Month: October 2022

In 2017,Niguez, Diego Ros; Guillena, Gabriela; Alonso, Diego A. published 《Chiral 2-Aminobenzimidazoles in Deep Eutectic Mixtures: Recyclable Organocatalysts for the Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to β-Nitroalkenes》.ACS Sustainable Chemistry & Engineering published the findings.Related Products of 4857-06-1 The information in the text is summarized as follows:

A catalytic system based on deep eutectic solvents (DESs) and chiral 2-amino benzimidazole organocatalysts is used to promote the enantioselective addition of 1,3-dicarbonyl compounds to β-nitrostyrenes. This procedure avoids the use of toxic volitile organic compounds (VOCs) as a reaction medium, providing access to highly functionalized chiral mols. in a selective and efficient manner. Furthermore, the reaction can be performed on a large scale and recycling the catalytic system is possible for at least four times, leading to a clean, cheap, simple, and scalable procedure that meets most of the criteria required to be a green and sustainable process. NMR studies have confirmed the key role of the hydrogen-bonding interactions between the DES and the chiral organocatalyst, which allow their recovery and the recyclability of the system. In the experiment, the researchers used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Related Products of 4857-06-1)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.Related Products of 4857-06-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Hedges, Jason B.; Ryan, Katherine S.. Category: imidazoles-derivatives. The article was titled 《In vitro reconstitution of the biosynthetic pathway to the nitroimidazole antibiotic azomycin》. The information in the text is summarized as follows:

Nitroimidazoles are one of the most effective ways to treat anaerobic bacterial infections. Synthetic nitroimidazoles are inspired by the structure of azomycin, isolated from Streptomyces eurocidicus in 1953. Despite its foundational role, no biosynthetic gene cluster for azomycin has been found. Guided by bioinformatics, we identified a cryptic biosynthetic gene cluster in Streptomyces cattleya and then carried out in vitro reconstitution to deduce the enzymic steps in the pathway linking L-arginine to azomycin. The gene cluster we discovered is widely distributed among soil-dwelling actinobacteria and proteobacteria, suggesting that azomycin and related nitroimidazoles may play important ecol. roles. Our work sets the stage for development of biocatalytic approaches to generate azomycin and related nitroimidazoles. In the experiment, the researchers used many compounds, for example, 1H-Imidazol-2-amine(cas: 7720-39-0Category: imidazoles-derivatives)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Journal of the American Chemical Society included an article by van Vliet, Kaj M.; Polak, Lara H.; Siegler, Maxime A.; van der Vlugt, Jarl Ivar; Guerra, Celia Fonseca; de Bruin, Bas. Recommanded Product: 530-62-1. The article was titled 《Efficient Copper-Catalyzed Multicomponent Synthesis of N-Acyl Amidines via Acyl Nitrenes》. The information in the text is summarized as follows:

Direct synthetic routes to amidines are desired, as they are widely present in many biol. active compounds and organometallic complexes. N-Acyl amidines in particular can be used as a starting material for the synthesis of heterocycles and have several other applications. Here, we describe a fast and practical copper-catalyzed three-component reaction of aryl acetylenes, amines, and easily accessible 1,4,2-dioxazol-5-ones to N-acyl amidines, generating CO2 as the only byproduct. Transformation of the dioxazolones on the Cu catalyst generates acyl nitrenes that rapidly insert into the copper acetylide Cu-C bond rather than undergoing an undesired Curtius rearrangement. For nonaromatic dioxazolones, [Cu(OAc)(Xantphos)] is a superior catalyst for this transformation, leading to full substrate conversion within 10 min. For the direct synthesis of N-benzoyl amidine derivatives from aromatic dioxazolones, [Cu(OAc)(Xantphos)] proved to be inactive, but moderate to good yields were obtained when using simple copper(I) iodide (CuI) as the catalyst. Mechanistic studies revealed the aerobic instability of one of the intermediates at low catalyst loadings, but the reaction could still be performed in air for most substrates when using catalyst loadings of 5 mol %. The herein reported procedure not only provides a new, practical, and direct route to N-acyl amidines but also represents a new type of C-N bond formation. In the experiment, the researchers used Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Recommanded Product: 530-62-1)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.Recommanded Product: 530-62-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Stereodefined Access to Lactams via Olefin Difunctionalization: Iridium Nitrenoids as a Motif of LUMO-Controlled Dipoles》 were Hong, Seung Youn; Chang, Sukbok. And the article was published in Journal of the American Chemical Society in 2019. HPLC of Formula: 530-62-1 The author mentioned the following in the article:

Reported herein is a general platform of a stereodefined access to γ-lactams via Cp*Ir-catalyzed olefin difunctionalization, where in situ generated Ir-nitrenoid is utilized as a key motif of 1,3-dipoles to enable amido transfer in a syn-selective manner. Computational studies suggested that the stereodefined process can be attributed to the proposed working mode of concerted [3+2] cyclization. Frontier MO (FMO) anal. implied that a low-lying LUMO (LUMO) of the Ir-imido fragment engages in the olefin interaction. Mechanistic understanding on the nitrene transfer process led us to develop mild catalytic protocols of stereoselective difunctionalization of alkenyl dioxazolones to furnish α-(haloalkyl)- or (oxyalkyl)lactam products which are of high synthetic and medicinal utility. Product stereochem. (threo and erythro) was found to be designated by the olefin geometry (E/Z) of substrates. In the part of experimental materials, we found many familiar compounds, such as Di(1H-imidazol-1-yl)methanone(cas: 530-62-1HPLC of Formula: 530-62-1)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.HPLC of Formula: 530-62-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Effects of 1-butyl-3-methylimidazolium tetrafluoroborate and the oxygen concentration on the spontaneous combustion of coal》 were Xiao, Yang; Li, Da-Jiang; Lu, Hui-Fei; Yin, Lan; Shu, Chi-Min. And the article was published in Journal of Thermal Analysis and Calorimetry in 2019. Related Products of 174501-65-6 The author mentioned the following in the article:

Ionic liquids (ILs) are a type of environmentally friendly solvents. Several studies have proven that ILs can inhibit the spontaneous combustion of coal (SCC). In this study, a synchronous thermal analyzer was used to analyze the effects of the imidazolium-based IL [BMIM][BF4] on coal of three metamorphic grades. A coal sample exhibiting the optimal inhibiting result was selected to investigate the effect of the oxygen concentration on IL inhibition. The results revealed that the influence of IL on the mass loss process of the three metamorphic grades of coal varied considerably. However, the IL promoted the mass loss process in 1/3 coking coal and anthracite. The IL delayed the ignition temperature of lignite by 42°C, whereas those of 1/3 coking coal and anthracite were advanced by 10 and 8°C, resp. Furthermore, the initial exothermic temperature of the three treated coal samples was higher than those of the raw coal samples. Compared with the raw coal samples, the heat released per g of lignite, 1/3 coking coal, and anthracite was reduced by 1142, 353, and 226 J, resp. The results indicated that the IL had a prominent inhibiting effect on the exothermic properties of the three coal samples, and the inhibiting effect decreased with an increase in the metamorphic grade of coal. Moreover, the oxygen concentration did not alter the inhibition properties of the IL on the SCC. However, the inhibiting effect weakened as the oxygen concentration decreased. The results came from multiple reactions, including the reaction of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Related Products of 174501-65-6)

3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6) is a member of lonic liquids. Actually, lonic liquids as innovative fluids have received wide attention only during the past two decades. The number of SCI papers published on lonic liquids has exponentially increased from a few in 1996 to >5000 in 2016, exceeding the annual growth rates of other popular scientific areas. Related Products of 174501-65-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Densities, Ultrasonic Speeds, Viscosities, Refractive Indices, and Excess Properties of 1-Butyl-3-methylimidazolium Tetrafluoroborate + N-Methylacetamide Binary Mixtures at Different Temperatures》 was published in Journal of Chemical & Engineering Data in 2020. These research results belong to Chaudhary, Neha; Nain, Anil Kumar. COA of Formula: C8H15BF4N2 The article mentions the following:

The thermophys. properties, viz., densities, ρ, ultrasonic speeds, u, viscosities, η, and refractive indexes, nD, were measured for the binary liquid mixtures of 1-butyl-3-methylimidazolium tetrafluoroborate [Bmim][BF4] with N-methylacetamide [NMA] over the whole concentration range, including those of pure liquids, at temperatures T/K = 293.15-318.15 and at pressure p = 101 kPa. Exptl. data were used to determine the excess molar volume, VmE, excess isentropic compressibility, κsE, excess speed of sound, uE, excess molar isentropic compressibility, Ks, mE, deviations in viscosity Δη, and deviations in refractive index, ΔϕnD. These parameters were fitted to the Redlich-Kister type polynomial equation. The partial molar volumes and partial molar compressibilities and excess partial molar volumes and excess partial molar compressibilities over the entire range of mole fraction and at infinite dilution were also determined The observed neg. values of VmE, κsE, Ks, mE, and Δη and pos. values uEand ΔϕnD indicate the strong interactions between the component mols. of these mixtures The results came from multiple reactions, including the reaction of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6COA of Formula: C8H15BF4N2)

3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6) is a member of lonic liquids. A multidisciplinary study on lonic liquids is emerging, including chemistry, materials science, chemical engineering, and environmental science. More specifically, some important fundamental viewpoints are now different from the original concepts, as insights into the nature of lonic liquids become deeper. For example, the physicochemical properties of lonic liquids are now recognized as ranging broadly from the oft quoted “nonvolatile, non-flammable, and air and water stable” to those that are distinctly volatile, flammable, and unstable. COA of Formula: C8H15BF4N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2022,Li, Yi; Guo, Chunjing; Chen, Qiang; Su, Yanguo; Guo, Huimin; Liu, Ruoyang; Sun, Changgang; Mi, Shuqi; Wang, Jinqiu; Chen, Daquan published an article in International Journal of Biological Macromolecules. The title of the article was 《Improvement of pneumonia by curcumin-loaded bionanosystems based on platycodon grandiflorum polysaccharides via calming cytokine storm》.Application In Synthesis of Di(1H-imidazol-1-yl)methanone The author mentioned the following in the article:

Pneumonia can lead to high morbidity and mortality secondary to uncontrolled inflammation of the lung tissue. Blocking cytokine storm storms may be the key to saving the life of patients with severe pneumonia. According to the medicinal guide theory of Traditional Chinese Medicine (TCM) and the inherent affinity with macrophages for the site of inflammation, we constructed the drug delivery platform (MNPs) derived from macrophage-membrane encapsulated reaction oxygen species (ROS)-responsive Platycodon grandiflorum polysaccharides (PGP) nanoparticles (PNPs) to calm the cytokine storm and improve lung inflammation. By loading the anti-inflammatory agent Curcumin (Cur), we demonstrated that MNPs@Cur significantly attenuated inflammation and cytokine storm syndrome in acute lung injury (ALI) mice by suppressing pro-inflammatory factor production and inflammatory cell infiltration. Interestingly, we observed that the PNPs also have potent pulmonary targeting ability compared to other polysaccharide carriers, which is in line with the medicinal guide theory of TCM. Our study revealed the rational design of drug delivery platforms to improve the treatment of lung injury, which inherits and develops the important theories of TCM through the perfect combination of guide theory and biomimetic nanotechnol. and provides the exptl. scientific basis for the clin. application of channel ushering drugs. The experimental process involved the reaction of Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Application In Synthesis of Di(1H-imidazol-1-yl)methanone)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.Application In Synthesis of Di(1H-imidazol-1-yl)methanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

HPLC of Formula: 16681-56-4In 2015 ,《1H-Pyrazolo[3,4-g]hexahydro-isoquinolines as potent GR antagonists with reduced hERG inhibition and an improved pharmacokinetic profile》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Hunt, Hazel J.; Belanoff, Joseph K.; Golding, Emily; Gourdet, Benoit; Phillips, Timothy; Swift, Denise; Thomas, Jennifer; Unitt, John F.; Walters, Iain. The article conveys some information:

The authors report the further optimization of the series 1H-pyrazolo[3,4-g]hexahydro-isoquinoline sulfonamides as GR antagonists. By incorporating a heteroaryl ketone group at the ring junction, the authors have obtained compounds with excellent functional GR antagonism. Optimization of the sulfonamide substituent has provided compounds with a very desirable overall profile, e.g. I, including minimal hERG activity, good bioavailability and in vivo efficacy. After reading the article, we found that the author used 2-Bromo-1H-imidazole(cas: 16681-56-4HPLC of Formula: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. HPLC of Formula: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Computed Properties of C8H15BF4N2In 2020 ,《Microscopic understanding of the effect of ionic liquid on protein from molecular simulation studies》 appeared in Journal of Physical Chemistry B. The author of the article were Ghanta, Krishna Prasad; Pal, Tamisra; Mondal, Sandip; Bandyopadhyay, Sanjoy. The article conveys some information:

We have performed mol. dynamics (MD) simulations of the protein α-lactalbumin in aqueous solution containing the ionic liquid (IL) 1-butyl-3-Me imidazolium tetrafluoroborate ([BMIM][BF4]) as the cosolvent at different concentrations Attempts have been made to obtain quant. understanding of the effects of the IL on the conformational features of the protein as well as the distributions of the IL and water around it. The calculations revealed enhanced rigidity of the protein with reduced conformational fluctuations and increasingly correlated local motions in the presence of the IL. Nonuniform relative population of the BMIM+ and BF4- ions at the protein surface with respect to that in the bulk solution has been observed It is demonstrated that exchange of water by the IL around the protein results in rearrangement of the hydrogen bond network at the interface with breaking of protein-water hydrogen bonds and formation of protein-IL hydrogen bonds. Importantly, it is found that the protein forms increased number of stronger salt bridges in the presence of IL. This shows that the formation of a greater number of such stronger salt bridges is the origin behind the enhanced rigidity of the protein in the presence of the IL. The experimental part of the paper was very detailed, including the reaction process of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Computed Properties of C8H15BF4N2)

3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6) is a member of lonic liquids. Actually, lonic liquids as innovative fluids have received wide attention only during the past two decades. The number of SCI papers published on lonic liquids has exponentially increased from a few in 1996 to >5000 in 2016, exceeding the annual growth rates of other popular scientific areas. Computed Properties of C8H15BF4N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem