Category: imidazoles-derivatives

《Direct Azidation of Phenols》 was published in European Journal of Organic Chemistry in 2019. These research results belong to Kitamura, Mitsuru; Murakami, Kento; Koga, Tatsuya; Eto, Takashi; Ishikawa, Akihiro; Shimooka, Hirokazu; Okauchi, Tatsuo. Formula: C27H39ClN2 The article mentions the following:

Direct azidation of phenols was developed. By treating chloroimidazolinium chloride I and sodium azide with phenol in the presence of a secondary amine in methoxyethanol, ortho-azidation of phenol was achieved. After reading the article, we found that the author used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Formula: C27H39ClN2)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.Formula: C27H39ClN2In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of C7H6N4OIn 2020 ,《Squaramides and Ureas: A Flexible Approach to Polymerase-Compatible Nucleic Acid Assembly》 was published in Angewandte Chemie, International Edition. The article was written by Shivalingam, Arun; Taemaitree, Lapatrada; El-Sagheer, Afaf H.; Brown, Tom. The article contains the following contents:

Joining oligonucleotides together (ligation) is a powerful means of retrieving information from the nanoscale. To recover this information, the linkages created must be compatible with polymerases. However, enzymic ligation is restrictive and current chem. ligation methods lack flexibility. Herein, a versatile ligation platform based on the formation of urea and squaramide artificial backbones from minimally modified 3′- and 5′-amino oligonucleotides is described. One-pot ligation gives a urea linkage with excellent read-through speed, or a squaramide linkage that is read-through under selective conditions. The squaramide linkage can be broken and reformed on demand, while stable pre-activated precursor oligonucleotides expand the scope of the ligation reaction to reagent-free, mild conditions. The utility of the authors’ system is demonstrated by replacing the enzymically biased RNA-to-DNA reverse transcription step of RT-qPCR with a rapid nucleic-acid-template-dependent DNA chem. ligation system, that allows direct RNA detection. After reading the article, we found that the author used Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Electric Literature of C7H6N4O)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications and polypeptides. It also used to make β-keto sulfones and sulfoxides, lead sequestering agents, and β-enamino acid derivatives.Electric Literature of C7H6N4O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of C4H6N2In 2022 ,《Revealing the Organization of Catalytic Sequence-Defined Oligomers via Combined Molecular Dynamics Simulations and Network Analysis》 appeared in Journal of Chemical Information and Modeling. The author of the article were Kardas, Sinan; Fossepre, Mathieu; Lemaur, Vincent; Fernandes, Antony E.; Glinel, Karine; Jonas, Alain M.; Surin, Mathieu. The article conveys some information:

Similar to biol. macromols. such as DNA and proteins, the precise control over the monomer position in sequence-defined polymers is of paramount importance for tuning their structures and properties toward achieving specific functions. Here, we apply mol. network anal. on three-dimensional structures issued from mol. dynamics simulations to decipher how the chain organization of trifunctional catalytic oligomers is influenced by the oligomer sequence and the length of oligo(ethylene oxide) spacers. Our findings demonstrate that the tuning of their primary structures is crucial for favoring cooperative interactions between the catalytic units and thus higher catalytic activities. This combined approach can assist in establishing structure-property relationships, leading to a more rational design of sequence-defined catalytic oligomers via computational chem. In the part of experimental materials, we found many familiar compounds, such as 1-Methyl-1H-imidazole(cas: 616-47-7Synthetic Route of C4H6N2)

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.Synthetic Route of C4H6N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of C3H5N3In 2021 ,《Prebiotic Phosphorylation and Concomitant Oligomerization of Deoxynucleosides to form DNA》 appeared in Angewandte Chemie, International Edition. The author of the article were Jimenez, Eddy I.; Gibard, Clementine; Krishnamurthy, Ramanarayanan. The article conveys some information:

Recent demonstrations of RNA-DNA chimeras (RDNA) enabling RNA and DNA replication, coupled with prebiotic co-synthesis of deoxyribo- and ribo-nucleotides, have resurrected the hypothesis of co-emergence of RNA and DNA. As further support, we show that diamidophosphate (DAP) with 2-aminoimidazole (amido)phosphorylates and oligomerizes deoxynucleosides to form DNA-under conditions similar to those of ribonucleosides. The pyrimidine deoxynucleoside 5′-O-amidophosphates are formed in good (≈60 %) yields. Intriguingly, the presence of pyrimidine deoxynucleos(t)ides increased the yields of purine deoxynucleotides (≈20 %). Concomitantly, oligomerization (≈18-31 %) is observed with predominantly 3′,5′-phosphodiester DNA linkages, and some (<5 %) pyrophosphates. Combined with previous observations of DAP-mediated chemistries and the constructive role of RDNA chimeras, the results reported here help set the stage for systematic investigation of a systems chem. approach of RNA-DNA co-evolution. In the experiment, the researchers used 1H-Imidazol-2-amine(cas: 7720-39-0Synthetic Route of C3H5N3)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Synthetic Route of C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

COA of Formula: C7H6N4OIn 2020 ,《Polyurethane hot melt adhesive based on Diels-Alder reaction》 appeared in International Journal of Adhesion and Adhesives. The author of the article were Wu, Meiyin; Liu, Yuan; Du, Pengfei; Wang, Xinling; Yang, Bin. The article conveys some information:

Traditional hot melt adhesives are thermoplastic resins with non-covalent hydrogen bonds. In this letter, a polyurethane hot melt adhesive (CDI-PUR-DA) was synthesized via introducing thermally reversible covalent Diels-Alder adducts into the polyurethane main chain. Results from hydrogen NMR (NMR) anal. and an assessment of rheol. properties demonstrated that CDI-PUR-DA exhibited a much lower viscosity than a traditional hot melt adhesive. The viscosity of the polyurethane decreased to 4 Pa s at 110° due to rupture of Diels-Alder adducts. However, the viscosity returned to its initial value on cooling due to the regeneration of the Diels-Alder adducts. This approach provides a new method for preparing hot melt adhesives.Di(1H-imidazol-1-yl)methanone(cas: 530-62-1COA of Formula: C7H6N4O) was used in this study.

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications and polypeptides. It also used to make β-keto sulfones and sulfoxides, lead sequestering agents, and β-enamino acid derivatives.COA of Formula: C7H6N4O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Effect of alkyl chain on micellization properties of dodecylbenzenesulfonate based surface active ionic liquids using conductance, surface tension, and spectroscopic techniques》 was published in Journal of Dispersion Science and Technology in 2020. These research results belong to Pal, Amalendu; Saini, Mohit. Electric Literature of C4H6N2 The article mentions the following:

Two surface active ionic liquids (ILs) having 1-alkyl-3-methylimidazolium cationic moiety and dodecylbenzenesulfonate based anionic moiety i.e. [C5mim][DBS] and [C7mim][DBS], have been synthesized. 1H-NMR, thin layer chromatog. were done for their characterization. These DBS-ILs have lower critical micelle concentration (CMC) in comparison with their conventional sodium dodecylbenzenesulfonate [Na][DBS] surfactants and hence are highly surface active. The conductance, surface tension, absorption (UV-visible) and emission (Fluorescence) techniques were used to determine the CMC values. DBS-ILs showed a remarkable absorption and emission spectra where intensity changes with variation in concentration of IL. Micelle self-assembly formation was also predicted by dynamic light scattering (DLS) technique. Conductance and surface tension techniques were employed to study the aggregation behavior in aqueous conditions. Various surface active parameters were evaluated at 298.15 K employing surface tension techniques. Conductance measurements were performed at three rising temperatures (288.15, 298.15, and 308.15) K and their thermodn. parameters were calculated From the above studies, the present synthesized ionic liquids found to have remarkable surface activity. After reading the article, we found that the author used 1-Methyl-1H-imidazole(cas: 616-47-7Electric Literature of C4H6N2)

1-Methyl-1H-imidazole(cas: 616-47-7) is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis.Electric Literature of C4H6N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《The pKa values of N-arylimidazolinium salts, their higher homologues, and formamidinium salts in dimethyl sulfoxide》 was published in Organic & Biomolecular Chemistry in 2020. These research results belong to Konstandaras, Nicholas; Dunn, Michelle H.; Luis, Ena T.; Cole, Marcus L.; Harper, Jason B.. Recommanded Product: 1,3-Dimesityl-1H-imidazol-3-ium chloride The article mentions the following:

A series of imidazolinium salts, their six-, seven- and eight-membered homologues, and the related formamidinium salts were prepared, and their pKa values were determined in DMSO at 25°C using the bracketing indicator method. The effect of each type of structural variation on the acidity of each salt was considered, particularly noting the importance of ring size and the effect of the steric and electronic nature of the N-aryl substituents. The effect of a cyclic structure was also probed through comparing the cyclic systems with the corresponding formamidinium salts, noting the importance of conformational flexibility in the latter cases. Along with allowing choice of appropriate bases for deprotonation of these species, it is anticipated that the data presented will aid in the understanding of the nucleophilicity, and potentially catalytic efficacy, of the corresponding carbenes. The experimental process involved the reaction of 1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8Recommanded Product: 1,3-Dimesityl-1H-imidazol-3-ium chloride)

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.Recommanded Product: 1,3-Dimesityl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Interference from high-dose biotin intake in immunoassays for potentially time-critical analytes by Roche. Evaluation of a countermeasure for worst-case scenarios》 was published in Archives of Pathology & Laboratory Medicine in 2020. These research results belong to Mrosewski, Ingo; Urbank, Matthias; Stauch, Thomas; Switkowski, Rafael. Category: imidazoles-derivatives The article mentions the following:

Context.-Immunoassays using the interaction between streptavidin and biotin are used for clin. chem. analytes on platforms by many different manufacturers. The design can be susceptible to interference from high-dose biotin intake in patients, which remains an often-overlooked confounder despite recently increased awareness. Objective.-To evaluate an easily implementable method of in vitro biotin depletion for the removal of biotin interference in immunoassays for potentially time-critical analytes. Design.-A biotin stock solution was made and deidentified patient samples were spiked to reach a biotin concentration of 1.126 x 106 pg/mL, the maximum reported biotin concentration 1 to 2 h after a single oral dose of 300 mg biotin. Then, the resulting interference in Elecsys immunoassays for cortisol, cyclosporine A, tacrolimus, digitoxin, TSH, free triiodothyronine, free thyroxine, C-peptide, insulin, Nterminal pro-β-type natriuretic peptide, troponin T high sensitive, human immunodeficiency virus, procalcitonin, β human chorionic gonadotropin, toxoplasma IgM, and toxoplasma IgG was evaluated before and after biotin depletion using streptavidin particles. Results.-All tested immunoassays, with the exception of toxoplasma IgM and toxoplasma IgG, suffered from significant biotin interference. The depletion protocol removed assay interference due to biotin and produced results that were close or identical to initial prespike measurements. Conclusions.-Despite an increase in turnaround times, biotin adsorption is a feasible countermeasure for biotin interference in Elecsys immunoassays. Until test kits with an increased resistance to the interference from high-dose biotin intake are distributed, the evaluated protocol can provide results properly reflecting the patient’s clin. condition. 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: 58-85-5Category: imidazoles-derivatives) 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.Category: imidazoles-derivatives The biotin/avidin or biotin/streptavidin interaction is utilized in many labeling and purification schemes.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Toward an Understanding of the Forces Behind Extractive Desulfurization of Fuels with Ionic Liquids》 were Player, Lisa C.; Chan, Bun; Lui, Matthew Y.; Masters, Anthony F.; Maschmeyer, Thomas. And the article was published in ACS Sustainable Chemistry & Engineering in 2019. Product Details of 174501-65-6 The author mentioned the following in the article:

In this study, the extractive desulfurization of model fuel oil with ionic liquids (ILs) has been studied in an attempt to gain insights into the dominant forces controlling the extraction efficiencies of aromatic sulfur compounds, thiophene and dibenzothiophene. This work investigates the intrinsic properties of a series of common ILs based on a constant (molar) amount of IL to directly draw insights into the intrinsic properties of each IL’s extraction capability. Exptl. both the cation and anion size influenced the efficiency of extraction, following the trend pyridinium > imidazolium > pyrrolidinium for the cation and [NTf2]- > [OTf]- > [PF6]- > [BF4]- for the anion. Similar trends are observed for both thiophene and dibenzothiophene. D. functional theory modeling, using the APFD method, was employed to quantify the complexation energies and corresponding dispersion contributions between thiophene and the cations as well as between thiophene and the anions used in this work, showing a similar trend to the exptl. results. Through a combination of exptl. and computational analyses it is suggested that the dominant force in extraction is dispersion-driven binding between the ions and S-compounds In the experiment, the researchers used 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Product Details of 174501-65-6)

3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6) is a member of lonic liquids. Actually, lonic liquids as innovative fluids have received wide attention only during the past two decades. The number of SCI papers published on lonic liquids has exponentially increased from a few in 1996 to >5000 in 2016, exceeding the annual growth rates of other popular scientific areas. Product Details of 174501-65-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

SDS of cas: 2403-66-9On March 31, 1987, Hasan, Mashooda; Latif, Farzana; Garcia Alvarez, Maria C. published an article in Journal of the Chemical Society of Pakistan. The article was 《Preparation, physical properties and nuclear magnetic resonance spectral studies of isomeric 2-(hydroxypropyl)benzimidazoles》. The article mentions the following:

Preparation, phys. properties and NMR spectral (1H and 13C) data of 2-[2-(hydroxypropyl)]- and 2-[3-(hydroxypropyl)]benzimidazoles and have been described. In the experiment, the researchers used many compounds, for example, 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9SDS of cas: 2403-66-9)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. SDS of cas: 2403-66-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem