Tag: 100-200

Developments in the Reactivity of 2-Methylimidazolium Salts was written by Peixoto, Daniela;Figueiredo, Margarida;Gawande, Manoj B.;Corvo, Marta C.;Vanhoenacker, Gerd;Afonso, Carlos A. M.;Ferreira, Luisa M.;Branco, Paula S.. And the article was included in Journal of Organic Chemistry in 2017.Safety of 1-ethyl-2,3-dimethylimidazolium chloride This article mentions the following:

Unexpected and unusual reactivity of 2-methylimidazolium salts toward aryl-N-sulfonylimines and aryl aldehydes is here reported. Upon reaction with aryl-N-sulfonylimines, the addition product, arylethyl-2-imidazolium-1-tosylamide (3), is formed with moderate to good yields, while upon reaction with aldehydes, the initial addition product (6) observed in NMR and HPLC-MS exptl. anal. is postulated by us as an intermediate to the final conversion to carboxylic acids. Studies in the presence and absence of mol. oxygen allow us to conclude that the imidazolium salts is crucial for the oxidation A detailed mechanistic study was carried out to provide insights regarding this unexpected reactivity. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Safety of 1-ethyl-2,3-dimethylimidazolium chloride).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Safety of 1-ethyl-2,3-dimethylimidazolium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Influence of benzimidazole additives in electrolytic solution on dye-sensitized solar cell performance was written by Kusama, Hitoshi;Arakawa, Hironori. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2004.Related Products of 3012-80-4 This article mentions the following:

The influence of benzimidazole additives on the performance of a bis(tetrabutylammonium)-cis-bis(thiocyanato)bis(2,2′-bipyridine-4-carboxylic acid, 4′-carboxylate)ruthenium(II) dye-sensitized TiO₂ solar cell with an I^–/I₃^– redox electrolyte in acetonitrile was studied by measuring the current-voltage characteristics of >20 different benzimidazole derivatives under AM 1.5 (100 mW/cm²). The benzimidazole additives tested had varying effects on the cell performance. Adding benzimidazole drastically enhanced the open-circuit photovoltage (V_oc) and the fill factor (ff), but reduced the short-circuit photocurrent d. (J_sc) of the solar cell. To determine the reasons for the additive effects on cell performance the phys. and chem. properties of the benzimidazoles were computationally calculated Consequently, the greater the calculated partial charge of the nitrogen atoms in position 3 of the benzimidazole groups, the larger the V_oc, but the smaller the J_sc values. The V_oc values also increased as the mol. size of the benzimidazole derivatives decreased. Also, the greater the absolute difference between the calculated dipole moment of the benzimidazole and acetonitrile, the larger the J_sc value. Probably these properties of the benzimidazoles influenced the extent of interaction between the TiO₂ electrode and electrolyte solvent, which changed the dye-sensitized solar cell performance. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Related Products of 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Related Products of 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Interplay of the intermolecular and intramolecular interactions in stabilizing the thione-based copper(I) complexes and their significance in protecting the biomolecules against metal-mediated oxidative damage was written by Chalana, Ashish;Kumar Rai, Rakesh;Karri, Ramesh;Kumar Jha, Kunal;Kumar, Binayak;Roy, Gouriprasanna. And the article was included in Polyhedron in 2022.Synthetic Route of C8H8N2 This article mentions the following:

The synthesis, characterization, and x-ray structure of mono, tri, and polynuclear copper complexes of benzimidazole-based N-substituted thiones, Bz^MeS^H (10) and Bz^OHS^H (11), and N,N’-disubstituted, Bz^MeS^Me (12) and Bz^OHS^Me (13) are reported here. The x-ray structure analyses of the copper-thione complexes revealed that the coordination behavior and the geometry of the central metal ion in these complexes are significantly dependent on the type of the counteranion used in the reaction. For instance, the reactions of benzimidazole-based thiones with CuCl₂ afforded mononuclear trigonal planar Cu(I) complexes 14, 15, 18, and 19. On contrast, upon reaction with CuSO₄, 10 afforded the trinuclear copper complex 16, in which thione 10 acts as a bridging as well as terminal ligand, giving a six-membered Cu₃S₃ cluster. The chair-form of six-membered Cu₃S₃ ring is further stabilized by six intramol. H-bonding interactions, with overall stabilization energy of 19.28 kcal.mol^-1, between the free NH group of 10 and O atom of the counteranion SO^2-₄. Whereas, when thione 10 was reacted with CuI, a 1-dimensional-polymeric chain-like copper complex 17 was obtained as a thermodynamically stable product, in which both 10 and iodine act as bridging ligand. The 3-dimensional network of complexes revealed that these copper-thione compounds are stabilized by the presence of various types of intermol. and intramol. H-bonding and π – π stacking interactions in the solid state. NBO anal. of the crystal geometries revealed that the strength of these interactions ranging from 0.14 to 5.67 kcal.mol^-1. Also the N-substituted thiones have excellent reactive oxygen species (ROS) scavenging property and, thus, protect biomols. including DNA and protein against Cu(I)-mediated oxidative damage. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Synthetic Route of C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Synthetic Route of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Mobility and association of ions in aqueous solutions: the case of imidazolium based ionic liquids was written by Bester-Rogac, Marija;Fedotova, Marina V.;Kruchinin, Sergey E.;Klahn, Marco. And the article was included in Physical Chemistry Chemical Physics in 2016.Application of 35487-17-3 This article mentions the following:

The mobility and the mechanism of ion pairing of 1,1 electrolytes in aqueous solutions were investigated systematically on nine imidazolium based ionic liquids (ILs) from 1-methylimidazolium chloride, [MIM][Cl], to 1-dodecyl-3-methylimidazolium chloride, [1,3-DoMIM][Cl], with two isomers 1,2-dimethylimidazolium chloride, [1,2-MMIM][Cl], and 1,3-dimethylimidazolium chloride, [1,3-MMIM][Cl]. Mol. dynamics (MD) simulations, statistical mechanics calculations in the framework of the integral equation theory using one-dimensional (1D-) and three-dimensional (3D-) reference interaction site model (RISM) approaches as well as conductivity measurements were applied. From experiment and MD simulations it was found that the mobility/diffusion coefficients of cations in the limit of infinite dilution decrease with an increasing length of the cation alkyl chain, but not linearly. The aggregation tendency of cations with long alkyl chains at higher IL concentrations impedes their diffusivity. Binding free energies of imidazolium cations with the chloride anion estimated by RISM calculations, MD simulations and experiments reveal that the association of investigated ILs as model 1,1 electrolytes in water solutions is weak but evidently dependent on the mol. structure (alkyl chain length), which also strongly affects the mobility of cations. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Application of 35487-17-3).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Application of 35487-17-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A quantum-chemical-based guide to analyze/quantify the cytotoxicity of ionic liquids was written by Torrecilla, J. S.;Palomar, J.;Lemus, J.;Rodriguez, F.. And the article was included in Green Chemistry in 2010.Related Products of 79917-89-8 This article mentions the following:

A COSMO-RS descriptor (S_σ-profile) has been used in quant. structure-activity relationship studies (QSARs) based on a neural network for the prediction of the toxicol. effect of ionic liquids (ILs) on a leukemia rat cell line (Log EC₅₀ IPC-81) for a wide variety of compounds including imidazolium, pyridinium, ammonium, phosphonium, pyrrolidinium and quinolinium ILs. S_σ-profile is a two-dimensional quantum-chem. parameter capable of characterizing the electronic structure and mol. size of cations and anions. By using a COSMO-RS descriptor for a training set of 105 compounds (96 ILs and 9 closely related salts) with known biol. activities (exptl. Log EC₅₀ IPC-81 values), a reliable neural network was designed for the systematic anal. of the influence of structural IL elements (cation side chain, head group, anion type and the presence of functional groups) on the cytotoxicity of ∼450 IL compounds The Quant. Structure-Activity Map (QSAM), a new concept developed here, was proposed as a valuable tool for (i) the mol. understanding of IL toxicity, by relating Log EC₅₀ IPC-81 parameters to the electronic structure of compounds given by quantum-chem. calculations; and (ii) the sustainable design of IL products with low toxicity, by linking the chem. structure of counterions to the predictions of IL cytotoxicity in handy contour plots. As a principal contribution, quantum-chem.-based QSAM guides allow the anal./quantification of the non-linear mixture effects of the toxicophores constituting the IL structures. Based on these favorable results, the QSAR model was applied to estimate IL cytotoxicities in order to screen com. available compounds with comparatively low toxicities. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Related Products of 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Related Products of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Theoretical estimation of the sublimation enthalpy of azoles was written by Baraboshkin, N. M.;Stratulat, A.-M.;Pivina, T. S.. And the article was included in Russian Chemical Bulletin in 2021.Name: 1-Methyl-4-nitroimidazole This article mentions the following:

The crystal structures of number of azoles were modeled using the quantum chem. and Atom-Atom potential methods. The crystal packing was carried out by the local minimization of the crystal structure in the exptl. space group, for which purpose the energy of the crystalline lattice was described by a set of van der Waals interactions in the form of the Buckingham 6-exp potential and Coulomb electrostatic interactions. The enthalpies of sublimation of the calculated and exptl. crystals are satisfactorily consistent. The prediction for the compounds with earlier unknown enthalpies of sublimation was performed on the basis of the obtained data. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Name: 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Name: 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Efficient synthesis of nucleoside 5′-triphosphates and their β,γ-bridging oxygen-modified analogs from nucleoside 5′-phosphates was written by Sun, Qi;Gong, Shanshan;Sun, Jian;Wang, Chengjun;Liu, Si;Liu, Guodong;Ma, Cha. And the article was included in Tetrahedron Letters in 2014.Formula: C4H7ClN2 This article mentions the following:

Thirteen nucleoside 5′-triphosphates (NTPs) and their β,γ-bridging oxygen-modified analogs (β,γ-CX₂-NTPs, X = H, F, Cl, and Br) have been efficiently synthesized from nucleoside 5′-phosphoropiperidates with 4,5-dicyanoimidazole as the activator. A high-yielding and chromatog.-free protocol for the preparation of both natural and base-modified nucleoside 5′-phosphoropiperidates from the corresponding nucleoside 5′-phosphates was also developed. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Formula: C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Using Methanol as a Formaldehyde Surrogate for Sustainable Synthesis of N-Heterocycles via Manganese-Catalyzed Dehydrogenative Cyclization was written by Shao, Zhihui;Yuan, Shanshan;Li, Yibiao;Liu, Qiang. And the article was included in Chinese Journal of Chemistry in 2022.Quality Control of 1-Methylbenzimidazole This article mentions the following:

A novel manganese-catalyzed dehydrogenative cyclization of methanol as a formaldehyde surrogate with a variety of dinucleophiles for facile synthesis of N-heterocycles was reported. The in-situ generated formaldehyde via catalytic methanol dehydrogenation can be selectively trapped by diverse dinucleophiles to avoid several possible side reactions. The utility of this transformation was further highlighted by its successful application to the synthesis of ¹³C-labeled N-heterocycles using ¹³CH₃OH as a readily accessible ¹³C-isotope reagent. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Quality Control of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Quality Control of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Interactions in aqueous solutions of imidazolium chloride ionic liquids [C_nmim][Cl] (n=0, 1, 2, 4, 6, 8) from volumetric properties, viscosity B-coefficients and molecular dynamics simulations was written by Tomas, Renato;Tot, Aleksandar;Kuhar, Jure;Bester-Rogac, Marija. And the article was included in Journal of Molecular Liquids in 2018.Product Details of 35487-17-3 This article mentions the following:

In this work a systematic study of aqueous diluted solutions (~0.005 < m/mol/kg < ~0.1) of six imidazolium based ionic liquids (IL) [C_nmim][Cl] with different alkyl chain lengths (n=0, 1, 2, 4, 6, 8) was carried out. Densities and viscosities were measured as a function of IL concentration in the temperature range between 278.15K and 313.15K in steps of 5K. From exptl. data, apparent molar volumes, standard partial molar volumes, and viscosity B-coefficients of ILs were derived. The effect of the alkyl chain length on the estimated properties was discussed in terms of ion-ion and ion-solvent interactions. It turned out that the studied cations with longer alkyl side chain (n=4, 6, 8) can be regarded as structure makers; cations with shortest side chain (n=0, 1) as structure breakers, whereas [C₂mim]⁺ can be considered as a border line ion. In order to obtain more information about interactions and influence of studied ILs on water structure, computational simulations were performed. For this purpose, DFT calculations using B3LYP-D3 functional and mol. dynamic simulations with OPLS 2005 force field, were applied. Obtained results show that the increase in length of alkyl substituent in imidazolium ring leads to weakening of interactions with water mols. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Product Details of 35487-17-3).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Product Details of 35487-17-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and Surface Properties of Novel Gemini Imidazolium Surfactants was written by Wang, Liyan;Liu, Jia;Huo, Shichao;Deng, Qigang;Yan, Tie;Ding, Limin;Zhang, Chao;Meng, Lingwei;Lu, Qiangna. And the article was included in Journal of Surfactants and Detergents in 2014.Electric Literature of C11H20N2 This article mentions the following:

Five new Gemini imidazolium surfactants were synthesized from imidazole and 1-bromoalkane (C₈, C₁₀, C₁₂, C₁₄, C₁₆) to get 1-alkylimidazole, which was further reacted with 1,3-dichloropropan-2-ol to form the surfactant mol., 1,1′-(propane-1,3-diyl-2-ol) bis(3-alkyl-1H-imidazol-3-ium) chloride. The structures of the five new surfactants and intermediates were characterized by ¹H-NMR, ¹³C-NMR and IR spectra. Thermal properties of the five new surfactants were studied with thermogravimetric anal. and differential scanning calorimetry, the five new surfactants showed a transition from a crystalline phase to a thermotropic liquid-crystalline phase at around ca. 100 °C, which transformed to an isotropic liquid phase at around ca. 165 °C. The five new surfactants critical micelle concentrations (CMC) in the aqueous solutions were determined by surface tension and elec. conductivity methods. The surface tension measurements provided a series of parameters, including critical micelle concentration (CMC), surface tension at the CMC (γ_CMC), adsorption efficiency (pC₂₀), and effectiveness of surface tension reduction (π_CMC). In addition, with application of the Gibbs adsorption isotherm, maximum surface excess concentration (Γ_max) and min. surface area/mol. (A_min) at the air-water interface were obtained. The parameters β (degree of counterion binding to micelles), ΔG^θ_ads (Gibbs free energy of adsorption), and ΔG^θ_mic (Gibbs free energy change of micellization) were also derived. The results indicated that the five new Gemini surfactants exhibited very low CMC and a good efficiency in lowering the surface tension of water. The foamability and foam stability of the five new surfactants were also examined at different CMC. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Electric Literature of C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Electric Literature of C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem