Category: imidazoles-derivatives

In 2019,Journal of Saudi Chemical Society included an article by Karimi, Maryam; Naimi-Jamal, M. R.. Application In Synthesis of 1H-Benzo[d]imidazol-2-amine. The article was titled 《Carboxymethyl cellulose as a green and biodegradable catalyst for the solvent-free synthesis of benzimidazoloquinazolinone derivatives》. The information in the text is summarized as follows:

CM-cellulose (CMC) was used as an efficient, and environmentally friendly catalyst for the solvent-free three-component synthesis of quinazolinone derivatives by condensation of 2-aminobenzimidazole, dimedone or 1,3-cyclohexanedione, and different aldehydes. The catalyst was recovered easily, and reused without significant loss of its activity. Solvent-free and mild reaction conditions, nontoxic-, biodegradable-, and inexpensive catalyst, environmentally benign method, and high to excellent yields are some important features of this protocol. In addition to this study using 1H-Benzo[d]imidazol-2-amine, there are many other studies that have used 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Application In Synthesis of 1H-Benzo[d]imidazol-2-amine) was used in this study.

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Application In Synthesis of 1H-Benzo[d]imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Organic & Biomolecular Chemistry included an article by Saha, Abhishek; Akhtar, Nasim; Kumar, Vishnu; Kumar, Suresh; Srivastava, Hemant Kumar; Kumar, Sachin; Manna, Debasis. COA of Formula: C7H5ClN2. The article was titled 《pH-regulated anion transport activities of bis(iminourea) derivatives across the cell and vesicle membrane》. The information in the text is summarized as follows:

Recently, synthetic anion transporters have gained considerable attention because of their ability to disrupt cellular anion homeostasis and promote cell death. Herein, we report the development of bis(iminourea) derivatives as a new class of selective Cl- ion carrier. The bis(iminourea) derivatives were synthesized via a one-pot approach under mild reaction conditions. The presence of iminourea moieties suggests that the bis(iminourea) derivatives can be considered as unique guanidine mimics, indicating that the protonated framework could have much stronger anion recognition properties. The cooperative interactions of H+ and Cl- ions with these iminourea moieties results in the efficient transport of HCl across the lipid bilayer in an acidic environment. Under physiol. conditions these compounds weakly transport Cl- ions via an antiport exchange mechanism. This pH-dependent gating/switching behavior (9-fold) within a narrow window could be due to the apparent pKa values (6.2-6.7) of the compounds within the lipid bilayer. The disruption of ionic homeostasis by the potent compounds was found to induce cell death. In the part of experimental materials, we found many familiar compounds, such as 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1COA of Formula: C7H5ClN2)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.COA of Formula: C7H5ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Journal of Medicinal Chemistry included an article by Norman, Bryan H.; Fisher, Matthew J.; Schiffler, Matthew A.; Kuklish, Steven L.; Hughes, Norman E.; Czeskis, Boris A.; Cassidy, Kenneth C.; Abraham, Trent L.; Alberts, Jeffrey J.; Luffer-Atlas, Debra. Name: 1H-Imidazol-2-amine. The article was titled 《Identification and Mitigation of Reactive Metabolites of 2-Aminoimidazole-Containing Microsomal Prostaglandin E Synthase-1 Inhibitors Terminated Due to Clinical Drug-Induced Liver Injury》. The information in the text is summarized as follows:

Two 2-aminoimidazole-based inhibitors, LY3031207 (1) and LY3023703 (2), of the microsomal prostaglandin E synthase-1 (mPGES-1) enzyme were found to cause drug-induced liver injury (DILI) in humans. We studied imidazole ring substitutions to successfully mitigate reactive metabolite (RM) formation. These studies support the conclusion that RM formation may play a role in the observations of DILI and the consideration of 2-aminoimidazoles as structure alerts, due to the high likelihood of bioactivation to generate RMs. The results came from multiple reactions, including the reaction of 1H-Imidazol-2-amine(cas: 7720-39-0Name: 1H-Imidazol-2-amine)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Name: 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Semwal, Shrivats; Kumar, Abhishek; Choudhury, Joyanta published 《Iridium-NHC-based catalyst for ambient pressure storage and low temperature release of H2via the CO2/HCO2H couple》.Catalysis Science & Technology published the findings.Application In Synthesis of 2-Chloro-1H-benzo[d]imidazole The information in the text is summarized as follows:

A hybrid N-heterocyclic carbene (NHC) ligand-based iridium catalyst system has been demonstrated in ambient-pressure CO2-hydrogenation and low-temperature HCO2H-dehydrogenation processes. High catalytic activity with TOF values of up to 58 h-1 at 30 °C and 1 atm pressure for hydrogenation and up to 100 000 h-1 at 90 °C for dehydrogenation has been achieved with this promising catalyst. The newly-introduced strategy of using an imidazolylidene-based strongly sigma-donating abnormal NHC ligand partnering with a proton-responsive ligand framework within the catalyst suggested a key guideline in this chem. involving dual activity toward chem. hydrogen storage/delivery processes. In the experimental materials used by the author, we found 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Application In Synthesis of 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.Application In Synthesis of 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2014,D’Auria, Maurizio published 《A New Index for the Estimation of the Aromatic Character – IV》.Letters in Organic Chemistry published the findings.Safety of 2-Bromo-1H-imidazole The information in the text is summarized as follows:

The new aromaticity index based on the energy of π orbitals D = {[π1 +Σ2n (π1 – πn )]0 /[π1 +Σ2n (π1 – πn)]} × a , where n are the number of occupied π-orbitals and a is the number of cycles in the mol., was used in the calculation of the aromatic character of substituted pentaat. heterocyclic compounds Calculations have been performed on aromatic and heteroaromatic compounds by using DFT method at B3LYP/6-311+G(d,p) level. The D values were compared with those obtained performing the calculation of Aromatic Stabilization Energy (ASE) and Isomerization Stabilization Energy (ISE) of the same compounds In all the cases, a good correlation has been found. In the experiment, the researchers used 2-Bromo-1H-imidazole(cas: 16681-56-4Safety of 2-Bromo-1H-imidazole)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Safety of 2-Bromo-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nanda, Tanmayee; Biswal, Pragati; Pati, Bedadyuti Vedvyas; Banjare, Shyam Kumar; Ravikumar, Ponneri Chandrababu published an article on February 5 ,2021. The article was titled 《Palladium-Catalyzed C-C Bond Activation of Cyclopropenone: Modular Access to Trisubstituted α,β-Unsaturated Esters and Amides》, and you may find the article in Journal of Organic Chemistry.Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride The information in the text is summarized as follows:

Strain-driven palladium/N-heterocyclic carbene-catalyzed C-C bond activation of diphenylcyclopropenone (DPC) was explored for one-step access to trisubstituted α,β-unsaturated esters and amides. The designed transformation worked under mild conditions providing exclusively a single stereoisomer. Mechanistic studies support the oxidative addition of the C-C bond of cyclopropenone to in-situ-generated Pd(0) intermediate. Vinylic hydrogen in the product was proved that it is coming from phenol/aniline through deuterium-labeling studies. Late-stage functionalization of bioactive mols. such as procaine, estrone, and hymecromone demonstrated the robustness of this protocol. In the part of experimental materials, we found many familiar compounds, such as 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《TurboID-based proximity labeling for in planta identification of protein-protein interaction networks》 was written by Zhang, Yongliang; Li, Yuanyuan; Yang, Xinxin; Wen, Zhiyan; Nagalakshmi, Ugrappa; Dinesh-Kumar, Savithramma P.. Synthetic Route of C10H16N2O3S And the article was included in Journal of Visualized Experiments in 2020. The article conveys some information:

Proximity labeling (PL) techniques using engineered ascorbate peroxidase (APEX) or Escherichia coli biotin ligase BirA (known as BioID) have been successfully used for identification of protein-protein interactions (PPIs) in mammalian cells. However, requirements of toxic hydrogen peroxide (H2O2) in APEX-based PL, longer incubation time with biotin (16-24 h), and higher incubation temperature (37°C) in BioID-based PL severely limit their applications in plants. The recently described TurboID-based PL addresses many limitations of BioID and APEX. TurboID allows rapid proximity labeling of proteins in just 10 min under room temperature (RT) conditions. Although the utility of TurboID has been demonstrated in animal models, we recently showed that TurboID-based PL performs better in plants compared to BioID for labeling of proteins that are proximal to a protein of interest. Provided here is a step-by-step protocol for the identification of protein interaction partners using the N-terminal Toll/interleukin-1 receptor (TIR) domain of the nucleotide-binding leucine-rich repeat (NLR) protein family as a model. The method describes vector construction, agroinfiltration of protein expression constructs, biotin treatment, protein extraction and desalting, quantification, and enrichment of the biotinylated proteins by affinity purification The protocol described here can be easily adapted to study other proteins of interest in Nicotiana and other plant species. In addition to this study using 5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid, there are many other studies that have used 5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid(cas: 58-85-5Synthetic Route of C10H16N2O3S) was used in this study.

5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid(cas: 58-85-5) may be used to elute proteins from avidin/streptavidin resins. It has been used for culturing of oligodendrocytes.Synthetic Route of C10H16N2O3S And it has been used as a vitamin supplement for the growth of Bacillus species.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Ion Vacancies and Transport in 1-Methylimidazolium Triflate Organic Ionic Plastic Crystal》 was written by Zhu, Haijin; Forsyth, Maria. Quality Control of 1-Methyl-1H-imidazole And the article was included in Journal of Physical Chemistry Letters in 2020. The article conveys some information:

Organic ionic plastic crystals (OIPCs) are an important family of materials that have shown exciting possibilities as solid electrolytes for lithium ion batteries and other electrochem. devices. In this study we demonstrate for the first time that, although the X-ray shows sharp diffraction peaks, both cation and anion clearly exhibit significant ion diffusion in solid phase I. Two phases with ion diffusivities differing by 2 orders of magnitude can be identified. The populations of the cation and anion in both phases are found to be unequal, hinting at the existence of (neg. charged) cation vacancies in the plastic crystal phase and a pos. charged grain boundary phase. These interesting properties of ion vacancies and unequal populations of cation and anion are likely to be ubiquitous in other OIPCs, and it is of paramount importance to be aware of these features to correctly understand the structure-property relationships of this important material family. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazole(cas: 616-47-7Quality Control of 1-Methyl-1H-imidazole)

1-Methyl-1H-imidazole(cas: 616-47-7) is used as a precursor for the synthesis of pyrrole-imidazole polyamides, ionic liquids such as 1-butyl-3-methylimidazolium hexafluorophosphate.Quality Control of 1-Methyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Synthesis of novel fluorophenylpyrazole-picolinamide derivatives and determination of their anticancer activity》 was written by Kankala, Shravankumar; Rama, Koteshwar Rao; Kesari, Chekrapani; Bjorkling, Fredrik; Nerella, Srinivas; Gundepaka, Prasad; Guguloth, Hanmanthu; Thota, Niranjan. Application of 141556-45-8 And the article was included in Synthetic Communications in 2020. The article conveys some information:

A series of fluorophenylpyrazole-picolinamide derivatives were synthesized in high yields using a cross-coupling reaction catalyzed by in-situ formed palladium-N-heterocyclic carbenes (Pd-NHCs). The synthesized novel derivatives were evaluated for in-vitro anticancer activity against a panel of four human tumor cell lines, HeLa (cervical), A-549 (lung), MCF-7 (breast), and IMR-32 (neuroblastoma). Four compounds showed growth inhibition (low μM) comparable with the standard drug cisplatin, provided a preliminary structure-activity relationship for the series. The present procedure was operationally simple and worked with a wide range of substrates and may thus be useful in further compound optimization. The experimental part of the paper was very detailed, including the reaction process of 1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8Application of 141556-45-8)

1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8) is a ligand for arylation of aldehydes and for carbene catalyzed intermolecular arylation of C-H bonds. It is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases.Application of 141556-45-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Controlled Synthesis of Co@N-Doped Carbon by Pyrolysis of ZIF with 2-Aminobenzimidazole Ligand for Enhancing Oxygen Reduction Reaction and the Application in Zn-Air Battery》 was published in ACS Applied Materials & Interfaces in 2020. These research results belong to Zhang, Minghui; Zhang, Erhuan; Hu, Chunyan; Zhao, Yong; Zhang, Han-ming; Zhang, Yijie; Ji, Muwei; Yu, Jiali; Cong, Guangtao; Liu, Huichao; Zhang, Jiatao; Zhu, Caizhen; Xu, Jian. Category: imidazoles-derivatives The article mentions the following:

The Co/N-doped carbon material, as an important electrocatalytic material, has been attracted intense interest in ORR and Zn-air battery. Here, we report an efficient Co@N-doped carbon catalyst (Co@N-C-1) obtained by pyrolysis of ZIF precursor with 2-aminobenzimidazole. The introduction of 2-aminobenzimidazole results in the formation of hierarchical meso/microporous structure of the as-prepared Co@N-C-1, effectively avoiding the aggregation of Co nanoparticles during pyrolysis and the higher N content, which contributes to enhance the ORR electrocatalytic activities. The obtained Co@N-C-1 exhibits remarkable ORR performance with a half-wave potential of 0.938 V vs RHE in alk. media. As the air catalyst of zinc-air batteries, Co@N-C-1 displays 1.439 V of open-circuit voltage and 1413.3 Wh·kg-1 of energy d. In the part of experimental materials, we found many familiar compounds, such as 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Category: imidazoles-derivatives)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem