1-(4-bromophenyl)-4,5-diphenyl-2-p-tolyl-1H-imidazole | 1332655-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-bromophenyl)-4,5-diphenyl-2-p-tolyl-1H-imidazole
• 英文别名: 1-(4-Bromophenyl)-2-(4-methylphenyl)-4,5-diphenylimidazole
• CAS: 1332655-57-8
• 化学式: C₂₈H₂₁BrN₂
• 分子量: 465.392
• InChiKey: ZSIBLJGIRYWAOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-4,5-diphenyl-2-p-tolyl-1H-imidazole 、 苯并噻吩 在 palladium diacetate 、 potassium carbonate 、 tricyclohexylphosphine tetrafluoroborate 、 三甲基乙酸 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 生成 1-(4-(benzo[b]thiophen-2-yl)phenyl)-4,5-diphenyl-2-(p-tolyl)-1H-imidazole
  参考文献：
  名称：

  Synthesis of imidazole derivatives and the spectral characterization of the binding properties towards human serum albumin

  摘要：

  Small molecular drugs that can combine with target proteins specifically, and then block relative signal pathway, finally obtain the purpose of treatment. For this reason, the synthesis of novel imidazole derivatives was described and this study explored the details of imidazole derivatives binding to human serum albumin (HSA). The data of steady-state and time-resolved fluorescence showed that the conjugation of imidazole derivatives with HSA yielded quenching by a static mechanism. Meanwhile, the number of binding sites, the binding constants, and the thermodynamic parameters were also measured; the raw data indicated that imidazole derivatives could spontaneously bind with HSA through hydrophobic interactions and hydrogen bonds which agreed well with the results from the molecular modeling study. Competitive binding experiments confirmed the location of binding. Furthermore, alteration of the secondary structure of HSA in the presence of the imidazole derivatives was tested. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.09.023
• 作为产物：
  描述：

  对甲基苯甲醛 、 联苯甲酰 、 4-溴苯胺 在 nano Bi_1.5(Lu,Er)_0.5O₃ 作用下， 以 水 为溶剂， 反应 0.08h， 以94%的产率得到1-(4-bromophenyl)-4,5-diphenyl-2-p-tolyl-1H-imidazole
  参考文献：
  名称：

  绿色高效合成四取代咪唑：引入氧化铋共掺杂 Lu3+、Er3+ 作为新型可重复使用的多相纳米催化剂

  摘要：

  摘要 纳米结构的Bi 1.5 (Lu, Er) 0.5 O 3被有效地合成并用作一种新型的环境友好且可回收的多相催化剂，用于在超声波辐照下在水中合成四取代咪唑衍生物。该合成方法具有绿色环保、操作简单、反应条件温和、反应时间短、收率高、操作简单等优点。为此，纳米结构的氧化铋与 Lu 3+、Er 3+共掺杂具有不同 Lu 3+、Er 3+ 的Bi 2 O 3通过简单的水热法合成了负载量 (0.1, 0.5% mol)。通过X射线衍射、场发射扫描电子显微镜、透射电子显微镜、傅里叶变换红外光谱和紫外-可见吸收光谱对所得催化剂进行表征。所得氧化铋的 X 射线分析被标记为单斜晶相，纳米共掺杂氧化铋 (Bi 2 – x (Lu, Er) x O 3 , x  = 0.1, 0.5% mol) 具有四方相。

  DOI：

  10.1080/24701556.2020.1814327

文献信息

• Synthesis of 1,2,4,5-tetrasubstituted imidazoles using 2,6-dimethylpyridinium trinitromethanide {[2,6-DMPyH]C(NO₂)₃} as a novel nanostructured molten salt and green catalyst
  作者：Mohammad Ali Zolfigol、Saeed Baghery、Ahmad Reza Moosavi-Zare、Seyed Mohammad Vahdat

  DOI：10.1039/c5ra03241e

  日期：——

  6-Dimethylpyridinium trinitromethanide [2,6-DMPyH]C(NO2)3}, as a novel nanostructured molten salt, efficiently catalyzed the synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives by a one-pot four-component condensation reaction of benzil/benzoin, aldehydes, amine derivatives and ammonium acetate at room temperature under solvent-free conditions. Some advantages of the presented method are effective catalysis

  2,6-二甲基吡啶鎓三硝基甲烷[2,6-DMPyH] C（NO 2）3 }，是一种新型的纳米结构熔融盐，通过一锅法有效地催化了1,2,4,5-四取代的咪唑衍生物的合成室温下在无溶剂条件下苯甲酰/安息香，醛，胺衍生物和乙酸铵的四组分缩合反应。所提出的方法的一些优点是有效的催化，优异的成本效益和催化剂的可重复使用性。[2,6-DMPyH] C（NO 2）3 }的特征在于IR，1 H NMR，13C NMR和质谱，X射线衍射图（XRD），扫描电子显微镜（SEM），透射电子显微镜（TEM），热重分析（TG）和微分热重分析（DTG）分析。
• Synthesis of organosilyl compounds-containing 1,2,4,5-tetraaryl imidazoles sonocatalyzed by M/SAPO-34 (M = Fe, Co, Mn, and Cu) nanostructures
  作者：Kazem D. Safa、Maryam Allahvirdinesbat、Hassan Namazi、Parvaneh Nakhostin Panahi

  DOI：10.1016/j.crci.2015.04.008

  日期：2015.8

  Résumé The one-step synthesis of silylated 1,2,4,5-tetraaryl imidazoles by use of a series of M/SAPO-34 (M: Fe, Co, Mn, and Cu) nanocatalysts and subsequent silylation reactions is described. Cu/SAPO-34 catalyst has the highest activity in improving the efficiency of the heterogeneous cyclo-condensation of an aldehyde, benzil, ammonium acetate and a primary aromatic amine in water under ultrasonic irradiation. Some of imidazole derivatives are studied with a view to the synthesis of a series of new, multi-substituted imidazoles containing organosilyl groups including carbosilanes (Si–C) and silyl ethers (Si–O). Supplementary Materials: Supplementary material for this article is supplied as a separate file: mmc1.docx

  简历 本文描述了使用一系列 M/SAPO-34（M: Fe、Co、Mn 和 Cu）纳米催化剂一步合成硅烷化 1,2,4,5-四芳基咪唑及其随后的硅烷化反应。Cu/SAPO-34 催化剂在水下超声辐射中对醛、二苯乙二酮、乙酸铵和初级芳香胺的异质环缩合反应效率的提高活性最高。一些咪唑衍生物被研究，旨在合成一系列新的、多取代的咪唑，这些咪唑含有有机硅基团，包括碳硅烷（Si–C）和硅醚（Si–O）。 补充材料： 本文的补充材料以单独文件形式提供： mmc1.docx
• The synthesis of imidazoles and evaluation of their antioxidant and antifungal activities
  作者：Ramin Ghorbani-Vaghei、Vida Izadkhah、Jafar Mahmoodi、Roya Karamian、Masoumeh Ahmadi Khoei

  DOI：10.1007/s00706-018-2167-1

  日期：2018.8

  magnetic nanoparticles. Then, the antioxidant and antifungal activities of the new imidazoles were evaluated. The effectiveness of the samples as DPPH radical scavengers was confirmed by the measured IC50 values and thiophenyl-containing product showed the best IC50 of 0.12 when compared to the standard ascorbic acid. Moreover, all compounds have antifungal activity against Fusarium oxysporum. Graphical

  摘要在催化量的H 2 PW 12 O 40负载在离子液体官能化的磁性纳米粒子上，通过原位氧化缩合反应合成了三取代和四取代的咪唑化合物。然后，评估了新型咪唑的抗氧化和抗真菌活性。测得的IC 50值证实了样品作为DPPH自由基清除剂的有效性，与标准抗坏血酸相比，含硫代苯基的产品显示出最佳IC 50为0.12。此外，所有化合物均对尖孢镰刀菌具有抗真菌活性。 图形概要 。
• Synthesis of silyl-protected terminal thioalkyne-substituted tetraaryl imidazoles: utilization of Ag–Fe/ZSM-5 bimetallic nanooxides for cyclocondensation of polysubstituted imidazoles
  作者：Maryam Allahvirdinesbat、Mohaddeseh Fozi、Kazem D. Safa、Maryam Alyari、Parvaneh Nakhostin Panahi、Aligholi Niaei

  DOI：10.1007/s11164-016-2787-1

  日期：2017.4

  An improved one-pot and ecofriendly approach to tri- and tetraaryl imidazoles through three- and four-component coupling reactions under neutral and solvent-less solid-phase conditions is presented. A series of nanosized Ag/metal oxide species on H–ZSM-5 support were tested in this procedure, with Ag–Fe/ZSM-5 bimetallic oxide nanoparticles exhibiting excellent catalytic activity for improved efficiency

  提出了一种在中性和无溶剂固相条件下通过三组分和四组分偶联反应制备三芳基和四芳基咪唑的一锅法和环保方法。在此程序中测试了一系列在H–ZSM-5载体上的纳米级Ag /金属氧化物，其中Ag–Fe / ZSM-5双金属氧化物纳米粒子具有出色的催化活性，可提高单锅多组分环缩合反应的效率。通过用有机锂试剂（Me 3 Si）3 CLi与CS 2反应制得的2,2,2-三（三甲基甲硅烷基）乙二硫酸锂处理，将所得的溴咪唑衍生物转化为甲硅烷基保护的末端巯基取代的炔丙基硫代四芳基咪唑。在0°C下。这些新颖而稳定的合成中间体是潜在的咪唑官能化化合物。
• Synthesis of 1,2,4,5-tetrasubstituted imidazoles using silica-bonded propylpiperazine N-sulfamic acid as a recyclable solid acid catalyst
  作者：Khodabakhsh Niknam、Abdollah Deris、Fatemeh Naeimi、Fatemeh Majleci

  DOI：10.1016/j.tetlet.2011.06.105

  日期：2011.9

  A simple and efficient procedure for the preparation of silica-bonded propylpiperazine-N-sulfamic acid (SBPPSA) by the reaction of 3-piperazine-N-propylsilica (3-PNPS) and chlorosulfonic acid in chloroform is described. Silica-bonded propylpiperazine-N-sulfamic acid is employed as a recyclable catalyst for the synthesis of highly substituted imidazoles from the reaction of benzil, aromatic aldehydes

  一种制备氧化硅键合的propylpiperazine-简单和有效的程序ñ -氨基磺酸（SBPPSA）3 -哌嗪的反应Ñ -propylsilica（3- PNPS）和氯仿氯磺酸进行说明。二氧化硅键合的丙基哌嗪-N-氨基磺酸被用作可循环利用的催化剂，用于在无溶剂条件下由苯甲腈，芳族醛，乙酸铵和胺的反应合成高度取代的咪唑。在苯甲酰，4-甲基苯甲醛，苄胺和乙酸铵反应后，将多相催化剂循环使用五次，而不会失去其催化活性。