Category: imidazoles-derivatives

Catalytic activity of styrene/divinylbenzene copolymeric support immobilized with imidazolium ionic liquids in disproportionation of trichlorosilane was written by Petukhov, A. N.;Vorotyntsev, A. V.;Razov, E. N.;Nyuchev, A.;Makarov, D. A.;Vorotyntsev, V. M.. And the article was included in Journal of Physics: Conference Series in 2018.Formula: C4H7ClN2 This article mentions the following:

For the first time, imidazolium chloride-based ionic liquids (namely 1-methylimidazolium chloride and 1-butyl-3-methylimidazolium chloride) immobilized into macroporous styrene-divinylbenzene copolymer support (5-25 weight% of ionic liquid) were studied as catalysts for trichlorosilane disproportionation in the gas phase in the 293 – 393 K temperature range. In the case of the catalyst containing 15 weight% of the ionic liquid the apparent energy of activation was found to be 67.44 K and the reaction rate constant was found to be 0.2 s^-1 at 393 K. This catalyst was found to be stable up to 408 K, further heating leads to thermal decomposition of the polymer matrix with chloroform as main gas product. The catalytic activity of the catalyst showed to be stable after 3 mo at 393 K. 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. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. 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).Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lanthanoid-Based Ionic Liquids Incorporating the Dicyanonitrosomethanide Anion was written by Chesman, Anthony S. R.;Yang, Mei;Spiccia, Nicolas D.;Deacon, Glen B.;Batten, Stuart R.;Mudring, Anja-Verena. And the article was included in Chemistry – A European Journal in 2012.Reference of 92507-97-6 This article mentions the following:

A series of low-melting-point salts with hexakisdicyanonitrosomethanidolanthanoidate anions has been synthesized and characterized: (C₂mim)₃[Ln(dcnm)₆] (1 Ln; 1 Ln=1 La, 1 Ce, 1 Pr, 1 Nd), (C₂C₁mim)₃[Pr(dcnm)₆] (2 Pr), (C₄C₁pyr)₃[Ce(dcnm)₆] (3 Ce), (N₁₁₁₄)₃[Ln(dcnm)₆] (4 Ln; 4 Ln=4 La, 4 Ce, 4 Pr, 4 Nd, 4 Sm, 4 Gd), and (N_1112OH)₃[Ce(dcnm)₆] (5 Ce) (C₂mim=1-ethyl-3-methylimidazolium, C₂C₁mim=1-ethyl-2,3-dimethylimidazolium, C₄C₁py=N-butyl-4-methylpyridinium, N₁₁₁₄=butyltrimethylammonium, N_1112OH=2-(hydroxyethyl)trimethylammonium=choline). X-ray crystallog. was used to determine the structures of complexes 1 La, 2 Pr, and 5 Ce, all of which contain [Ln(dcnm)₆]^3- ions. Complexes 1 Ln and 2 Pr were all ionic liquids (ILs), with complex 3 Ce melting at 38.1 °C, the lowest m.p. of any known complex containing the [Ln(dcnm)₆]^3- trianion. The ammonium-based cations proved to be less suitable for forming ILs, with complexes 4 Sm and 4 Gd being the only salts with the N₁₁₁₄ cation to have m.ps. below 100 °C. The choline-containing complex 5 Ce did not melt up to 160 °C, with the increase in m.p. possibly being due to extensive hydrogen bonding, which could be inferred from the crystal structure of the complex. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Reference of 92507-97-6).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Reference of 92507-97-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The preparation and properties of partially protected 4-amino-1-methylimidazole-2-carboxylic acids to be used as intermediates in the synthesis of analogs of distamycin A was written by Grehn, Leif;Ding, Lu;Ragnarsson, Ulf. And the article was included in Acta Chemica Scandinavica in 1990.Name: Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

Partially protected 4-amino-1-methylimidazole-2-carboxylic acid derivatives I (R = H, R¹ = Et; R = CO₂CMe₃, R¹ = H, CH₂Ph; R = CHO, R¹ = H) have been prepared by a convenient route from the nitro analog. I should serve as suitable precursors for the synthesis of oligoamides related to distamycin A. In addition, several intermediates and side-products have been characterized. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Name: Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Name: Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Fine tuning Exo2, a small molecule inhibitor of secretion and retrograde trafficking pathways in mammalian cells was written by Guetzoyan, Lucie J.;Spooner, Robert A.;Boal, Frederic;Stephens, David J.;Lord, J. Michael;Roberts, Lynne M.;Clarkson, Guy J.. And the article was included in Molecular BioSystems in 2010.Product Details of 58442-17-4 This article mentions the following:

The small mol. 4-hydroxy-3-methoxybenzaldehyde (5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl)hydrazone (Exo2) stimulates morphol. changes at the mammalian Golgi and trans-Golgi network that are virtually indistinguishable from those induced by brefeldin A. Both brefeldin A and Exo2 protect cells from intoxication by Shiga(-like) toxins by acting on other targets that operate at the early endosome, but do so at the cost of high toxicity to target cells. The advantage of Exo2 is that it is much more amenable to chem. modification and here we report a range of Exo2 analogs produced by modifying the tetrahydrobenzothienopyrimidine core, the vanillin moiety and the hydrazone bond that links these two. These compounds were examined for the morphol. changes they stimulated at the Golgi stack, the trans-Golgi network and the transferrin receptor-pos. early endosomes and this activity correlated with their inherent toxicity towards the protein manufacturing ability of the cell and their protective effect against toxin challenge. We have developed derivatives that can sep. organelle morphol., target specificity, innate toxicity and toxin protection. Our results provide unique compounds with low toxicity and enhanced specificity to unpick the complexity of membrane trafficking networks. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4Product Details of 58442-17-4).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) 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 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 58442-17-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Surface structures of binary mixture of ionic liquids was written by Nakajima, Kaoru;Nakanishi, Shunto;Lisal, Martin;Kimura, Kenji. And the article was included in Journal of Molecular Liquids in 2017.Synthetic Route of C18H31F6N3O4S2 This article mentions the following:

Surfaces of 11 equimolar mixtures of ionic liquids (ILs) consisting of 1-alkyl-3-methylimidazolium cations (from [C₂C₁Im] to [C₁₂C₁Im]) with anions (Cl, [BF₄], [TfO], [PF₆], [Tf₂N]) were observed using high-resolution Rutherford backscattering spectroscopy (HRBS). The elemental depth profiles of these IL mixtures were derived from the observed HRBS spectra through spectrum modeling. By comparing the observed depth profiles with those of pure ILs, the surface mole fractions of constituent ILs were estimated We found a general tendency that larger IL is enriched at the surface. The observed surface enrichment can be reasonably well reproduced by a simple thermodn. calculation based on the Sprow-Prausnitz equation. A slight deviation from the calculated result was ascribed to the nonideal behavior of the IL mixtures, which was neglected in the calculation In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Synthetic Route of C18H31F6N3O4S2).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) 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.Synthetic Route of C18H31F6N3O4S2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Pathways of the Chemical Reaction of Carbon Dioxide with Ionic Liquids and Amines in Ionic Liquid Solution was written by Kortunov, Pavel V.;Baugh, Lisa Saunders;Siskin, Michael. And the article was included in Energy & Fuels in 2015.Synthetic Route of C4H7ClN2 This article mentions the following:

This paper focuses specifically on certain ionic liquids that are capable of acting as chemisorbents for CO₂ at ambient pressure and temperature This low-pressure approach based on chem. reactivity is more effective than traditional phys. absorption/solubility approaches for CO₂ capture in ionic liquids for higher pressure carbon capture. We describe a class of imidazolium ionic liquids bearing a relatively acidic hydrogen atom at C-2, which upon initial abstraction develops a nucleophilic carbon atom that is carboxylated by CO₂. Basicity of the anion plays a role in the ability to remove the acidic hydrogen to generate the nucleophilic carbon. The yield of carboxylated ionic liquid is not affected by non-aqueous co-solvents but changes as a function of the CO₂ partial pressure, solution temperature, and presence of H₂O in solution CO₂ chemisorption by ionic liquids is particularly efficient in the presence of a non-nucleophilic nitrogenous base that serves to promote ionic liquid carboxylation and stabilize the carboxylic acid product as a salt. Selected ionic liquids are able to stabilize the formation of amine carbamic acids in the ionic liquid solution In this case, each amine captures up to 1 CO₂ mol., which is beneficial for the overall CO₂ capacity in the solution Carboxylation of the ionic liquids themselves is lower because the basic anion of the ionic liquid also stabilizes N-carboxylated products. In-situ ¹³C and ¹H NMR spectroscopy using a built-in micro reactor was used to provide real-time insights on CO₂-ionic liquid and CO₂-amine reaction pathways and product speciation under various conditions. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Synthetic Route of C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Synthetic Route of C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Determination of the preferred tautomeric form of 4-nitrohistidine was written by Pedoroso, Enrique;Grandas, Anna;Dolors Ludevid, Maria;Giralt, Ernest. And the article was included in Journal of Heterocyclic Chemistry in 1986.Application In Synthesis of 1-Methyl-4-nitroimidazole This article mentions the following:

N^α-Acetyl-4-nitrohistidine Me ester (I) was methylated with CH₂N₂ to give 33% N³-Me derivative II, whereas I was methylated with MeI/KOH in MeOH to give a mixture of 17% II and 11% N¹-Me derivative III. Spectrophotometric pKa determinations of II and III were used to determine the position of the tautomeric equilibrium of I. The N¹-H tautomer is the predominant form with an equilibrium constant K_T of 48. This is supported by the ¹H and ¹³C NMR chem. shifts of the imidazole ring atoms and their changes from neutral to acidic media. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Application In Synthesis of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Application In Synthesis of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A new approach to sepiolite dispersion by treatment with ionic liquids was written by de Lima, Juliana A.;Camilo, Fernanda F.;Faez, Roselena;Cruz, Sandra A.. And the article was included in Applied Clay Science in 2017.Safety of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

