Imidazoles-derivatives

One-pot synthesis of ionic liquid functionalized SBA-15 mesoporous silicas was written by Liu, Yong;Peng, Jiajian;Zhai, Shangru;Yu, Ningya;Li, Meijiang;Mao, Jianjiang;Qiu, Huayu;Jiang, Jianxiong;Lai, Guoqiao. And the article was included in Studies in Surface Science and Catalysis in 2007.Product Details of 79917-89-8 This article mentions the following:

1-Methyl-3-n-propyl-imidazolium chloride (MPImCl) and N-propylpyridinium chloride (PPyCl) ionic liquid functionalized SBA-15 mesoporous materials were successfully synthesized through the co-condensation of tetraethoxysilane (TEOS) with 1-methyl-3-(triethoxysilylpropyl)imidazolium chloride (MTESPImCl) and 3-(triethoxysilylpropyl)-pyridinium chloride (TESPPyCl) using EO₂₀PO₇₀EO₂₀ (Pluronic P123) as surfactant. These organic-inorganic hybrid materials may have potential applications in heterogeneous catalysis reactions. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Product Details of 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Product Details of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New molecular hybrids containing benzimidazole, thiazolidine-2,4-dione and 1,2,4-oxadiazole as EGFR directing cytotoxic agents was written by Venu, kudapa;Saritha, B.;Sailaja, B. B. V.. And the article was included in Tetrahedron in 2022.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Herein, some new mol. hybrids having benzimidazole, thiazolidine-2,4-dione and 1,2,4-oxadiazole scaffolds I (Ar = Ph, 3,5-dibromophenyl, 4-pyridyl, etc.) were synthesized from the com. available 1-methyl-1H-benzo[d]imidazole-2-carbaldehyde using two key methodologies such as Knoevenagel condensation and Vilsmeier reagent mediated one-pot synthesis. Further, all the compounds in their μM concentration were screened for their in vitro cytotoxic activity against three human cancer cell lines which includes MCF-7, A-549 and HepG2. Among all, the compound I (Ar = 3,5-dicyanophenyl) exhibited superior activity against all the cell lines as compared to standard drug erlotinib. Besides, the compounds I (Ar = 4-methoxyphenyl, 3,5-dimethoxyphenyl, 4-cyanophenyl) showed superior activity against MCF-7 and most promising activity against A-549 and HepG2 when compared with the pos. control. As well, the tyrosine kinase EGFR inhibitory activity for the potent compounds I (Ar = 4-methoxyphenyl, 3,5-dimethoxyphenyl, 4-cyanophenyl, 3,5-dicyanophenyl), revealed that the compounds I (Ar = 3,5-dimethoxyphenyl, 3,5-dicyanophenyl) displayed nearly double potency as compared to the erlotinib drug. The mol. docking studies of active compounds I (Ar = 4-methoxyphenyl, 3,5-dimethoxyphenyl, 4-cyanophenyl, 3,5-dicyanophenyl) on EGFR target were also conducted and the results were found to be covenant with the corresponding IC₅₀ values. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

5-Hydroxymethylfurfural Synthesis in Nonaqueous Two-Phase Systems (NTPS)-PC-SAFT Predictions and Validation was written by Knierbein, Michael;Voges, Matthias;Held, Christoph. And the article was included in Organic Process Research & Development in 2020.COA of Formula: C4H7ClN2 This article mentions the following:

The condensation reaction of fructose to 5-hydroxymethylfurfural (HMF) is acid-catalyzed, and it suffers from thermodn. limitation of the conversion, poor kinetics as well as consecutive reactions such as formation of humins from HMF. Different approaches exist to overcome these limitations. In this work, the combination of a non-aqueous solvent and a suitable extraction system is presented that ensures high reaction selectivity at full conversion, fast kinetics, and high partition selectivity of product HMF over reactant fructose, keeping the temperature as low as 70°C. In a first step of the work, the equation of state PC-SAFT was used to predict solvent effects on the reaction equilibrium of homoge-nous reaction systems. It was found that the two hydrophilic ILs [BMIM]Cl and [MIM]Cl shifted the reaction equilibrium to the product side by factors of 230 and 40, resp., compared to the reaction in water. The predictions were verified by exptl. data, which showed full conversion of fructose to HMF within less than 20 (60) minutes for the reaction in [MIM]Cl ([BMIM]Cl) with high selectivity of up to 80%. Even more, the reaction in [MIM]Cl solvent did not require adding catalyst due to the acidic character of this IL. In a second step of this work, an in-situ extraction of HMF was performed using a non-aqueous two-phase reaction system NTPS that was designed with PC-SAFT. The NTPS contains the reaction phase (either [BMIM]Cl or [MIM]Cl) and the extraction agent, i.e. one of the ketones MEK, MIBK, or Et acetate. These IL+organic solvent NTPSs were analyzed and evaluated towards fructose conversion and partitioning of fructose and of HMF. PC-SAFT predicted that among all systems studied in this work, the NTPS IL+MEK was most promising for the reaction of fructose to HMF and the in-situ removal of HMF from fructose. Exptl. results could validate the PC-SAFT predictions; i.e., IL+MEK NTPSs allowed efficient conversion of fructose to HMF and partition selectivity of HMF over fructose of about 100%. This new NTPS does not require addnl. catalyst due to the acidity of [MIM]Cl; it allows high reaction selectivity of 87% at 20 min and 93% conversion, and it moreover provides high separation efficiency. In sum, these results open the door for further developments of in-situ extraction systems in the future for efficient and fast fructose conversion and HMF separation from the reacting phase keeping temperature as low as possible. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3COA of Formula: 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.COA of Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Perfluoroalkyltricyanoborate and Perfluoroalkylcyanofluoroborate Anions: Building Blocks for Low-Viscosity Ionic Liquids was written by Landmann, Johannes;Sprenger, Jan A. P.;Hennig, Philipp T.;Bertermann, Ruediger;Gruene, Matthias;Wuerthner, Frank;Ignat’ev, Nikolai V.;Finze, Maik. And the article was included in Chemistry – A European Journal in 2018.Name: 1-ethyl-2,3-dimethylimidazolium chloride This article mentions the following:

The K perfluoroalkyltricyanoborates K[C_nF_2 n+1B(CN)₃] [n =1 (1d), 2 (2d)] and the K mono(perfluoroalkyl)cyanofluoroborates K[C_nF_2 n+1BF(CN)₂] [n =1 (1c), 2 (2c)] and [C_nF_2 n+1BF₂(CN)]^– [n =1 (1b), 2 (2b), 3 (3b), 4 (4b)] are accessible with perfect selectivities on multi-gram scales starting from K[C_nF_2 n+1BF₃] and Me₃SiCN. The K⁺ salts are starting materials for the preparation of salts with organic cations, for example, [EMIm]⁺ (EMIm=1-ethyl-3-methylimidazolium). These [EMIm]⁺ salts are hydrophobic room-temperature ionic liquids (RTILs) that are thermally, chem. and electrochem. very robust, offering electrochem. windows ≤5.8 V. The RTILs described herein, exhibit very low viscosities with a min. of 14.0 mPa s at 20° for [EMIm]1c, low m.ps. down to -57° for [EMIm]2b and extraordinary high conductivities ≤17.6 mS/cm at 20° for [EMIm]1 c. The combination of these properties makes these ILs promising materials for electrochem. devices as exemplified by the application of selected RTILs as component of electrolytes in dye-sensitized solar cells (DSSCs, Graetzel cells). The efficiency of the DSSCs was found to increase with a decreasing viscosity of the neat ionic liquid In addition to the spectroscopic characterization, single crystals of the K salts of the anions 1b-d, 2d, 3b and 4c as well as of [nBu₄N]2 c have been studied by x-ray diffraction. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Name: 1-ethyl-2,3-dimethylimidazolium chloride).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) 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 This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Name: 1-ethyl-2,3-dimethylimidazolium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of Ionic Liquids Containing Tricyanomethanide [C(CN)₃]^– or Tetracyanoborate [B(CN)₄]^– Anions in Dye-Sensitized Solar Cells was written by Marszalek, Magdalena;Fei, Zhaofu;Zhu, Dun-Ru;Scopelliti, Rosario;Dyson, Paul J.;Zakeeruddin, Shaik Mohammed;Gratzel, Michael. And the article was included in Inorganic Chemistry in 2011.Recommanded Product: 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

Novel ionic liquids composed of imidazolium, pyridinium, pyrrolidinium, and NH₄⁺ cations with tricyanomethanide or tetracyanoborate anions were prepared The ionic liquids were characterized by NMR and IR spectroscopy and ESI-mass spectrometry, and their phys. properties were studied. Solid state structures of the N-propyl-N-methylpyrrolidinium and triethylpropylammonium tetracyanoborate salts were obtained by single crystal x-ray diffraction. The salts that are liquid at room temperature were evaluated as electrolyte additives in dye-sensitized solar cells, giving rise to efficiencies 7.35 and 7.85% under 100 and 10% Sun, resp., in combination with the standard Z907 dye. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Recommanded Product: 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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 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.Recommanded Product: 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lithium cation conducting TDI anion-based ionic liquids was written by Niedzicki, Leszek;Karpierz, Ewelina;Zawadzki, Maciej;Dranka, Maciej;Kasprzyk, Marta;Zalewska, Aldona;Marcinek, Marek;Zachara, Janusz;Domanska, Urszula;Wieczorek, Wladyslaw. And the article was included in Physical Chemistry Chemical Physics in 2014.Recommanded Product: 79917-89-8 This article mentions the following:

We present the synthesis route and electrochem. properties of new class of ionic liquids (ILs) obtained from lithium derivate TDI (4,5-dicyano-2-(trifluoromethyl)imidazolium) anion. ILs synthesized by us were EMImTDI, PMImTDI and BMImTDI, i.e. TDI anion with 1-alkyl-3-methylimidazolium cations, where alkyl meant Et, Pr and Bu groups. TDI anion contains fewer fluorine atoms than LiPF₆ and thanks to C-F instead of P-F bond, they are less prone to emit fluorine or hydrogen fluoride due to the rise in temperature Use of IL results in non-flammability, which is making such electrolyte even safer for both application and environment. The thermal stability of synthesized compounds was tested by DSC and TGA and no signal of decomposition was observed up to 250 °C. The LiTDI salt was added to ILs to form complete electrolytes. The structures of tailored ILs with lithium salt were confirmed by X-ray diffraction patterns. The electrolytes showed excellent properties regarding their ionic conductivity (over 3 mS cm^-1 at room temperature after lithium salt addition), lithium cation transference number (over 0.1), low viscosity and broad electrochem. stability window. The ionic conductivity and viscosity measurements of pure ILs are reported for reference In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Recommanded Product: 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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 This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Polarographic and electrochemical studies of some aromatic and heterocyclic nitro compounds. Part III: Electroreduction of mono- and dinitropyrazoles and -imidazoles was written by Dumanovic, D.;Jovanovic, J.;Suznjevic, D.;Erceg, M.;Zuman, P.. And the article was included in Electroanalysis in 1992.Electric Literature of C4H5N3O2 This article mentions the following:

The reduction of mono- and dinitropyrazoles and of nitroimidazoles follows the general pattern of reduction of aromatic nitro compounds: the nitro group is reduced in a 4-electron step to a hydroxylamino group and the protonated form of the hydroxylamino group is – in the lower pH range – further reduced to an amine. This reduction differs from that of nitrobenzenes in participation of a 2nd hydrogen ion probably involved in protonation of the heterocyclic ring. This 2nd proton is for nitroimidazoles transferred before the uptake of the 1st electron, for nitropyrazoles probably after this uptake. The transfer of the 2nd electron is the potential determining step. The 2 sequences are H⁺, H⁺, e, H⁺, e, 2e, H⁺ and H⁺, e, H⁺, H⁺, e, 2e, H⁺, resp. For nitropyrazoles and nitroimidazoles without an alkyl substituent on the ring N, the reduction process is further complicated by the dissociation of the NH-group in the heterocyclic ring. For 1-alkyl-5-nitroimidazoles, for 4(5)-nitroimidazole and for N-unsubstituted-4- and 3(5)-nitropyrazoles (but not for 2-nitroimidazoles, 1-alkyl-4-nitroimidazoles and 1-alkylnitropyrazoles) the hydroxylamino derivative formed in the 1st 4-electron step undergoes a base catalyzed dehydration yielding a quinone-like ketimine. Easy reduction of this species results in alk. solutions in a limiting current which is significantly higher than corresponds to a 4-electron and limits to a 6-electron reduction Such dehydration reactions occur considerably faster for dihydroxylamino derivatives formed in the reduction of dinitropyrazoles resulting in 2 waves with total transfer of up to 12 electrons. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Electric Literature of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Electric Literature of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Promising antiproliferative platinum(II) complexes based on imidazole moiety: synthesis, evaluation in HCT-116 cancer cell line and interaction with Ctr-1 Met-rich domain was written by Ferri, Nicola;Facchetti, Giorgio;Pellegrino, Sara;Ricci, Chiara;Curigliano, Giuseppe;Pini, Elena;Rimoldi, Isabella. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Product Details of 22600-77-7 This article mentions the following:

A series of imidazole based platinum(II) complexes (I–IV) were synthesized and evaluated for their cytotoxicity in HCT-116 cancer cell line, known for being partially resistant to cisplatin but sensitive to oxaliplatin. Lipophilicity was modulated by introducing differently long saturated and unsaturated chains at the N1 of the imidazole moiety. Pt-I displayed the higher cytotoxic effect achieving a IC₅₀ = 38.0 ± 14.1 μM, comparable to the oxaliplatin value. The interaction between the imidazole platinum(II) complexes and the octapeptide called Mets7, the methionine-rich motif mimicking the N-terminal domain of the yCtr-1, was evaluated in order to have a major insight of the uptake and the eventual resistance mechanisms for the so-synthesized novel platinum compounds In the experiment, the researchers used many compounds, for example, (1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7Product Details of 22600-77-7).

(1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7) 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 22600-77-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lignin Conversion Using Catalytic Ionic Liquids: Understanding the Role of Cations, Anions, and Hammett Acidity Functions was written by Singh, Sandip K.;Dhepe, Paresh L.. And the article was included in Industrial & Engineering Chemistry Research in 2019.Application of 1632-83-3 This article mentions the following:

Because it is undisputable that lignin depolymerization is a must to make the biorefinery concept economically feasible, several efforts are put toward it; however, a lot of catalyst designing is required to achieve efficient depolymerization activities. In this work, we show a systematic approach in the synthesis and characterization of ionic liquids (ILs) with varying combinations of cations (imidazole, benzimidazole, phosphonium, and ammonium) and anions (HSO₄, PTS (p-toluenesulfonate), Cl, H₂PO₄, SnCl₃, FeCl₄, and CuCl₃) for the depolymerization of lignin into low-mol. weight aromatic fractions (<220 g/mol) under mild reaction conditions (120 °C, 1 h, ambient pressure). In a methodical approach, effects of various reaction parameters such as temperature (70-170 °C), time (15-360 min), pressure (N₂, 0.5-3 MPa), solvents and substrate, and so forth were studied to achieve best activity. Among all the catalysts, IL with the imidazolium cation and HSO₄ as the anion showed best activity (78% yield). Subsequent to depolymerization, three aromatic monomers (5 wt % pure vanillin) were isolated using flash column chromatog. These aromatic monomers were characterized using gas chromatog. (GC), GC-mass spectrometry, and NMR techniques for their purity. Hammett acidity functions (H₀) of ILs were measured using UV-vis photo-spectroscopy, and values are correlated with lignin depolymerization results. Lignin and tetrahydrofuran-soluble products were thoroughly characterized using assorted physicochem. techniques such as NMR (¹H and ¹³C), gel permittivity chromatog., thermogravimetric anal., and so forth. The catalyst was recycled up to six runs and showed similar results in consecutive reactions. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application of 1632-83-3).

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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cobalt(II) containing liquid metal salts for electrodeposition of cobalt and electrochemical nanoparticle formation was written by Sniekers, Jeroen;Geysens, Pieter;Malaquias, Joao C.;Vander Hoogerstraete, Tom;Van Meervelt, Luc;Fransaer, Jan;Binnemans, Koen. And the article was included in Dalton Transactions in 2017.Formula: C11H20N2 This article mentions the following:

Cobalt(II)-containing liquid metal salts (LMS) with N-alkylimidazole ligands and bis(trifluoromethanesulfonyl)imide (bistriflimide, Tf₂N^–) or methanesulfonate (mesylate, OMs^–) anions were synthesized and characterized. The chain length of the alkyl side chain on the imidazole ligand was varied. All compounds were characterized using CHN anal., DSC and FTIR measurements. Single-crystal x-ray diffraction measurements were performed on six of the compounds for which single crystals of good quality could be obtained. All cobalt(II) centers are six-coordinate with the N-alkylimidazole ligands in an octahedral configuration and the anions are non-coordinating. The same coordination environment was observed by EXAFS measurements on cobalt(II) liquid metal salts in the liquid state. The electrochem. properties of the compounds with the lowest melting temperatures were studied using cyclic voltammetry. Part of the current was consumed in the electrodeposition of cobalt, whereas the other part of the current was consumed in the electrochem. formation of cobalt(0) nanoparticles. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Formula: C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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).Formula: C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem