2-(2-硝基苯基)-1H-咪唑 | 4205-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(2-硝基苯基)-1H-咪唑
• 中文别名: 2-(2-硝基苯基)咪唑
• 英文名称: 2-(2-nitrophenyl)-1H-imidazole
• CAS: 4205-06-5
• 化学式: C₉H₇N₃O₂
• 分子量: 189.173
• InChiKey: NEJHPXADNMJLGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933290090
• 储存条件：
  室温且干燥

反应信息

• 作为反应物：
  描述：

  2-(2-硝基苯基)-1H-咪唑 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 5,6-dihydro-imidazo[1,2-c]quinazoline
  参考文献：
  名称：

  Imidazo[1,2-c]quinazolines with lipid peroxidation inhibitory effect

  摘要：

  A series of imidazo[1,2-c]quinazolines of different lipophilic character was prepared. According to their antioxidant (cyclic voltammetry) properties they all should be potent inhibitors of lipid peroxidation. Under the given circumstances (NADPH-induced lipid peroxidation in rat brain microsomes and Fe(2+)-induced lipid peroxidation in rat brain homogenate), however, their lipid peroxidation inhibitory activity was strongly dependent on their lipophilicity. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80007-x
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 2-(2-硝基苯基)-1H-咪唑
  参考文献：
  名称：

  Pyman; Stanley, Journal of the Chemical Society, 1924, vol. 125, p. 2487

  摘要：

  DOI：

文献信息

• COMPOUNDS AND METHODS FOR TREATING CANCER
  申请人：ANTIDOTE IP HOLDINGS, LLC

  公开号：US20200299282A1

  公开（公告）日：2020-09-24

  Substituted cinnamamide compounds and analogs, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds to treat, prevent or ameliorate cancer are provided.

  提供了替代肉桂酰胺化合物和类似物、制备这类化合物的方法、包含这类化合物的药物组合物和药物、以及使用这类化合物治疗、预防或改善癌症的方法。
• Efficient ligand-mediated ullmann coupling of anilnies and azoles
  申请人：——

  公开号：US20020099225A1

  公开（公告）日：2002-07-25

  The present invention provides of method of preparing phenyl-substituted azoles. This method uses an efficient ligand-accelerated Ullmann coupling reaction of anilines with azoles. The coupling products are useful for preparing factor Xa inhibitors.

  本发明提供了制备苯基取代咪唑的方法。该方法利用了一种高效的配体加速的乌尔曼偶联反应，将苯胺与咪唑偶联。偶联产物可用于制备因子Xa抑制剂。
• 2,5-DIAZACYCLOPENTADIENYUDENE: A STANDARD CARBENE OR A HIGHLY REACTIVE DIRADICAL ?
  作者：Núria Bru、Jaume Vilarrasa

  DOI：10.1246/cl.1980.1489

  日期：1980.12.5

  2,5-Diazacyclopentadienylidene (2H-imidazolylidene), generated either by photolysis or thermolysis from 2-diazo-2H-imidazole, reacts with benzene derivatives to give mainly a mixture of o-, m-, and p-substituted 2-phenylimidazoles. The carbene shows a strong diradical character, in sharp contrast with the well-known behavior of cyclopentadienylidene.

  2,5-二氮杂环戊二烯炔（2H-咪唑氮烯）通过光解或热解从2-二氮-2H-咪唑生成，与苯衍生物反应，主要生成o-、m-和p-取代的2-苯基咪唑混合物。该卡宾表现出强烈的双自由基特性，与众所周知的环戊二烯基炔的行为形成鲜明对比。
• Electrooptic chromophores with large optical birefringence for applications at high speed and short wavelengths
  申请人：McGinniss D. Vincent

  公开号：US20060106262A1

  公开（公告）日：2006-05-18

  Disclosed is a series of materials, which exhibit large birefringence under the influence of an applied electric field. These materials are capable of switching this large birefringence with a characteristic time on the order of 1 microsecond or less. In addition, these materials have good optical loss at this wavelength, and are stable under irradiation. These materials are suitable for fabrication of optical devices such a variable optical attenuators, switches, and modulators that respond in these time frames or slower. These materials are also suitable for use across a wide range of wavelengths. As a second component of this invention, some of these novel materials exhibit these desired optical properties (large birefringence, low loss, stability under illumination) at wavelengths as short as about 400 nm. These materials are suitable for fabrication of optical devices operating at or about 405 nm, where conventional EO materials strongly absorb and/or quickly degrade.

  披露了一系列材料，这些材料在受到外加电场影响下表现出较大的双折射。这些材料能够在大约1微秒或更短的时间内切换这种较大的双折射。此外，这些材料在这个波长下具有良好的光学损耗，并且在辐照下稳定。这些材料适用于制造像可变光学衰减器、开关和调制器等在这些时间范围或更慢响应的光学器件。这些材料也适用于在广泛波长范围内使用。作为本发明的第二个组成部分，一些新型材料在约400纳米的波长下展现出这些理想的光学特性（较大的双折射、低损耗、辐照下的稳定性）。这些材料适用于制造在或约405纳米波长下运行的光学器件，传统的电光材料在这个波长下会强烈吸收和/或迅速降解。
• Reactivity of Hydroxy and Amino Derivatives of 2-Phenyl-1<i>H</i>-imidazoline and 2-Phenyl-1<i>H</i>-imidazole toward Isocyanates: Synthesis of Appropriate Carbamates and Ureas
  作者：Patrik Pařík、Josef Jansa、Sylva Holešová、Aleš Marek、Věra Klimešová

  DOI：10.1002/jhet.984

  日期：2013.7

  l)‐1H‐imidazoline using diethylamine in acetone. Six carbamates derived from this imidazoline were then prepared using 1.1 equiv of substituted phenyl isocyanates (substituents are H, 4‐CH3, 4‐OCH3, 4‐NO2, 4‐CN, and 3‐CF3). Finally, two carbamates were prepared from 2‐(4‐hydroxyphenyl)‐1H‐imidazole (substituents are 4‐NO2 and 4‐CN). No reactivity to imidazole ring was observed in this case. Eight derivatives

  的2-（4-羟基苯基）的反应性-1 ħ咪唑啉和2-（4-羟基苯基）-1- ħ朝向取代的苯基异氰酸酯-咪唑进行了研究。当提到的咪唑啉用2.5当量的取代苯基异氰酸酯处理时，制备了三种N，O-二羧酸酰胺（取代基为H，4-NO 2和4-CH 3）。随后，制备了N，O-二乙酰化的2-（4-羟基苯基）-1 H-咪唑啉，并开发了选择性脱保护方法来制备1-乙酰基-2-（4-羟基苯基）-1 H咪唑啉在丙酮中使用二乙胺。然后使用1.1当量被取代的苯基异氰酸酯的制备从该咪唑啉衍生的六个氨基甲酸酯（取代基是H，4-CH 3，4-OCH 3，4-NO 2，4-CN，3-CF 3）。最后，由2-（4-羟苯基）-1 H-咪唑制备了两个氨基甲酸酯（取代基为4-NO 2和4-CN）。在这种情况下，未观察到与咪唑环的反应性。对八种衍生物进行了抗分枝杆菌筛选。同时，2-（2-氨基苯基）-和2-（2-羟基苯基）-1 H的反应性研