The possibility of sepiolite disaggregation is a challenge to enhance significantly its performance and extend its application. In this direction, this work introduces the treatment of sepiolite (Sep) with three different ionic liquid (IL). The used ionic liquids were 1-methyl-3-butylimidazolium bis(trifluoromethanesulfonyl) imide (BMImTf₂N), 1-methyl-3-octylimidazolium bis(trifluoromethanesulfonyl) imide (OMImTf₂N) and 1-methyl-3- dodecylimidazolium bis(trifluoromethanesulfonyl) imide (DMImTf₂N). The influence on structural, thermal properties and morphol. in Sep treated with IL were evaluated using Fourier transform IR (FTIR) spectroscopy, X-ray diffraction (XRD), thermogravimetric anal. (TG), field emission SEM (FESEM), transmission electron microscopy (TEM), N₂ sorption measurements, ²⁹Si NMR (²⁹Si NMR) and zeta potential. Sepiolite structure was preserved for all the samples treated with ionic liquids FTIR and XRD results show that BMImTf₂N substitutes water mols. coordinated to Mg⁺² more efficiently. Thermogravimetric anal. indicated that the interaction between Sep and IL delayed the release of water. From these data, it was also possible to confirm the presence of 5 mass% of IL in all samples. FESEM and TEM images demonstrated more disaggregated Sep fibers with IL, especially the samples treated with BMImTf₂N. This fact is attributed to the immobilization of ionic liquid on Sep tunnels, which is coherent with ²⁹Si NMR analyses. The potential applications of these modified sepiolites are as reinforcing agent for polymers, template for nanostructured materials and support for catalysts. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Safety of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. 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).Safety of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Metalloporphyrin and Ionic Liquid-Functionalized Covalent Organic Frameworks for Catalytic CO₂ Cycloaddition via Visible-Light-Induced Photothermal Conversion was written by Ding, Luo-Gang;Yao, Bing-Jian;Wu, Wen-Xiu;Yu, Zhi-Gao;Wang, Xiao-Yu;Kan, Jing-Lan;Dong, Yu-Bin. And the article was included in Inorganic Chemistry in 2021.Application In Synthesis of 1-Methylbenzimidazole This article mentions the following:

We report the construction of a porphyrin and imidazolium-ionic liquid (IL)-decorated and quinoline-linked covalent organic framework (COF, abbreviated as COF-P1-1) via a three-component one-pot Povarov reaction. After post-synthetic metalization of COF-P1-1 with Co(II) ions, the metalized COF-PI-2 is generated. COF-PI-2 is chem. stable and displays highly selective CO₂ adsorption and good visible-light-induced photothermal conversion ability (ΔT = 26°). Furthermore, the coexistence of Co(II)-porphyrin and imidazolium-IL within COF-PI-2 has guaranteed its highly efficient activity for CO₂ cycloaddition Of note, the needed thermal energy for the reactions is derived from the photothermal conversion of the Co(II)-porphyrin COF upon visible-light irradiation More importantly, the CO₂ cycloaddition herein is a “window ledge” reaction, and it can proceed smoothly upon natural sunlight irradiation In addition, a scaled-up CO₂ cycloaddition can be readily achieved using a COF-PI-2@chitosan aerogel-based fixed-bed model reactor. Our research provides a new avenue for COF-based greenhouse gas disposal in an eco-friendly and energy- and source-saving way. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application In Synthesis of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) 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. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Application In Synthesis of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ionic liquid surfactants as multitasking micellar catalysts for epoxidations in water was written by Schmidt, Fabian;Zehner, Bastian;Korth, Wolfgang;Jess, Andreas;Cokoja, Mirza. And the article was included in Catalysis Science & Technology in 2020.Product Details of 21252-69-7 This article mentions the following:

We present a single-component catalyst system for the epoxidation of hydrophobic olefins in aqueous solution The aggregation of surface-active 1-alkyl-3-methylimidazolium ionic liquids (IL) containing the catalytically active tungstate dianion leads to micelles, which solubilise apolar olefins in aqueous media. The micellization of tungstate allows for the epoxidation of cyclooctene and other olefins in water, using environmentally benign hydrogen peroxide as oxidant. The structural characterization of the micelles under catalysis conditions as well as the substrate uptake have been studied by cryo-TEM. ¹⁸³W-NMR studies revealed that the catalytically active species is a tetraperoxotungstate complex. The addition of organophosphonic acids results in a significant boost of the catalytic activity by formation of a tungstate-phosphonate adduct, investigated using electrospray ionization mass spectrometry (ESI-MS). The versatile functionalisability of the imidazolium cation enables a covalent linkage of a phosphonate group, which is further increasing the catalytic activity. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Product Details of 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Product Details of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem