3-[4,5-bis(4-nitrophenyl)-1H-imidazol-2-yl]-5-bromo-1H-indole | 852108-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-[4,5-bis(4-nitrophenyl)-1H-imidazol-2-yl]-5-bromo-1H-indole
• CAS: 852108-08-8
• 化学式: C₂₃H₁₄BrN₅O₄
• 分子量: 504.299
• InChiKey: HRQJATCDFATICV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-溴吲哚-3-甲醛 、 4,4'-dinitrobenzil 在 ammonium acetate 、 溶剂黄146 作用下， 以100%的产率得到3-[4,5-bis(4-nitrophenyl)-1H-imidazol-2-yl]-5-bromo-1H-indole
  参考文献：
  名称：

  Potent antimicrobial activity of 3-(4,5-diaryl-1H-imidazol-2-yl)-1H-indole derivatives against methicillin-resistant Staphylococcus aureus

  摘要：

  A new series of antimicrobial derivatives [3-(4,5-diaryl-1H-imidazol-2-yl)-1H-indole)] have been synthesized with potent activity against strains of Staphylococcus aureus, including methicillin-resistant strains (MRSA). Compound 17 [3-(4,5-bis(4-fluorophenyl)-1H-imidazol-2-yl)-5-bromo-1H-indole], the most active derivative was shown to inhibit the growth of all Gram-positive strains tested, including vancomycin resistant Enterococcus faecalis and Enterococcus faecium with no activity against Gram-negative bacteria. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.137

文献信息

• ARYL IMIDAZOLES AND THEIR USE AS ANTI-CANCER AGENTS
  申请人：Lorus Therapeutics Inc.

  公开号：EP1692113B1

  公开（公告）日：2017-09-27
• Aryl imidazoles and their use as anti-cancer agents
  申请人：Huesca Mario

  公开号：US20070123553A1

  公开（公告）日：2007-05-31

  Therapeutically effective 2,4,5-trisubstituted imidazole compounds are provided. Also provided are methods -of preparing the compounds and pharmaceutical compositions comprising the compounds alone or in combination with other agents. The present invention further provides for the use of the compounds as anti-cancer agents; wherein: R1 is aryl, substituted aryl, heterocycle, substituted heterocycle, heteroaryl, substituted heteroaryl or amino; R2 and R3 are independently aryl, substituted aryl, heterocycle, heteroaryl, substituted heterocycle, or substituted heteroaryl or R2 and R3 when taken together along with the carbon atoms they are attached to, form aryl or substituted aryl, and R4 is hydrogen, halogen, hydroxyl, thiol, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower alkynyl, substituted lower alkynyl, alkylalkenyl, alkyl alkynyl, alkoxy, alkylthio, aryl, aryloxy, amino, amido, carboxyl, aryl, substituted aryl, heterocycle, heteroaryl, substituted heterocycle, heteroalkyl, cycloalkyl, substituted cycloalkyl, alkylcycloalkyl, alkylcycloheteroalkyl, nitro, cyano or —S(O)o.2R wherein R is alkyl, substituted alkyl, aryl, substituted aryl, heterocycle, heteroaryl, substituted heterocycle, or substituted heteroaryl.
• US8969372B2
  申请人：——

  公开号：US8969372B2

  公开（公告）日：2015-03-03
• [EN] ARYL IMIDAZOLES AND THEIR USE AS ANTI-CANCER AGENTS<br/>[FR] IMIDAZOLES D'ARYLE ET LEUR UTILISATION COMME AGENTS ANTICANCEREUX
  申请人：LORUS THERAPEUTICS INC

  公开号：WO2005047266A9

  公开（公告）日：2008-04-17

  [EN] Therapeutically effective 2,4,5-trisubstituted imidazole compounds are provided. Also provided are methods -of preparing the compounds and pharmaceutical compositions comprising the compounds alone or in combination with other agents. The present invention further provides for the use of the compounds as anti-cancer agents; wherein: R1 is aryl, substituted aryl, heterocycle, substituted heterocycle, heteroaryl, substituted hetéroaryl or amino; R2 and R3 are independently aryl, substituted aryl, heterocycle, heteroaryl, substituted heterocycle, or substituted heteroaryl or R2 and R3 when taken together along with the carbon atoms they are attached to, form aryl or substituted aryl, and R4 is hydrogen, halogen, hydroxyl, thiol, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower alkynyl, substituted lower alkynyl, alkylalkenyl, alkyl alkynyl, alkoxy, alkyithio, aryl, aryloxy, amino, amido, carboxyl, aryl, substituted aryl, heterocycle, heteroaryl, substituted heterocycle, heteroalkyl, cycloalkyl, substituted cycloalkyl, alkylcycloalkyl, alkylcyclobeteroalkyl, nitro, cyano or -S(O)o.2R wherein R is alkyl, substituted alkyl, aryl, substituted aryl, heterocycle, beteroaryl, substituted heterocycle, or substituted heteroaryl.
  [FR] Composés d'imidazole 2,4,5-trisubstitués à effet thérapeutique, procédés de préparation de ces composés et compositions pharmaceutiques comportant lesdits composés, seuls ou en combinaison avec d'autres agents. La présente invention porte également sur l'utilisation de ces composés comme agents anticancéreux. Dans la formule (I), R1 représente aryle, aryle substitué, un hétérocycle, un hétérocycle substitué, hétéroaryle, hétéroaryle substitué ou amino; R2 et R3 représentent indépendamment aryle, aryle substitué, un hétérocycle, hétéroaryle, un hétérocycle substitué, ou hétéroaryle substitué ou R2 et R3, pris ensemble et avec les atomes de carbone auxquels ils sont rattachés, constituent aryle ou aryle substitué, et R4 représente hydrogène, halogène, hydroxyle, thiol, alkyle inférieur, alkyle inférieur substitué, alcényle inférieur, alcényle inférieur substitué, alkynyle inférieur, alkynyle inférieur substitué, alkylalcényle, alkyle alkynyle, alcoxy, alkylthio, acyle, aryloxy, amino, amido, carboxyle, aryle, aryle substitué, un hétérocycle, hétéroaryle, un hétérocycle substitué, hétéroalkyle, cycloalkyle, cycloalkyle substitué, alkylcycloalkyle, alkylcyclohétéroalkyle, nitro, cyano ou -S(O)_0-2R, dans lequel R représente alkyle, alkyle substitué, aryle, aryle substitué, un hétérocycle, hétéroaryle, un hétérocycle substitué, ou hétéroaryle substitué.