Imidazoles-derivatives

Assessment of atomic partial charge schemes for polarisation and charge transfer effects in ionic liquids was written by Rigby, Jason;Izgorodina, Ekaterina I.. And the article was included in Physical Chemistry Chemical Physics in 2013.Synthetic Route of C7H13ClN2 This article mentions the following:

In this work, we assess several popular at. partial charge schemes with the view of accurately quantifying charge distribution, dipole moments and charge transfer in routinely used ionic liquids (ILs). We investigated a series of ion pairs of imidazolium-based ILs such as [C_(1-4)mim]X (where X = Cl, BF₄ and NTf₂) and ionic clusters of [NMe₄][BF₄], [C₁mim][BF₄] and [C₁mim]Cl that were composed of two, four and eight ion pairs. Assessed partial charge schemes include restrained electrostatic potentials (RESP) employing ChelpG, Connolly and Geodesic point selection algorithms, as well as d. matrix partitioning schemes including Mulliken, Loewdin and Natural Population Anal. (NPA). The quality of charge distribution was analyzed using the following criteria: (1) treatment of symmetry identical atoms, (2) invariance of charge in the imidazolium ring with increasing alkyl chain and (3) recalcn. to dipole moments as a measure of electronic polarization. The RESP schemes such as Connolly and Geodesic clearly outperform the ChelpG scheme as well as the d. matrix-based schemes for these three criteria. Calculated partial charges reveal that dipole moments were best represented by the RESP schemes and confirmed the presence of charge transfer in ILs to a various degree. The degree of charge transfer was dependent on anions as well as cluster size. In the ion pairs, the chloride anion showed the largest charge transfer, followed by the NTf₂ and BF₄ anions. In ionic clusters the charge transfer was shown to gradually converge from two to eight ion pairs in the case of the [NMe₄][BF₄] and [C₁mim][BF₄] ILs to a value, close to that for corresponding ion pairs. In contrast, charge transfer in the [C₁mim]Cl clusters converges to a lower value, showing an unusually strong inter-ionic bond with the chloride anion. NPA charges were found to perform poorly, with near-unity charges being retained on the anions and cations in ion pairs and ionic clusters. Mulliken and Loewdin charges were shown to be highly basis set dependent and unpredictable with marked fluctuations in partial charges and therefore their use for ILs is particularly discouraged. Ability of the partial charge schemes to capture fluctuations in the dipole moment within the ionic clusters was also examined The Connolly and Geodesic RESP schemes were found to slightly outperform ChelpG. Evidence to suggest that chloride-based ILs might be poor model systems for ILs is also presented. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Synthetic Route of C7H13ClN2).

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 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.Synthetic Route of C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Do certain imidazolium-based ionic liquid ion pairs/mordenite capture H₂S by conformational traps? An ONIOM-DFT study was written by Izquierdo, Rodolfo;Chacon, Gustavo;Cubillan, Nestor;Stassen, Hubert. And the article was included in Microporous and Mesoporous Materials in 2022.Formula: C7H13ClN2 This article mentions the following:

We present detailed ONIOM(ωB97X-D:PM6) calculations for the formation mechanism of novel composites combining protonic mordenites (H-MOR) with various ionic liquids: 1,3-dimethyl-imidazolium chloride [MMIm]Cl, 1-ethyl-3-methyl-imidazolium chloride [EMIm]Cl; 1-methyl-3-propyl-imidazolium chloride [PMIm]Cl; 1-butyl-3-methyl-imidazolium chloride [BMIm]Cl, 1-(2-hydroxyethyl)-3-methyl-imidazolium chloride [HEMIm]Cl, 1,3-dimethyl-1,3,2-diazasilolium chloride [MMSiN]Cl, and 1,3-dimethyl-1,3-diphospholium chloride [MMPP]Cl. The most feasible [M]-MOR formation mechanism ([M]⁺ = [MMIm]⁺, [EMIm]⁺, [PMIm]⁺, [BMIm]⁺, [HEMIm]⁺, [MMSiN]⁺ [MMPP]⁺) involves an ion exchange at the T4O10 position favoring the isolation of a minimal number of [M]⁺ isomers (i.e., conformational traps). The interaction of these [M]-MOR composites with pollutant gases has afterward been evaluated. Among the studied systems, [EMIm]-MOR and [HEMIm]-MOR present electronic and steric conditions for potential applications in gas separation, capture, and storage (H₂ and H₂S). The H-MOR framework exhibits two structural conformers with the [HEMIm]+ cation in the confined space. Both, the MOR-T4O10-[HEMIm] and MOR-T4O10-[HEMIm]HB conformers, interconvert by a dynamic equilibrium with a transition state MOR-T4O10-TS1 acting as a conformational switch (Image 1-Image 2) that selectively recognizes and captures H₂S through a plier-like conformation. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Formula: C7H13ClN2).

