Month: October 2022

《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

《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

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

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

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

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

《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

Product Details of 258278-25-0On June 7, 2022, Wessels, Alina; Klussmann, Martin; Breugst, Martin; Schlorer, Nils E.; Berkessel, Albrecht published an article in Angewandte Chemie, International Edition. The article was 《Formation of Breslow Intermediates from N-Heterocyclic Carbenes and Aldehydes Involves Autocatalysis by the Breslow Intermediate, and a Hemiacetal》. The article mentions the following:

Under aprotic conditions, the stoichiometric reaction of N-heterocyclic carbenes (NHCs) such as imidazolidin-2-ylidenes with aldehydes affords Breslow Intermediates (BIs), involving a formal 1,2-C-to-O proton shift. We herein report kinetic studies (NMR), complemented by DFT calculations, on the mechanism of this kinetically disfavored H-translocation. Variable time normalization anal. (VTNA) revealed that the kinetic orders of the reactants vary for different NHC-to-aldehyde ratios, indicating different and ratio-dependent mechanistic regimes. We propose that for high NHC-to-aldehyde ratios, the H-shift takes place in the primary, zwitterionic NHC-aldehyde adduct. With excess aldehyde, the zwitterion is in equilibrium with a hemiacetal, in which the H-shift occurs. In both regimes, the critical H-shift is auto-catalyzed by the BI. Kinetic isotope effects observed for R-CDO are in line with our proposal. Furthermore, we detected an H-bonded complex of the BI with excess NHC (NMR). In addition to this study using 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, there are many other studies that have used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Product Details of 258278-25-0) was used in this study.

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.Product Details of 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Recommanded Product: 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazoleOn November 1, 2004 ,《Synthesis and structure-activity relationships of indole and benzimidazole piperazines as histamine H4 receptor antagonists》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Terzioglu, Nalan; van Rijn, Richard M.; Bakker, Remko A.; De Esch, Iwan J. P.; Leurs, Rob. The article conveys some information:

The structure-activity relationship for a series of ligands structurally related to the recently identified (5-chloro-1H-indol-2-yl)-(4-methyl-piperazin-1-yl)-methanone (I) as histamine H4 receptor (H4R) antagonists, is reported. Furthermore, related benzimidazoles was identified as lead compounds for the H4R. The ligands have been evaluated by radioligand displacement studies and functional assays for their interaction with both the human histamine H3 and H4 receptors and exhibit pKi values up to 7.5 at the human H4R. The experimental process involved the reaction of 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5Recommanded Product: 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole)

5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Recommanded Product: 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole 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.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3584-66-5On September 30, 2014 ,《Molecular properties prediction and synthesis of new benzimidazole H4-receptor antagonists as anti-inflammatory agents》 was published in Indian Journal of Heterocyclic Chemistry. The article was written by Bai, S. Anuradha; Tangeda, Sarita Jyostna; Madhavi, M.; Garlapati, Achaiah. The article contains the following contents:

The design and calculation of mol. properties, drug likeness, lipophilicity and solubility parameters of substituted benzimidazolyl carbonyl piperazines/piperidines I (R1 = Cl, CH3; R2 = H, Cl; R3 = CH3, C2H5; X = N, CH2) using mol inspiration, mol soft, software’s and ALOPGPS 2.1 program were investigated. Toxicity parameters were calculated using Osiris software. All compounds were non toxic; fulfill the solubility requirements and passing oral bioavailability criteria. Most of the compounds exhibited significant anti-inflammatory activity. In addition to this study using 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole, there are many other studies that have used 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5Related Products of 3584-66-5) was used in this study.

5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5) 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. Related Products of 3584-66-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem