Imidazoles-derivatives

Reversed-phase liquid chromatographic method for the determination of selected room-temperature ionic liquid cations was written by Stepnowski, Piotr;Muller, Anja;Behrend, Peter;Ranke, Johannes;Hoffmann, Jens;Jastorff, Bernd. And the article was included in Journal of Chromatography, A in 2003.Computed Properties of C7H13ClN2 This article mentions the following:

The separation of selected 1-alkyl- and 1-aryl-3-methylimidazolium-based room temperature ionic liquid cations has been performed using reversed-phase high-performance liquid chromatog. with electrospray ionization mass detection. The RP-HPLC method development started with the selection of a column taking into account especially the resolution of low mol. congeners of the selected group. Mobile phase composition was optimized for peak resolution, sensitivity and high reproducibility of retention values. The results of the method development were applied to the determination of exemplary ionic liquid species present in the medium used in cytotoxicity studies. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Computed Properties of C7H13ClN2).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Computed Properties of C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Design and synthesis of vandetanib derivatives containing nitroimidazole groups as tyrosine kinase inhibitors in normoxia and hypoxia was written by Wei, Huiqiang;Li, Deguan;Yang, Xiangbo;Shang, Haihua;Fan, Saijun;Li, Yiliang;Song, Dan. And the article was included in Molecules in 2016.Quality Control of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

Sixteen novel epidermal growth factor receptor (EGFR)/vascular endothelial growth factor (VEGF)-2 inhibitors (nitroimidazole-substituted 4-anilinoquinazoline derivatives) I (R¹ = H, CH₃, NO₂; R² = H, NO₂; X¹ = H, F, Cl; X² = H, F, Br, Cl; X³ = H, Br, F, Me, Cl; n = 1, 2, 3) were designed and prepared via the introduction of a nitroimidazole group in the piperidine side chain and modification on the aniline moiety of vandetanib. Preliminary biol. tests showed that comparing with vandetanib, some target compounds exhibited excellent EGFR inhibitory activities and anti-proliferative over A549/H446 cells in hypoxia. Meanwhile, several of the above compounds demonstrated better bioactivity than vandetanib in VEGF gene expression inhibition. Owing to the excellent IC₅₀ value (1.64 μmol/L), the inhibition ratios of compound I (R¹ = H; R² = NO₂; X¹ = F; X² = H; X³ = Br; n = 1) over A549 and H446 cells were 62.01% and 59.86% at the concentration of 0.5 μM in hypoxia, resp. All of these results indicated that compound I (R¹ = H; R² = NO₂; X¹ = F; X² = H; X³ = Br; n = 1) was a potential cancer therapeutic agent in hypoxia and was worthy of further development. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Quality Control of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) 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. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Quality Control of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On the Colossal and Highly Anisotropic Thermal Expansion Exhibited by Imidazolium Salts was written by de Pedro, I.;Garcia-Saiz, A.;Dupont, J.;Migowski, P.;Vallcorba, O.;Junquera, J.;Rius, J.;Rodriguez Fernandez, J.. And the article was included in Crystal Growth & Design in 2015.Computed Properties of C7H13ClN2 This article mentions the following:

The imidazolium salts 1-ethyl-2,3-dimethylimidazolium chloride, Edimim[Cl], and bromide, Edimim[Br], exhibit neg. and pos. thermal expansions, as determined by variable-temperature synchrotron powder x-ray diffraction experiments Both compounds crystallize in the same monoclinic centrosym. space group, showing an anisotropic H-bonding network and imidazolium-imidazolium π⁺-π⁺ interactions, which were corroborated by d. functional theory studies. The chloride derivative displays a highly anisotropic thermal expansion with a colossal pos. coefficient along one direction. Replacement of Cl^– by Br^– in the same crystal structure produces an increase of the colossal coefficient and induces a biaxial neg. thermal expansion. By studying the mol. vibration factors and the H-bonding framework in their crystals as a function of temperature, it was possible to rationalize at the mol. level the mechanism for the observed anomalies in thermal expansion. Crystallog. data and at. coordinates are given. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Computed Properties of C7H13ClN2).

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. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Computed Properties of C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Manganese-Catalyzed Asymmetric Hydrogenation of 3H-Indoles was written by Liu, Chenguang;Wang, Mingyang;Xu, Yihan;Li, Yibiao;Liu, Qiang. And the article was included in Angewandte Chemie, International Edition in 2022.Computed Properties of C9H8N2O This article mentions the following:

A Mn-catalyzed AH of 3H-indoles e.g., 2,3,3-trimethyl-3H-indole with excellent yields and enantioselectivities was reported. The kinetic resolution of racemic 3H-indoles by AH was also achieved with high s-factors to construct quaternary stereocenters e.g., 3,3-dimethyl-2-phenyl-3H-indole. Many acid-sensitive functional groups, which cannot be tolerated when using a state-of-the-art ruthenium catalyst, were compatible with manganese catalysis. This new process expands the scope of this transformation and highlights the uniqueness of earth-abundant metal catalysis. The reaction could proceed with catalyst loadings at the ppm (ppm) level with an exceptional turnover number of 72 350. This is the highest value yet reported for an earth-abundant metal-catalyzed AH reaction. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Computed Properties of C9H8N2O).

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. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Computed Properties of C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

COSMOTherm as a Tool for Estimating the Thermophysical Properties of Alkylimidazoles as Solvents for CO₂ Separations was written by Bara, Jason E.;Moon, Joshua D.;Reclusado, Kristofer R.;Whitley, John W.. And the article was included in Industrial & Engineering Chemistry Research in 2013.Quality Control of 1-Octyl-1H-imidazole This article mentions the following:

The imidazole core is a versatile building block for a variety of materials including pharmaceuticals, ionic liquids, and polymers. While the thermophys. properties of ionic liquids and their application as solvents for CO₂ separations have been the focus of a broad research effort for more than a decade, studies on properties and applications of imidazoles (from which many ILs are synthesized) have begun only recently. Similar to ILs, the phys. and chem. properties of imidazoles can also be tuned via mol. design strategies, resulting in a vast array of possible structures. This immense exptl. space necessitates the use of a rapid means of predicting thermophys. properties to guide the design of future solvents and gain fundamental insights into structure-property relationships. To this end, we have employed COSMOTherm as a means of rapidly screening properties of alkylimidazoles relevant to CO₂ separation processes and comparing these calculated values to exptl. results. Results indicate that COSMOTherm is an effective and accurate tool for predicting the properties of smaller alkylimidazoles (e.g., 1-methylimidazole), but in many cases is much less accurate for the larger alkylimidazoles. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Quality Control of 1-Octyl-1H-imidazole).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Divergent Strategies for the π-Extension of Heteroaryl Halides Using Norbornadiene as an Acetylene Synthon was written by Jeong, Siyeon;Kim, Eunmin;Kim, Minkyu;Hwang, Ye Ji;Padhi, Birakishore;Choi, Jonghoon;Lee, Yunho;Joo, Jung Min. And the article was included in Organic Letters in 2020.COA of Formula: C8H8N2 This article mentions the following:

Pd-catalyzed multicomponent coupling reactions of five-membered heteroaryl halides and norbornadiene (NBD) were developed. Either direct addition of (benzo)azoles or 2:1 annulation was achieved depending on the propensity of the intermediate complex to undergo palladacycle formation, determined by the nature and substitution pattern of the heteroarene. The obtained exo- and cis-diheteroaryl norbornenes underwent epimerization and retro-Diels-Alder reactions to afford the corresponding trans-isomers and π-extended heteroaromatic systems, resp., demonstrating the versatility of NBD as an acetylene synthon. 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. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. 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.COA of Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and SAR study of novel tricyclic pyrazoles as potent phosphodiesterase 10A inhibitors was written by Dore, Antonio;Asproni, Battistina;Scampuddu, Alessia;Pinna, Gerard Aime;Christoffersen, Claus Tornby;Langgard, Morten;Kehler, Jan. And the article was included in European Journal of Medicinal Chemistry in 2014.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Benzimidazoleethyl- and phenylimidazoleethyl-substituted pyrazolonaphthyridines and pyrazoloisoquinolines I (R = Me, F₃C, EtO₂C; R¹ = 1-Me-4-Ph-2-imidazolyl, 1-Me-2-benzimidazolyl; X, Y, Z = N, CH) were prepared as potential selective phosphodiesterase 10A (PDE10A) inhibitors using a DL-proline and AgOTf-catalyzed and tosylhydrazine-mediated cyclocondensation reaction of methoxypropynylarylcarboxaldehydes with Me ketones to give fused pyrazolopyridines as the key step. I (R = Me; R¹ = 1-Me-4-Ph-2-imidazolyl; X = N, CH; Y = CH, N; Z = CH), I (R = MeOCH₂; R¹ = 1-Me-4-Ph-2-imidazolyl; X = N; Y = Z = CH), and I (R = Me; R¹ = 1-Me-4-Ph-2-imidazolyl; X = Y = CH; Z = N) showed the highest affinities for PDE10A with IC₅₀ values of 40-55 nM. Mol. docking calculations and metabolic studies in human and rat liver microsomes were performed for selected compounds; the compounds were rapidly metabolized in liver microsomes. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Name: 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. 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.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Preparation and evaluation of solid dispersions of candesartan cilexetil by mechanochemical co-grinding was written by Ye, Jiajie;Geng, Xuerong;Zhu, Xingyi. And the article was included in Latin American Journal of Pharmacy in 2019.Category: imidazoles-derivatives This article mentions the following:

In the present work, solid dispersions (SDs) of candesartan cilexetil (CC) and hydroxypropyl methylcellulose acetate succinate (HPMCAS) were prepared by mechanochem. co-grinding. The optimized co-grinding parameters were as follows: milling speed, 200 rpm; milling time, 2 h; CC/HPMCAS ratio, 1: 7. Results of differential scanning calorimetry, X-ray diffraction and Fourier transform IR spectroscopy indicated that CC was in an amorphous state in SDs. The tests of physicochem. property showed that, compared with pure drug and phys. mixture, the solubility, dissolution and stability of CC were substantially improved in SDs. 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: 145040-37-5Category: imidazoles-derivatives).

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. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Development and optimization of inclusion complexation of ternary system of Candesartan cilexetil using design of experiment was written by Vinchure, Bhagyashree D.;Shaikh, Amir A.;Pawar, Yogesh D.. And the article was included in European Journal of Biomedical and Pharmaceutical Sciences in 2018.Formula: C33H34N6O6 This article mentions the following:

Background: Now a day some new chem. entities suffer from poor aqueous solubility The biopharmaceutical classification system (BCS) classifies them as class II substances. Different carriers were used to increase solubility of these class II drugs. Objective:The objective of the present investigation was to study the effect of Phys. mixing and High speed homogenization method on drug release of Candesartan (CAND) using polyvinyl pyrrolidone K30 (PVP K30) and β-cyclodextrin (β-CD) to enhance the solubility and bioavailability. Methods: β-CD and PVP K-30 was used to prepare ternary system of Candesartan cilexetil. Central composite design (CCD) was used for preparation and optimization of ternary system. Effect of Phys. mixing method and High speed homogenization method was investigated by evaluating Drug release (% R), dissolution efficiency (DE), mean dissolution time (MDT). Characterization of drug and polymer interactions were done using differential scanning calorimetry (DSC), X ray diffraction (XRD) and Fourier transform IR spectroscopy (FT-IR) study. Results: Results of in vitro drug release showed that various combinations of PVP K-30 and β-CD prepared using CCD approach by both the methods showed greater dissolution rate of Candesartan Cilexetil than pure Candesartan Cilexetil (*p< 0.05). Optimized formulation (Run 8) of Phys. mixing method and (Run 8) High speed homogenization method gave 67.64% and 92.56% drug release in 60 min, resp. Results of DSC, XRD and FTIR revealed the interaction of drug with carriers and formation of amorphous ternary system of Candesartan cilexetil. Conclusion: Data obtained by comparing both methods suggest that High speed homogenization method is superior in increasing dissolution of candesartan than phys. mixing method. Use of central composite design in preparation of ternary system of Candesartan cilexetil was an effective approach for dissolution enhancement of Candesartan cilexetil. 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: 145040-37-5Formula: 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. 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.Formula: C33H34N6O6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of CDK4 inhibitors by convolutional neural networks was written by Xu, Yinqiu;Chen, Pingping;Lin, Xinhao;Yao, Hequan;Lin, Kejiang. And the article was included in Future Medicinal Chemistry in 2019.Safety 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:

Aim: Descriptors of mols. are important in the discovery of lead compounds Most of these descriptors are used to represent mol. structures, although structural formulas are the most intuitive representation. Convolutional neural networks (ConvNets) are effective for managing intuitive information. Results/methodol.: Convolutional neural networks (ConvNets) based on two-dimensional structural formulas were used for the preliminary screening of CDK4 inhibitors. After supervised learning of our homemade dataset, our models screened out ten approved drugs, including indocyanine green and candesartan cilexetil, with IC₅₀ values of 2.0 and 5.2μM, resp. Conclusion: Depending only on intuitive information, the developed method was shown to be feasible, thus providing a new method of lead compound discovery. 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: 145040-37-5Safety 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. 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.Safety 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