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 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.Formula: C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lewis acid catalyst free synthesis of benzimidazoles and formamidines in 1,1,1,3,3,3-hexafluoro-2-propanol was written by Khaksar, Samad;Heydari, Akbar;Tajbakhsh, Mahmood;Vahdat, Seyed Mohammad. And the article was included in Journal of Fluorine Chemistry in 2010.Application In Synthesis of 7-Methyl-1H-benzo[d]imidazole This article mentions the following:

A simple, inexpensive, environmentally friendly and efficient route for the synthesis of benzimidazole and formamidine derivatives by the reaction of O-phenylenediamines or amines with orthoesters using hexafluoroisopropanol as a solvent/catalyst is described. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Application In Synthesis of 7-Methyl-1H-benzo[d]imidazole).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Application In Synthesis of 7-Methyl-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of Potent, Selective, and Peripherally Restricted Pan-Trk Kinase Inhibitors for the Treatment of Pain was written by Bagal, Sharan K.;Andrews, Mark;Bechle, Bruce M.;Bian, Jianwei;Bilsland, James;Blakemore, David C.;Braganza, John F.;Bungay, Peter J.;Corbett, Matthew S.;Cronin, Ciaran N.;Cui, Jingrong Jean;Dias, Rebecca;Flanagan, Neil J.;Greasley, Samantha E.;Grimley, Rachel;James, Kim;Johnson, Eric;Kitching, Linda;Kraus, Michelle L.;McAlpine, Indrawan;Nagata, Asako;Ninkovic, Sacha;Omoto, Kiyoyuki;Scales, Stephanie;Skerratt, Sarah E.;Sun, Jianmin;Tran-Dube, Michelle;Waldron, Gareth J.;Wang, Fen;Warmus, Joseph S.. And the article was included in Journal of Medicinal Chemistry in 2018.Quality Control of 4-Bromo-1-methylimidazole This article mentions the following:

Hormones of the neurotrophin family: nerve growth factor (NGF), brain derived neurotrophic factor (BDNF), neurotrophin 3 (NT3) and neurotrophin 4 (NT4) are known to activate the family of Tropomyosin receptor kinases (TrkA, TrkB, TrkC). Moreover, inhibition of the TrkA kinase pathway in pain has been clin. validated by the NGF antibody tanezumab leading to significant interest in the development of small mol. inhibitors of TrkA. Furthermore, Trk inhibitors having an acceptable safety profile will require minimal brain availability. Herein we discuss the discovery of two potent, selective, peripherally restricted, efficacious and well-tolerated series of pan-Trk inhibitors which successfully delivered three candidate quality compounds I, II and III. All three compounds are predicted to possess low metabolic clearance in human that does not proceed via aldehyde oxidase-catalyzed reactions, thus addressing the potential clearance prediction liability associated with our current pan-Trk development candidate PF-06273340. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9Quality Control of 4-Bromo-1-methylimidazole).

