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Upstream product

• 3457-48-5 1,2-di(4-methylphenyl)-1,2-ethanedione 
• 100-52-7 benzaldehyde 
• 131183-04-5 1,1-bis(p-tolyl)-2-(5-phenyltetrazol-1-yl)ethanol 
• 1218-89-9 4,4'-dimethylbenzoin 
• 100-51-6 benzyl alcohol 
• 104-87-0 4-methyl-benzaldehyde 
• 133387-47-0 1,1-Bis(p-tolyl)-2-(5-phenyltetrazol-1-yl)-ethene 
• 133387-51-6 4,4-Bis(p-tolyl)-2-phenyl-4H-imidazole 

Relevant academic research and scientific papers

Synthesis, characterization and application of Ni0.5Zn0.5Fe2O4 nanoparticles for the one pot synthesis of triaryl-1: H -imidazoles

In this investigation, Ni0.5Zn0.5Fe2O4, as an efficient and heterogeneous catalyst, was prepared and characterized by IR, EDX, XRD and SEM analyses. Ni0.5Zn0.5Fe2O4 was successfully used for the synthesis of 2,4,5-triaryl substituted imidazoles by the one-pot, three component reaction under solvent-free conditions. Efficiency, generality, high yield, cleaner reaction profiles, ease of product isolation, short reaction times and simplicity are some advantages of this study.

TMSOTf-catalyzed synthesis of trisubstituted imidazoles using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions

In the process of drug discovery and development, an efficient and expedient synthetic method for imidazole-based small molecules from commercially available and cheap starting materials has great significance. Herein, we developed a TMSOTf-catalyzed synthesis of trisubstituted imidazoles through the reaction of 1,2-diketones and aldehydes using hexamethyldisilazane as a nitrogen source under microwave heating and solvent-free conditions. The chemical structures of representative trisubstituted imidazoles were confirmed using X-ray single-crystal diffraction analysis. This synthetic method has several advantages including the involvement of mild Lewis acid, being metal- and additive-free, wide substrate scope with good to excellent yields and short reaction time. Furthermore, we demonstrate the application of the methodology in the synthesis of biologically active imidazole-based drugs.

Ultrasound-assisted synthesis of NiO nanoparticles and their catalytic application for the synthesis of trisubstituted imidazoles under solvent free conditions

The present protocol reports the ultrasound assisted synthesis of NiO nanoparticles(NPs) using benzylamine as a base and different types of cyclodextrins (CDs) as capping agents. The use of α-CD, β-CD or γ-CD leads to different morphologies of NiO NPs. In particular, NiO nanosheets obtained using β-CD as the capping agent. The synthesized NPs were characterized by FEG-SEM, TEM, XRD and EDS analysis. They showed high catalytic activity towards synthesis of different trisubstituted imidazoles under solvent free conditions. In addition, NiO NPs could be recycled and reused consecutively up to four recycle runs without much loss of their catalytic activity.

Direct synthesis of 2,4,5-trisubstituted imidazoles from primary alcohols by diruthenium(ii) catalysts under aerobic conditions

Herein we report a straightforward synthetic approach to 2,4,5-trisubstituted imidazoles from readily available primary alcohols using arene diruthenium(ii) catalysts. Dinuclear arene ruthenium complexes have been synthesized and structurally characterized with the aid of analytical and spectral techniques. A library of 2,4,5-trisubstituted imidazoles was achieved with a yield up to 95% by loading 0.25 mol% of the catalyst. The present protocol is environmentally benign, which is performed under aerobic conditions and liberates water as the sole by-product.

Synthesis and anticancer activity of 2,4,5-triaryl imidazole derivatives

This study describes the synthesis of four 2,4,5-triarylimidazole derivatives and their anticancer activities. The target compounds were prepared from the reaction of benzaldehyde and benzoin derivatives in presence of ammonium acetate and ammonium vanadate. All the synthesized compounds were screened for anticancer activities against T47D and MDA-MB231 cell lines using the MTT assay. However, our obtained results indicated a significant difference between colchicines cytotoxicity and their homologs on treated MDA-MB231 and T47D cells; one compound (4a) showed a significant IC50 on MDA-MB231 cells in cell culture assay.

Lewis acid catalyst free synthesis of substituted imidazoles in 2,2,2-trifluoroethanol

A simple, inexpensive, environmentally friendly, and efficient route for the synthesis of highly substituted imidazoles by the condensation of 1,2-dicarbonyl compounds, aldehydes, and ammonium acetate using 2,2,2-trifluoroethanol as a solvent is described. The solvent can be readily separated from reaction products and recovered in excellent purity for direct reuse.

One-pot, simple and efficient synthesis of triaryl-1h-imidazoles by kmno4/cuso4

ABSTRACT 2,4,5-Triarylimidazoles have been obtained in excellent yields by the one-pot three-component condensation of bis-aryl a-hydroxyketones, aromatic aldehydes and ammonium acetate by the action of inexpensive, readily available and nontoxic KMnO4/CuSO4 under mild reaction conditions. The present method is simple, efficient, cost-effective and eco-friendly.

A novel bioglycerol-based recyclable carbon catalyst for an efficient one-pot synthesis of highly substituted imidazoles

The new bioglycerol-based carbon catalyst acts as an efficient, readily available, and reusable catalyst for the synthesis of 2,4,5-trisubstituted imidazoles/1,2,4,5-tetrasubstituted imidazoles, when aromatic aldehyde, ammonium acetate/amine, and 1,2-diketone are reacted in acetonitrile.

Design, synthesis and evaluation of unique 2,4,5-triaryl imidazole derivatives as novel potent aspartic protease inhibitors

The 2,4,5-triaryl imidazole derivatives (API) were designed, screened and characterized kinetically & thermodynamically against Pepsin and their activity was also tested on the in silico platform. The docking studies of API with Pepsin show that these are novel and unique inhibitors of Aspartic protease. Drug like properties of these compounds were validated in silico based on Lipinski's rule of Five by calculating ClogP, LogS, H-bond acceptors, H-Bond donors, rotational bonds, PSA, PB and BBB values. The Et/Ki and Et/Km values of API show that they follow the Michaelis-Menten kinetics. The binding of inhibitors with proteases was explained by using Van't Hoff plot and thermodynamic parameters viz. free energy (ΔG), Entropy (ΔS) and Enthalpy (ΔH). The Van't Hoff analysis showed that the value of K i decreases with increase in temperature and the binding of the inhibitor are entropically driven. API act as new potent aspartic protease inhibitors with Ki, for Pepsin, ranges from 3.7 μM to 16.7 μM. Strong hydrophobic groups at C-4 & C-5 position in API favor binding of inhibitors with Pepsin. Experiments also showed that among C-2 aryl substituted imidazole, a 4-substitution on aryl ring is preferred and less polar substituent makes the molecule more active whereas polar substituents at 2-position on C-2 aryl ring makes the molecule less active. The docking studies of API with Pepsin further intensify and validate our results.

Facile method for one-step synthesis of 2,4,5-triarylimidazoles under catalyst-free, solvent-free, and microwave-irradiation conditions

A green and efficient method for the synthesis of 2,4,5-triarylimidazoles by one-step condensation reaction of benzil, aromatic aldehyde, and ammonium acetate under catalyst-free, solvent-free, and microwave-irradiation conditions is reported. This method had many dramatic advantages, such as the short reaction time (3-5min), good yields (80-99%), environmental friendliness, and convenient operation.