[4-(4-nitrophenyl)-1H-imidazol-2-yl]amine | 60472-21-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [4-(4-nitrophenyl)-1H-imidazol-2-yl]amine
• 英文别名: 4-(4-nitrophenyl)-1H-imidazol-2-amine；2-Amino-4(5)-p-nitrophenylimidazol；4-(4-nitro-phenyl)-1(3)H-imidazol-2-ylamine；2-amino-4-(4-nitro-phenyl)-1H-imidazole；4-(4-nitrophenyl)-1H-imidazole-2-ylamine；5-(4-nitrophenyl)-1H-imidazol-2-amine
• CAS: 60472-21-1
• 化学式: C₉H₈N₄O₂
• 分子量: 204.188
• InChiKey: BJZNYQMDYLRHPF-UHFFFAOYSA-N

物化性质

• 熔点：
  208 °C(Solv: ethanol (64-17-5))
• 沸点：
  509.1±42.0 °C(Predicted)
• 密度：
  1.454±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 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：
  101
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-(4-nitrophenyl)-1H-imidazol-2-yl]amine 在 palladium on activated charcoal 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.0h， 生成 tert-butyl 2-amino-4-(4-aminophenyl)-1H-imidazole-1-carboxylate
  参考文献：
  名称：

  Substituted 4-phenyl-2-aminoimidazoles and 4-phenyl-4,5-dihydro-2-aminoimidazoles as voltage-gated sodium channel modulators

  摘要：

  Voltage-gated sodium channels play an integral part in neurotransmission and their dysfunction is frequently a cause of various neurological disorders. On the basis of the structure of marine alkaloid clathrodin, twenty eight new analogs were designed, synthesized and tested for their ability to block human Na(v)1.3, Na(v)1.4 and Na(v)1.7 channels, as well as for their selectivity against human cardiac isoform Na(v)1.5, using automated patch clamp electrophysiological assay. Several compounds exhibited promising activities on different Na-v channel isoforms in the medium micromolar range and some of the compounds showed also moderate isoform selectivities. The most promising results were obtained for the Na(v)1.3 channel, for which four compounds were found to possess IC50 values lower than 15 mu M. All of the active compounds bind to the open-inactivated states of the channels and therefore act as state-dependent modulators. The obtained results validate the approach of using natural products driven chemistry for drug discovery starting points and represent a good foundation for future design of selective Na-v modulators. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.034
• 作为产物：
  描述：

  对硝基苯乙酮 生成 [4-(4-nitrophenyl)-1H-imidazol-2-yl]amine
  参考文献：
  名称：

  NATH, J. P.;MAHAPATRA, G. N., INDIAN J. CHEM., 1980, 19, N 6, 526-528

  摘要：

  DOI：

文献信息

• Synthesis, Characterization, and Antioxidant Activity of a New Class of Amido linked Azolyl Thiophenes
  作者：Sreenivasulu Thatha、Nagarjuna Ummadi、Padmavathi Venkatapuram、Padmaja Adivireddy

  DOI：10.1002/jhet.3177

  日期：2018.6

  A new class of amido linked azolyl thiophenes was prepared from the synthetic intermediates azolyl amines and 5‐chlorothiophene‐2‐carbonyl chloride adopting conventional and ultrasonication methodologies. It was observed that the reaction took place in shorter reaction times with higher yields under ultrasonication. The structures of the synthesized compounds were characterized by spectral parameters

  采用常规方法和超声方法，由合成中间体偶氮基胺和5-氯噻吩-2-羰基氯制备了新型的酰胺基连接的偶氮基噻吩。观察到，在超声作用下，反应以较短的反应时间发生，并且产率更高。通过光谱参数表征合成的化合物的结构，并测试其抗氧化活性。在所有测试的化合物中，甲氧基取代的恶唑基噻吩羧酰胺（8c）显示出有希望的抗氧化活性。此外，与吸电子基团相比，苯环上的给电子基团增强了抗氧化活性。
• Antiulcerogenic amidine derivatives of 2-substituted 4-phenylimidazole
  申请人：Istituto de Angeli, S.p.A.

  公开号：US04649150A1

  公开（公告）日：1987-03-10

  Compounds of the formula ##STR1## wherein R represents substituents of various types; R.sub.1 and R.sub.2 are each independently hydrogen or lower alkyl; R.sub.3 represents substituents of various types; and R.sub.4 is hydrogen, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, halogen, cyano or carbamoyl; tautomers thereof; and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antiulcerogenics.

  式##STR1##中R代表各种类型的取代基；R.sub.1和R.sub.2分别独立表示氢或较低的烷基；R.sub.3代表各种类型的取代基；R.sub.4为氢、1至3个碳原子的烷基、1至3个碳原子的烷氧基、卤素、氰基或氨基甲酰基；其互变异构体；以及其非毒性、药理学上可接受的酸盐。这些化合物及其盐可用作抗溃疡剂。
• Synthesis and Antimicrobial Activity of Azolyl Pyrimidines
  作者：Ragavendra Butta、Sowmya Donthamsetty V、Padmaja Adivireddy、Padmavathi Venkatapuram

  DOI：10.1002/jhet.2615

  日期：2017.1

  A new class of azolyl pyrimidines linked by diamino sulfone moiety was prepared and studied their antimicrobial activity. Chloro‐substituted and nitro‐substituted thiazolyl pyrimidines (9c and 9e) showed excellent antibacterial activity against Bacillus subtilis, while imidazolyl pyrimidines (10c and 10e) exhibited promising antifungal activity against Aspergillus niger.

  制备了一类新型的由二氨基砜部分连接的偶氮基嘧啶，并研究了它们的抗菌活性。氯取代和硝基取代的噻唑基嘧啶（9c和9e）对枯草芽孢杆菌具有出色的抗菌活性，而咪唑基嘧啶（10c和10e）对黑曲霉具有很好的抗真菌活性。
• 5-Ring Heteroaromatic compounds and their use as binding partners for 5-ht5 receptors
  申请人：Amberg Wilhelm

  公开号：US20110207788A1

  公开（公告）日：2011-08-25

  The invention relates to 5-ring heteroaromatic compounds of general formula (I), their use for the treatment and/or prevention of diseases, and medicaments containing same.

  这项发明涉及一般式(I)的5-环杂芳化合物，其用于治疗和/或预防疾病，以及含有这些化合物的药物。
• [EN] 2-AMINOIMIDAZOLE-PHENYL DERIVATIVES USEFUL FOR CONTROLLING MICROBIAL GROWTH<br/>[FR] DÉRIVÉS DE 2-AMINOIMIDAZOLE-PHÉNYLE UTILES POUR LUTTER CONTRE LA CROISSANCE MICROBIENNE
  申请人：UNIV NORTH CAROLINA STATE

  公开号：WO2018169752A1

  公开（公告）日：2018-09-20

  Provided are 2-aminoimidazole-phenyl derivative compounds of Formula (I): which compounds are useful in methods of controlling microbial growth, such as by enhancing the effects of an antibiotic administered in combination with the compound. Compositions including these compounds, devices including these compounds, and methods of using the same are also provided.

  提供了公式（I）的2-氨基咪唑-苯衍生物化合物，这些化合物在控制微生物生长的方法中很有用，例如通过增强与该化合物联合给药的抗生素的效果。还提供了包括这些化合物的组合物、包括这些化合物的设备以及使用它们的方法。