-2-(2-硝基苯氧基)苯 在 thiourea dioxide 作用下， 以70%的产率得到2-<(2'-nitrophenyl)amino>phenol
  参考文献：
  名称：

  Wilshire, John F. K., Australian Journal of Chemistry, 1988, vol. 41, # 6, p. 995 - 1001

  摘要：

  DOI：

文献信息

• 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.
• <b>Aromatic and Pseudoaromatic Non-benzenoid Systems. III. The Synthesis of Some Ten π-Electron Systems^1-3</b>
  作者：Norman L. Allinger、Gilbert A. Youngdale

  DOI：10.1021/ja00865a030

  日期：1962.3
• Kloetzel et al., Antibiotics and Chemotherapy, 1954, vol. 4, p. 150,152
  作者：Kloetzel et al.

  DOI：——

  日期：——
• WILSHIRE, JOHN F. K., AUSTRAL. J. CHEM., 41,(1988) N 6, C. 995-1001
  作者：WILSHIRE, JOHN F. K.

  DOI：——

  日期：——
• US3950127A
  申请人：——

  公开号：US3950127A

  公开（公告）日：1976-04-13