Imidazoles-derivatives

An alternative approach to the synthesis of lexitropsins was written by Ryabinin, V. A.;Sinyakov, A. N.. And the article was included in Bioorganicheskaya Khimiya in 1998.Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

An alternative approach to the synthesis of lexitropsins, e.g. I (Tr = CPh₃, n = 1 – 4), based on the elongation of an oligocarboxamide chain from the N-terminus of a mol. is discussed. This method was applied to the preparation of lexitropsins containing 1-methylpyrrole-2-carboxamide, 1-methylimidazole-2-carboxamide, and 1,3-thiazole-4-carboxamide monomer units. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Quality Control of 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. 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 Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Polysulfone-ionic liquid based membranes for CO₂/N₂ separation with tunable porous surface features was written by Lu, Soon-Chien;Khan, Asim Laeeq;Vankelecom, Ivo F. J.. And the article was included in Journal of Membrane Science in 2016.Reference of 404001-48-5 This article mentions the following:

A surprisingly simple, yet effective blending method for ionic liquids (ILs) and polysulfone (PSf) is presented in this paper. Not only is the IL properly immobilized in the polymer matrix, which is crucial in high-pressure gas separation applications, but this method also produces tunable porous surfaced membranes that can be useful in several other applications. The size and distribution of the pores are dependent on the type and amount of IL incorporated into the PSf. A membrane formation mechanism is proposed to explain the presence of such a regular surface pore structure. Several com. available ILs were tested to examine their compatibility with the polymer, and the CO₂/N₂ gas separation performance of the resulting membrane was screened. ATR-FTIR spectroscopy, FTIR microscopy, and SEM imaging were also employed to shed light on the observed membrane structures. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Reference of 404001-48-5).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Reference of 404001-48-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Development and in vitro evaluation of solid dispersions of Candesartan cilexetil was written by Kumar, Uppuluru Ashok;Suresh, Gande. And the article was included in Asian Journal of Pharmaceutical and Clinical Research in 2019.Quality Control of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate This article mentions the following:

The main objective of the present study is the systematic development of solid dispersions of Candesartan cilexetil by solvent evaporation method to enhance the solubility and bioavailability. In the present study, 18 formulations of SD were prepared with 1:1 and 1:3 ratios of drug: Carrier and with and without surfactant. There was a significant improvement in the rate of drug release from all 20 SD and the formulation (SD16) comprising Candesartan: Containing Soluplus (1:3 ratio of drug: Soluplus with 2% sodium lauryl sulfate as a surfactant) by a solvent evaporation process. Final optimized design SD16 contained maximum drug content of 99.08%. In in vitro dissolution studies, it shows greater dissolution rate, i.e., 99.7 ± 4.2% associated through addnl. designs and pure drug. The drug was compatible with all the excipients as per the Fourier transform IR spectroscopy. From powder X-ray diffraction and by (scanning electron microscope) studies, it was evident that crystalline form of Candesartan has been converted into amorphous form within SD design. From these studies, we can accomplish SD are one of the greatest favorable formulation for Candesartan cilexetil for enhancing the solubility and bioavailability of poorly water-soluble drugs in the effective group of hypertension and other cardiac problems. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Quality Control of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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 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).Quality Control of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Contact angles and wettability of ionic liquids on polar and non-polar surfaces was written by Pereira, Matheus M.;Kurnia, Kiki A.;Sousa, Filipa L.;Silva, Nuno J. O.;Lopes-da-Silva, Jose A.;Coutinho, Joao A. P.;Freire, Mara G.. And the article was included in Physical Chemistry Chemical Physics in 2015.Recommanded Product: 79917-89-8 This article mentions the following:

Many applications involving ionic liquids (ILs) require the knowledge of their interfacial behavior, such as wettability and adhesion. In this context, herein, two approaches were combined aiming at understanding the impact of the IL chem. structures on their wettability on both polar and non-polar surfaces, namely: (i) the exptl. determination of the contact angles of a broad range of ILs (covering a wide number of anions of variable polarity, cations, and cation alkyl side chain lengths) on polar and non-polar solid substrates (glass, Al-plate, and poly-(tetrafluoroethylene) (PTFE)); and (ii) the correlation of the exptl. contact angles with the cation-anion pair interaction energies generated by the Conductor-like Screening Model for Real Solvents (COSMO-RS). The combined results reveal that the hydrogen-bond basicity of ILs, and thus the IL anion, plays a major role through their wettability on both polar and non-polar surfaces. The increase of the IL hydrogen-bond accepting ability leads to an improved wettability of more polar surfaces (lower contact angles) while the opposite trend is observed on non-polar surfaces. The cation nature and alkyl side chain lengths have however a smaller impact on the wetting ability of ILs. Linear correlations were found between the exptl. contact angles and the cation-anion hydrogen-bonding and cation ring energies, estimated using COSMO-RS, suggesting that these features primarily control the wetting ability of ILs. Furthermore, two-descriptor correlations are proposed here to predict the contact angles of a wide variety of ILs on glass, Al-plate, and PTFE surfaces. A new extended list is provided for the contact angles of ILs on three surfaces, which can be used as a priori information to choose appropriate ILs before a given application. 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. 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 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.Recommanded Product: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Milling of poorly soluble crystalline drug compounds to generate appropriate particle sizes for inhaled sustained drug delivery was written by Carling, Carl-Johan;Brulls, Mikael. And the article was included in International Journal of Pharmaceutics (Amsterdam, Netherlands) in 2021.Synthetic Route of C33H34N6O6 This article mentions the following:

One of the simplest design concepts of inhaled sustained drug delivery to the lung is to utilize the slow dissolution of drug crystals with poor aqueous solubility An optimum dissolution rate, and thereby a delivery profile locally in the lung tissue, can be achieved in a reliable way by selecting a compound with an appropriate combination of solubility and particle size. It is in our experience relatively straightforward to manufacture monomodal particle size distributions of poorly soluble drug crystals in the mass median diameter range of either a few micrometers or a few hundred nanometers, but very challenging to manufacture a monomodal distribution in the range intermediate to these two. In this manuscript, we describe an investigation with the objective of generating desired particle sizes in the whole size range from a few micrometers to a few hundred nanometers for inhaled sustained drug delivery, by utilizing Adaptive Focused Acoustic (AFA) milling and planetary bead-milling. By combining the two different milling techniques it was possible to produce two to three distinctly different monomodal or almost monomodal particle size distributions in the desired particle size range of each of the model drug compounds in milligram scale. The dissolution kinetics of the different particle sizes of the model drugs were measured exptl. as well as predicted theor., showcasing that the dissolution kinetics can be characterized, predicted and significantly changed in a controlled way by modifying the particle size. For one of the model drugs, it was shown in an in vivo rat study that the inhaled sustained drug delivery profile in the lung tissue could be significantly changed by modifying the particle size of the drug. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Synthetic Route of C33H34N6O6).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Synthetic Route of C33H34N6O6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cleavage of the β-O-4 bond in a lignin model compound using the acidic ionic liquid 1-H-3-methylimidazolium chloride as catalyst: a DFT mechanistic study was written by Zhu, Youtao;Han, Zhe;Fu, Lijun;Liu, Chengbu;Zhang, Dongju. And the article was included in Journal of Molecular Modeling in 2018.COA of Formula: C4H7ClN2 This article mentions the following:

Understanding the mechanism for the catalyzed cleavage of the β-O-4 ether linkage in lignin is crucial to developing efficient strategies for depolymerizing lignin. In this work, veratrylglycerol-β-guaiacyl ether (VG) was used as a lignin model compound in a theor. investigation of the mechanism for the cleavage of the β-O-4 bond as catalyzed by the acidic ionic liquid (IL) 1-H-3-methylimidazolium chloride ([HMIM]Cl). The reaction was found to involve two processes-dehydration and hydrolysis-in which the cation functions as a Bronsted acid (donating a proton) and the anion acts as a nucleophile (promoting dehydration) or interacts with the substrate through hydrogen bonding, stabilizing the intermediate. These roles of the anion and cation of [HMIM]Cl explain why the [HMIM]Cl medium catalyzes the depolymerization of lignin. In addition, calculations predict that adding formaldehyde during the depolymerization of VG prevents the condensation of VG without significantly altering the mechanism of depolymerization, thus suggesting a method for potentially improving the efficiency of lignin depolymerization 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. 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 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.COA of Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The effects of cationic type ionic liquids on methane hydrate formation was written by Lu, Cui-ying. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2014.Synthetic Route of C7H13ClN2 This article mentions the following:

The article has studied the effects of ionic liquids on the induction time of methane hydrate formation under different mass concentrations, temperatures and pressures. The results show: all the tested ionic liquids can postpone the induction time of hydrate forming. Among them, imimidazolium-based ones have the strongest ability; The concentrations of ionic liquids also have strong effects on the induction time, and 0.5% is optimal. In addition the inhibiting abilities of ionic liquid on the induction time change with different pressures and temperatures, but not obviously. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Synthetic Route of C7H13ClN2).

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 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 C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Evidence of Reversible N-H Exchange in a Three-Coordinate Amidozinc Complex. Syntheses and Structures of 1-Methyl-2-((N-tert-butylamino)methyl)benzimidazole Complexes of Zinc was written by Chinn, Mitchell S.;Chen, Jiazhong. And the article was included in Inorganic Chemistry in 1995.Quality Control of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

1-Methyl-2-((N-tert-butylamino)methyl)benzimidazole (HL) reacts with 1 equiv of Zn[N(SiMe₃)₂]₂ in nonpolar solvents (benzene, toluene) yielding planar, 3-coordinate [ZnL(N(SiMe₃)₂)] (3) and HN(SiMe₃)₂. Compound 3 was characterized by ¹H and ¹³C NMR spectroscopy, elemental anal., and x-ray crystallog. The crystal structure of this complex at -100° (monoclinic, space group P2₁/n, a 8.468(2), b 18.700(4), c 15.551(2) Å, β 98.10(2)°, Z = 4, R = 4.43%, R_w = 5.35%) shows two short, equivalent amidozinc bonds of 1.874(4) Å and 1.887(4) Å and a longer Zn-N coordinate covalent bond of 2.067(4) Å to the benzimidazole N atom. No evidence of Zn^–:N⁺ double bond character is found even though a N lone pair and an empty, p-like Zn orbital are geometrically arranged for favorable overlap. Magnetization transfer studies show reversible, degenerate exchange between 3 and HL at 40°. Compound 3 undergoes rapid, irreversible protonolysis with HNMe₂ to produce HL, HN(SiMe₃)₂, and a white precipitate Addition of HL to a Et₂O solution of ZnCl₂ immediately forms a white precipitate of [ZnLCl₂] (2). Single crystals of 2 were grown from CH₂Cl₂ solutions The mol. structure of 2, determined by x-ray crystallog. at -100° (monoclinic, space group P2₁/n, a 7.622(2), b 14.378(3) Å, c 14.476(3) Å, β 104.91(2)°, Z = 4, R = 3.14%, R_w = 3.61%), shows the Zn atom in a distorted tetrahedral environment. Bonding between Zn and N atoms in four-coordinate 2 and three-coordinate 3 is compared. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Quality Control 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. 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.Quality Control of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nanocage formation and structural anomalies in imidazolium ionic liquid glasses governed by alkyl chains of cations was written by Bakulina, Olga D.;Ivanov, Mikhail Yu.;Prikhod’ko, Sergey A.;Pylaeva, Svetlana;Zaytseva, Irina V.;Surovtsev, Nikolay V.;Adonin, Nicolay Yu.;Fedin, Matvey V.. And the article was included in Nanoscale in 2020.Reference of 35487-17-3 This article mentions the following:

Intriguing nanostructuring anomalies have been recently observed in imidazolium ionic liquids (ILs) near their glass transition points, where local d. around a nanocaged solute progressively grows up with temperature Herewith, we for the first time demonstrate exptl. and theor., that these anomalies are governed by alkyl chains of cations and crucially depend on their length. ESR spectroscopy on a series of ILs [C_nmim]BF₄ (n = 0-12) shows that only the chains with n = 3-10 favor anomaly. Moreover, remarkable even vs. odd n peculiarities were systematically observed Finally, similar anomaly was for the first time observed for a non-IL glass of di-Bu phthalate, which structurally mimics cations of imidazolium ILs. Therefore, such anomalous d. behavior in a glassy state nanocage goes far beyond ILs and proves to be a more general phenomenon, which can be structurally tuned and rationally adjusted for various potential applications in nanoscale materials. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Reference of 35487-17-3).

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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Reference of 35487-17-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Organic acid catalysed Minisci-type arylation of heterocycles with aryl acyl peroxides was written by Ouyang, Yani;Yue, Xiaoguang;Peng, Jiehai;Zhu, Jiashun;Shen, Qiuyuan;Li, Wanmei. And the article was included in Organic & Biomolecular Chemistry in 2022.COA of Formula: C8H8N2 This article mentions the following:

A metal-free method for the Minisci-type arylation of heterocycles with aryl acyl peroxides has been reported. This strategy enables the rapid and simple synthesis of a series of Minisci-type adducts from com. available starting materials without metal catalysts. A free-radical-pathway mechanism is suggested for this transformation. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3COA of Formula: C8H8N2).

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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.COA of Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem