Category: imidazoles-derivatives

Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkyl-substituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species was written by Ryabukhin, Dmitry S.;Turdakov, Alexey N.;Soldatova, Natalia S.;Kompanets, Mikhail O.;Ivanov, Alexander Yu.;Boyarskaya, Irina A.;Vasilyev, Aleksander V.. And the article was included in Beilstein Journal of Organic Chemistry in 2019.Application of 3012-80-4 This article mentions the following:

Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Bronsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations; and plausible reaction mechanisms were discussed. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Application of 3012-80-4).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Silver(I)-mediated Hoogsteen-type base pairs was written by Megger, Dominik A.;Fonseca Guerra, Celia;Bickelhaupt, F. Matthias;Mueller, Jens. And the article was included in Journal of Inorganic Biochemistry in 2011.Recommanded Product: 4-Bromo-1H-benzoimidazole This article mentions the following:

Metal-mediated Hoogsteen-type base pairs are useful for the construction of DNA duplexes containing contiguous stretches of metal ions along the helical axis. To fine-tune the stability of such base pairs and the selectivity toward different metal ions, the availability of a selection of artificial nucleobases is highly desirable. In this study, we follow a theor. approach utilizing dispersion-corrected d. functional methods to evaluate a variety of artificial nucleobases as candidates for metal-mediated Hoogsteen-type base pairs. We focus on silver(I)-mediated Hoogsteen- and reverse Hoogsteen-type base pairs formed between 1-deaza- and 1,3-dideazapurine-derived nucleobases, resp., and cytosine. Apart from two coordinative bonds, these base pairs are stabilized by a hydrogen bond. We elucidate the impact of different substituents at the C6 position and the presence or absence of an endocyclic N3 nitrogen atom on the overall stability of a base pair and concomitantly on the strength of the hydrogen and coordinative bonds. All artificial base pairs investigated in this study are less stable than the exptl. established benchmark base pair C-Ag⁺-G. The base pair formed from 1,3-dideaza-6-methoxypurine is isoenergetic to the exptl. observed C-Ag⁺-C base pair. This makes 1,3-dideaza-6-methoxypurine a promising candidate for the use as an artificial nucleobase in DNA. In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-benzoimidazole (cas: 83741-35-9Recommanded Product: 4-Bromo-1H-benzoimidazole).

4-Bromo-1H-benzoimidazole (cas: 83741-35-9) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 4-Bromo-1H-benzoimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On the importance of time-resolved electrochemical evaluation in corrosion inhibitor-screening studies was written by Taheri, Peyman;Milosev, Ingrid;Meeusen, Mats;Kapun, Barbara;White, Paul;Kokalj, Anton;Mol, Arjan. And the article was included in npj Materials Degradation in 2020.Name: 1-Methylbenzimidazole This article mentions the following:

Efficiency of corrosion inhibitors in aqueous solutions depends on several interfacial parameters, which may vary over time. Therefore, reliable electrochem. techniques are demanded for screening the efficiency of corrosion inhibitors and monitoring their performance over time. Here, we evaluate corrosion inhibition efficiency of imidazole-based compounds on bare Cu surfaces and highlight the importance of electrochem. evaluation of the inhibitor over time, characterized by linear polarization resistance techniques as a reliable, instantaneous and non-invasive method for assessing intrinsic inhibitor performance in lab screening studies. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Name: 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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.Name: 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Applying different techniques to improve the bioavailability of candesartan cilexetil antihypertensive drug was written by Aly, Usama Farghaly;Sarhan, Hatem Abdel-Monsef;Ali, Taha F. S.;Abd El-Bakey Sharkawy, Hosny. And the article was included in Drug Design, Development and Therapy in 2020.HPLC of Formula: 145040-37-5 This article mentions the following:

Purpose: The objective of this study was to compare different techniques to enhance the solubility and dissolution rate, and hence the bioavailability of candesartan cilexetil. Methods: To achieve this target, various techniques were employed such as solid dispersions, inclusion complexes, and preparation of candesartan nanoparticles. Following the preparations, all samples were characterized for their physicochem. properties, and the samples of the best results were subjected to further bioavailability studies. Results: Results of dissolution studies revealed an increase in the dissolution rate of all samples. The highest dissolution rate was achieved using solid dispersion of the drug with PVP K-90 (1:4). Physicochem. investigations (XR, DSC, and FT-IR) suggested formation of hydrogen bonding and changing in the crystalline structure of the drug. Regarding the inclusion complexes, more stable complex was formed between HP-β-CD and CC compared to β-CD, as indicated by phase solubility diagrams. Antisolvent method resulted in the preparation of stable nanoparticles, as indicated by ζ potential, with average particle size of 238.9 ± 19.25 nm using PVP K-90 as a hydrophilic polymer. The best sample that gave the highest dissolution rate (CC/PVP K-90 1:4) was allowed for further pharmacokinetic studies using UPLC MS/MS assay of rabbit plasma. Results showed a significant increase in the bioavailability of CC from ~15% to ~48%. Conclusion: The bioavailability of CC was significantly improved from ~15% to ~48% when formulated as SDs with PVP K-90 with 1:4 drug:polymer ratio. 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: 145040-37-5HPLC of Formula: 145040-37-5).

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 a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.HPLC of Formula: 145040-37-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Palladium(II)-Catalyzed Oxidative C-H/C-H Cross-Coupling between Two Structurally Similar Azoles was written by Dong, Jiaxing;Huang, Yumin;Qin, Xurong;Cheng, Yangyang;Hao, Jing;Wan, Danyang;Li, Wei;Liu, Xingyan;You, Jingsong. And the article was included in Chemistry – A European Journal in 2012.Reference of 3034-41-1 This article mentions the following:

A widely functional-group tolerant, selective and rapid oxidative cross-coupling between two structurally similar azoles has been carried out by using a palladium/copper co-catalytic twofold C-H activation method. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Reference of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 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).Reference of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thermally-Stable Imidazolium Dicationic Ionic Liquids with Pyridine Functional Groups was written by Clarke, Coby J.;Bui-Le, Liem;Hallett, Jason P.;Licence, Peter. And the article was included in ACS Sustainable Chemistry & Engineering in 2020.HPLC of Formula: 21252-69-7 This article mentions the following:

Thermally-stable ionic liquids (ILs) have limited structural possibilities and lack coordinating anions or functional groups. Thermal stability effectively incurs a tunability penalty, limiting ionic liquid function to render them as simple heat-stable fluids. In this work, a series of new thermally-stable dicationic ionic liquids with pyridine functional groups, abbreviated [(C₈ImC₁)₂Py][A]₂, are presented and compared to nonfunctional geminal dicationic ILs. All ILs have been thermally characterized to understand their elevated temperature stabilities and the processes that lead to their decomposition Importantly, functional [(C₈ImC₁)₂Py][A]₂ with noncoordinating anions (i.e., [NTf₂]^–) have thermal stabilities comparable to those of geminal dicationic ILs, with the added advantage of a functional pyridine moiety. Dissolution of Zn[NTf₂]₂ in [(C₈ImC₁)₂Py][NTf₂]₂ is demonstrated, and the resulting solutions are characterized to show their liquid properties, high thermal stabilities, and the coordination of the metal center to the functional group. This is the first example of a thermally-stable functional IL with the potential to reclaim the tunable, task-specific nature of ILs at elevated temperatures Importantly, these properties open new avenues for high-temperature applications of IL by extending their operational ranges; catalysis, metal remediation, and separation-based applications are potential key areas of improvement. A thermally-stable, functional ionic liquid is described that can extend the operating ranges of task-specific ionic liquids In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7HPLC of Formula: 21252-69-7).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A mild, efficient and one-pot synthesis of 2-substituted benzimidazoles by ZrOCl₂.8H₂O catalyzed ring closure reaction was written by Reddy, Ch Sanjeeva;Nagaraj, A.. And the article was included in Indian Journal of Chemistry in 2008.Name: 7-Methyl-1H-benzo[d]imidazole This article mentions the following:

A mild, efficient and one-pot synthesis of an array of 2-substituted benzimidazoles from an appropriate o-phenylenediamine and orthoesters such as orthoformate, orthoacetate, and orthovalerate using ZrOCl₂.8H₂O, at room temperature and under microwave irradiation was described. Eco-friendly, solvent-free methodol. was employed under microwave condition. Compared with the conventional method, microwave irradiation method has the advantages of excellent yields (81-93%) and shorter reaction time (5-10 min). In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Name: 7-Methyl-1H-benzo[d]imidazole).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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.Name: 7-Methyl-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2H1C Mimicry: Bioinspired Iron and Zinc Complexes Supported by N,N,O Phenolate Ligands was written by Monkcom, Emily C.;Negenman, Hidde A.;Masferrer-Rius, Eduard;Lutz, Martin;Ye, Shengfa;Bill, Eckhard;Klein Gebbink, Robertus J. M.. And the article was included in European Journal of Inorganic Chemistry in 2022.Quality Control of 1-Methylbenzimidazole This article mentions the following:

In pursuit of mimicking the ubiquitous 2H1C motif in mononuclear nonheme Fe enzymes, two new bioinspired N,N,O phenolate ligands, BenzImNNO and Im^Ph2NNO, were synthesized and their coordination chem. with Zn(II) and Fe(II) is explored. BenzImNNO coordinates by an anionic κ₃-N,N,O donor set and readily forms homoleptic bis-ligated complexes, also in the presence of equimolar amounts of metal salt. In contrast, the increased steric bulk of Im^Ph2NNO promotes the formation of dinuclear complexes, [M₂(Im^Ph2NNO)₂(OTf)₂] (M = Fe, Zn), with facially opposing metal sites, as a result of its unique bridging μ₂:κ₂-N,N:κ₁-O coordination mode. The authors study the robustness of the ligand’s dinucleating coordination mode during oxidative transformations and demonstrate that its coordination mode is retained upon triflate substitution for a biorelevant thiophenolate co-ligand. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Quality Control of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) 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.Quality Control of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Self nano-emulsifying drug delivery system to enhance solubility and dissolution of candesartan cilexetil was written by Raghuveer, Pathuri;Rani, Avula Prameela. And the article was included in International Journal of Pharmaceutical Investigation in 2020.Synthetic Route of C33H34N6O6 This article mentions the following:

Self nano-emulsifying drug delivery system (SNEDDS) of candesartan cilexetil was explored to enhance its oral bioavailability. SNEDDS has tremendous potential in enhancing oral bioavailability of poorly aqueous soluble therapeutic agents. SNEDDS are pre-concentrate mixture of oil, surfactant and co-surfactant produces nanoemulsion after oral administration due to mild agitation produced by gastro motility within the size range of 20-200nm. The formulations were developed by selecting capmul MCM, triacetin and caprylic acid under the oil phase based on solubility of drug; cremophore RH40, brij35 under surfactants category and transcutol P under co-surfactant on basis of their emulsification property. Optimum concentrations were choosen from the Terinary phase diagrams and evaluated for their properties. From the results of ternary diagrams 16 formulations were selected (A1, A2, A3, A4, B1, B2, C1, C2, C3, C4, D1, D2, E1, E2, F1, F2) and subjected to characterization studies. Best formulations were subjected to particle size anal. and in vitro release studies. Among selected formulations, A1 and C1 have shown high in vitro drug release profiles with less self-emulsification time having grade A dispersibility without any precipitation and phase separation Concentration of surfactant helps in reducing the size of the particle when compared to the co-surfactant concentration Enhanced dissolution of candesartan cilexitil may be attributed to the spontaneous formation of nanoemulsion in vitro with a decreased particle size that leads to the increased surface area leaving the drug candesartan as finely dispersed particles in dissolution media. Formulation C1 consists of triacetin oil 30% weight/weight, cremophore RH 40 6%weight/weight and transcutol P 64%weight/weight showed best emulsification characteristics like 99% percent transmittance, with increased dissolution profile (98%) than pure drug (45%) with nano range goblet size (165.9nm). 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. 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.Synthetic Route of C33H34N6O6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

InCl₃-ionic liquid catalytic system for efficient and selective conversion of cellulose into 5-hydroxymethylfurfural was written by Li, Hu;Zhang, Qiuyun;Liu, Xiaofang;Chang, Fei;Hu, Deyu;Zhang, Yuping;Xue, Wei;Yang, Song. And the article was included in RSC Advances in 2013.Application of 79917-89-8 This article mentions the following:

In recent decades, 5-Hydroxymethylfurfural (HMF) has been considered as a green platform mol. with a wide range of applications in manufacturing fine chems. and biofuels. As the most abundant organic material on earth, cellulose has received increasing attention as a potential material for the production of biofuels and bio-based chems. Efficient methods for transforming cellulose into HMF need to be developed to achieve the successful commercialization of HMF in the near future. A new process for the efficient and selective conversion of microcrystalline cellulose (MCC) to HMF was developed by using an InCl₃-ionic liquid catalytic system. The effect of reaction conditions, such as reaction time, temperature, catalyst dosage, and various acidic ionic liquids were investigated in detail. The results showed that 45.3% HMF yield and 84.6% MCC conversion were obtained with the presence of 1-methyl-3-(3-sulfopropyl)-imidazolium hydrogen sulfate ([C₃SO₃Hmim][HSO₄]) and dimethylsulfoxide (DMSO) by adding a catalytic amount of InCl₃ under atm. pressure within 5 h at 160°. Recycling of the [C₃SO₃Hmim][HSO₄] and InCl₃ catalyst exhibited an almost constant activity during five successive trials. A mechanism was proposed to explain the high activity of InCl₃ in [C₃SO₃Hmim][HSO₄]. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Application 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. 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 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem