1097-25-2

Upstream product

• 100-52-7 benzaldehyde 
• 1076-95-5 p-methoxyphenylglyoxal 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 16208-17-6 2,2-dihydroxy-1-(4-methoxyphenyl)ethan-1-one 
• 150114-69-5 2-oxo-2-(3,4,5-trimethoxyphenyl)acetaldehyde 
• 6595-28-4 2-azido-1-(4-methoxyphenyl)ethan-1-one 

Downstream Products

• 1388186-27-3 2,8-bis(4-methoxyphenyl)-6-(pyrrolidin-1-yl)imidazo[1,2-a]pyridine 
• 1388186-49-9 4-(2,8-bis(4-methoxyphenyl)imidazo[1,2-a]pyridin-6-yl)morpholine 
• 1384177-47-2 (4-methoxyphenyl)[4-(4-methoxyphenyl)-1-(prop-2-yn-1-yl)-1H-imidazol-2-yl]methanone 
• 1384177-20-1 (4-methoxyphenyl)[4-(4-methoxyphenyl)-1-(prop-2-yn-1-yl)-1H-imidazol-2-yl]methanol 
• 6595-39-7 (4‐methoxyphenyl)[4‐(4‐methoxyphenyl)‐1H‐imidazol‐2‐yl]methanol 

Relevant academic research and scientific papers

A novel structure for ESIPT emission: Experimental and theoretical investigations

A number of substituted imidazole-based molecules were synthesized via a two-step one-pot reaction and their UV/vis and fluorescence spectra were analyzed. Emissions of the imidazole-based molecules were attributed to the excited state intramolecular prot

A novel class for carbonic anhydrases inhibitors and evaluation of their non-zinc binding

In this study, 23 different imidazole derivatives were synthesized, and the inhibitory properties of these derivatives against carbonic anhydrase I and II isoenzymes were investigated for the first time. The inhibition concentrations of the imidazole derivatives were found to be in the range of 2.89–115.5 nM. Docking studies examined the binding properties of the imidazole derivatives, and the structure–activity relationship is discussed. Theoretical calculations showed that the binding mode of the imidazole ring was non-zinc binding.

Synthesis of imidazo-1,4-oxazinone derivatives and investigation of reaction mechanism

In this study, nine different C-2 aroyl imidazole derivatives were synthesized in a one pot reaction with two steps, and the reduction reactions of these derivatives with NaBH4 were carried out under mild conditions. Substitution reaction of obtained imid

Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32–98% yield) and pyrimidine derivatives (45–88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (Et3N).

Mono- or di-substituted imidazole derivatives for inhibition of acetylcholine and butyrylcholine esterases

Mono- or di-substituted imidazole derivatives were synthesized using a one-pot, two-step strategy. All imidazole derivatives were tested for AChE and BChE inhibition and showed nanomolar activity similar to that of the test compound donepezil and higher than that of tacrine. Structure activity relationship studies, docking studies to on X-ray crystal structure of AChE with PDB code 1B41, and adsorption, distribution, metabolism, and excretion (ADME) predictions were performed. The synthesized core skeleton was bound to important regions of the active site of AChE such as the peripheral anionic site (PAS), oxyanion hole (OH), and anionic subsite (AS). Selectivity of the reported test compounds was calculated and enzyme kinetic studies revealed that they behave as competitive inhibitors, while two of the test compounds showed noncompetitive inhibitory behavior. ADME predictions revealed that the synthesized molecules might pass through the blood brain barrier and intestinal epithelial barrier and circulate freely in the blood stream without binding to human serum albumin. While the toxicity of one compound on the WS1 (skin fibroblast) cell line was 1790 μM, its toxicity on the SH-SY5Y (neuroblastoma) cell line was 950 μM.

Copper-Catalyzed Synthesis of Fused Imidazopyrazine N-Oxide Skeletons

N-Propargyl-2-aroylimidazoles synthesized and converted into the corresponding ketoximes. Under various conditions, several mono- and diketoxime imidazole derivatives were formed by converting the carbonyl or carbonyl and propargyl groups into oxime groups. N -Propargyl monooxime imidazole derivatives were cyclized by treatment with CuI to give various imidazopyrazine N -oxides. Several copper salts, such as CuOAc, CuSO 4, and CuOTf, formed the same cyclization product. This cyclization reaction occurred only in the presence of Cu(I) or Cu(II) salts; other transition metals such as Au, Ag, In, and Fe did not yield cyclic products. The nucleus-independent chemical shift method was used to calculate the aromaticity of the bicyclic rings.

An easy synthetic protocol for imidazo-1,4-oxazines and evaluation of their toxicities

Imidazo-1,5-alkynyl alcohol derivatives were synthesized, and they were cyclized to imidazo-1,4-oxazines by means of cesium carbonate. Propargyl-allene isomerization was examined, and the reaction mechanism was proposed. Moreover, cytotoxicity of synthesized molecules against LN405 cell lines was investigated by means of structure-activity relationship (SAR). With SAR study, toxicities of some functional groups have been shown. In addition, two lead compounds were tested against DNA damaging.

Synthesis of novel imidazopyridines and their biological evaluation as potent anticancer agents: A promising candidate for glioblastoma

Novel imidazopyridine derivatives were synthesized according to a very simple protocol and then subjected to cytotoxicity testing against LN-405 cells. Two of the compounds exhibited antiproliferative effects on LN-405 cells at 10 and 75 μM and were selected as lead compounds for further study. Safety experiment for lead compounds on WS1 was carried out and IC50 values were calculated as 480 and 844 μM. LN-405 cell line were incubated with the lead compounds and then tested for DNA damage by comet assay and effects on cell cycle using flow cytometry. The results of these two tests showed that both lead compounds affected the G0/G1 phase and did not allow the cells to reach the synthesis phase. The log BB (blood–brain barrier) and Caco-2 permeability of the synthesized molecules were calculated and it was shown that imidazopyridine derivatives taken orally are likely to pass through gastrointestinal membrane and the blood–brain barrier.

Sodium channel blocking activity and in-vivo testing of new phenylimidazole derivatives

We previously reported the discovery of diphenylimidazoles as potent sodium channel blockers, potentially useful in the treatment of epilepsy. In this work we further explore the structural requirements necessary for the potency of these derivatives with the aim to understand which structural modifications of the original scaffold could be tolerated in order to retain activity. We have synthesized new compounds working on the 2-position of the imidazole ring. First we have introduced a carbonyl spacer, that was subsequently reduced to alcohol. Both carbonyl and alcohol derivatives have been tested for their ability to block NaV1.6 sodium channel subtype in vitro and for their antiepileptic activity in rodent acute seizures models.

Application of 3-aroyl-4(5)-arylimidazols as efficient ligands in Pd-catalyzed Heck reactions

The Heck coupling of haloarenes with various alkenes was successfully performed in the presence of 0.25 mol% PdCl2 and 0.5 mol% biphenyl-4-yl-[4(5)-(biphenyl-4-yl)-1 H-imidazol-2-yl]ketone 2f as a ligand with Na2 CO3 as optimal base, in a 1:1 mixture of H 2 O/DMF as the reaction solvent at 80 °C for 8 h. Imidazole 2f was found to be an inexpensive, air-stable, easily available, and efficient ligand in the palladium-catalyzed Heck reactions of aryl iodides (76%-94%), bromides (52%-79%), and chlorides (40%-70%). TUBITAK.