4-Bromo-1-methylimidazole (cas: 25676-75-9) 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.Quality Control of 4-Bromo-1-methylimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1-[(1-Methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines as mGluR2 Positive Allosteric Modulators for the Treatment of Psychosis was written by Zhang, Lei;Brodney, Michael A.;Candler, John;Doran, Angela C.;Duplantier, Allen J.;Efremov, Ivan V.;Evrard, Edel;Kraus, Kenneth;Ganong, Alan H.;Haas, Jessica A.;Hanks, Ashley N.;Jenza, Keith;Lazzaro, John T.;Maklad, Noha;McCarthy, Sheryl A.;Qian, Weimin;Rogers, Bruce N.;Rottas, Melinda D.;Schmidt, Christopher J.;Siuciak, Judith A.;Tingley, F. David;Zhang, Andy Q.. And the article was included in Journal of Medicinal Chemistry in 2011.Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

A novel series of mGluR2 pos. allosteric modulators (PAMs), 1-[(1-methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines, is herein disclosed. Structure-activity relationship studies led to potent, selective mGluR2 PAMs with excellent pharmacokinetic profiles. A representative lead compound (+)-17e demonstrated dose-dependent inhibition of methamphetamine-induced hyperactivity and mescaline-induced scratching in mice, providing support for potential efficacy in treating psychosis. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Application In Synthesis 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. 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In situ organic compound analysis on a meteorite surface by desorption electrospray ionization coupled with an Orbitrap mass spectrometer was written by Naraoka, Hiroshi;Hashiguchi, Minako. And the article was included in Rapid Communications in Mass Spectrometry in 2018.Recommanded Product: 1-Octyl-1H-imidazole This article mentions the following:

Rationale : Since extraterrestrial organic matter in meteorites is a very complex mixture that is hard to ionize due to its association with minerals, in situ anal. of polar organic compounds has never been performed. When studying powd. samples, spatial information of organic compounds is lost. Methods : In situ mol. anal. and chem. imaging of polar organic compounds were performed on a meteorite surface by desorption electrospray ionization coupled with high-resolution mass spectrometry (DESI-HRMS) using an Orbitrap mass spectrometer. Results : Many CHN compounds, including alkylated pyridine and imidazole homologs, were identified from the complex peaks by HRMS using a spray of elec. charged methanol with a spatial resolution of ∼50 μm. The same alkylated homologs have the same spatial distribution in the meteorite matrix, while alkylpyridines occur in a different location from alkylimidazoles. Conclusions : The compound distribution suggests a different source for each compound series or a chromatog. separation effect associated with fluid movement in the meteorite parent body. The DESI-HRMS imaging will further the authors’ understanding of organic compound distribution with respect to mineral and water interactions in meteorites. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Recommanded Product: 1-Octyl-1H-imidazole).

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.Recommanded Product: 1-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Multivariate statistical optimization of the ethanol fuel dehydration process using ionic liquids was written by Cavalcanti, Claudia Jessica Da Silva;Queiroz, Joao Paulo Da Silva;Stragevitch, Luiz;Rodrigues De Carvalho, Florival;Pimentel, Maria Fernanda. And the article was included in Chemical Industry & Chemical Engineering Quarterly in 2021.Synthetic Route of C4H7ClN2 This article mentions the following:

In this work, the ethanol fuel dehydration process was optimized using the Aspen Plus simulator and a multivariate statistical technique based on the desirability function. The suitability of the ionic liquids 1-methylimidazolium chloride ([Mim][Cl]), 1-ethyl-3-methylimidazolium chloride ([Emim][Cl]), 1-butyl–3-methylimidazolium chloride ([Bmim][Cl]) and 1-hexyl-3-methylimidazolium chloride ([Hmim][Cl]), as extractive distillation entrainers, was also evaluated and compared to the conventional solvents, ethylene glycol and cyclohexane. Among the solvents studied, [Mim][Cl] required the lowest energy consumption, about 8% less energy use when compared to the optimized process using ethylene glycol. The multivariate statistical techniques employed were effective in the optimization of the extractive distillation processes as the process energy consumption could be minimized while achieving ethanol purity in agreement with the current specifications as well as obtaining a high solvent recovery. With the desirability approach it was possible to improve the process performance with little or no modification of existing processing plants. 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 a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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 C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of intermediates of polyamide-DNA recognition molecule was written by Xiao, Junhua;Huang, Chuanqiang;Tang, Feili;Yuan, Gu. And the article was included in Huaxue Tongbao in 2000.Category: imidazoles-derivatives This article mentions the following:

A series of intermediates of polyamide as DNA recognition mols., e.g., dimers, trimers, and tetramers composed of N-methylpyrrole, N-methylimidazole, γ-aminobutyric acid, and β-aminopropionic acid, was prepared by chloroform reaction and DCC (1,3-dicyclohexylcarbodiimide)/HOBT (1-hydroxy-benzotriazole) coupling reaction. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Category: imidazoles-derivatives).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Preformulation study for candesartan cilexetil buccal (Effervescent) tablet was written by Pansuriya, K.;Parejiya, P.;Suthar, D.;Shelat, P.;Vekariya, A.;Patel, H.. And the article was included in Pharma Innovation 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:

Candesartan cilexetil is novel, potent and highly selective non peptide angiotensin II type 1 receptor blocker. It is hydrophobic drug which belongs to BCS Class II drug. For enhancement the bioavability and quick systemic action of candesartan cilexetil a novel formulation of buccal (effervescent) tablet was designed. Preformulation is an important step in the rational formulation of an active pharmaceutical ingredient (API). Micromeritics properties: Bulk d. (du), Tapped d. (db), Compressibility Index (%C) and sieve anal. was performed in order to determine the best excipients to be used in the formulation development of Candesartan cilexetil (effervescent) tablets. Results show that Candesartan Cilexetil has fair flow and compressibility properties du 0.8 g/mL, db 0.7 g/mL, %C 12.5 and sieve anal. time 4.5 min. HPLC method for estimation of Candesartan cilexetil shows linearity (R2 = 1) and specific with no interference of excipients. Solubility studies reveals that it soluble at pH 6.8 and 7.5 in phosphate buffer. The ability of material to absorb water (Hygroscopicity) was found 0.1% after 24 Hrs at 80% Relative Humidity. M.p. rage from 161-165°C. There was no any drug excipients interaction was observed when analyzed through FTIR and DSC. There was no change in appearance after 15 days at 40°C and 75% Relative humidity. These all results lead to the better development of Candesartan cilexetil buccal (effervescent) tablet. 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. 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.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

A priori prediction of complex liquid-liquid-liquid equilibria in organic systems using a continuum solvation model was written by Bairagya, Priyotosh;Kundu, Debashis;Banerjee, Tamal. And the article was included in Physical Chemistry Chemical Physics in 2020.Application of 404001-48-5 This article mentions the following:

Liquid-liquid-liquid equilibrium (LLLE) is usually observed in many industrial processes primarily linked to enhanced oil recovery techniques. However their measurements are complex and so are their computations. An inherently predictive tool is often useful for elucidating their distribution ratios and phase compositions In the present work, the phase behavior of nine ternary and two quaternary LLLE systems were predicted employing the quantum chem. based COnductor like Screening MOdel-Segment Activity Coefficient (COSMO-SAC) model. The methodol. namely, Rachford-Rice LLLE (RRL3E) algorithm and Henley-Rosen LLLE (HRL3E) algorithm were used to predict the triphasic compositions in each system. In the RRL3E approach, the triphasic systems were assumed into two co-existing biphasic liquid-liquid equilibrium systems, whereas in the HRL3E approach, all three phases were considered to be in equilibrium with each other simultaneously. Apart from predicting the local compositions, the HRL3E algorithm was also used to predict the individual phase splits and phase fractions of the LLLE region. Average overall root mean square deviation (rmsd (%)) values considering all 42 datasets and corresponding to 414 data points were recorded as 4.65% and 4.83% using the RRL3E and HRL3E algorithms resp. Further, the RRL3E algorithm was extended to correlate the LLLE data for all systems using the Genetic Algorithm (GA) based NRTL (GA-NRTL) and UNIQUAC (GA-UNIQUAC) models. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Application 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 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).Application of 404001-48-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem