September 2022 - Page 3 of 33 - Imidazoles-derivatives

Peng, Hongliang et al. published new experimental results with the assistance of cas: 5805-39-0

2-(1H-Benzo[d]imidazol-2-yl)aniline(cas:5805-39-0 Name: 2-(1H-Benzo[d]imidazol-2-yl)aniline) is a chemical reagent used in the synthesis of small molecule inhibitors targeting ubiquitin-like domains for treatments of diseases caused by the cellular accumulation of damaged proteins.

Peng, Hongliang;Huang, Pengru;Yi, Pinggui;Xu, Fen;Sun, Lixian published 《Theoretical studies of π-electron delocalization and localization on intramolecular proton transfer in the ground state》 in 2018. The article was appeared in 《Journal of Molecular Structure》. They have made some progress in their research.Name: 2-(1H-Benzo[d]imidazol-2-yl)aniline The article mentions the following:

Proton transfer processes of 15 benzimidazole compounds are studied by d. functional theory methods, and natural orbital energy index (NOEI) is introduced. Here, NOEI and nucleus independent chem. shift (NICS) are applied to estimate the π-electron localization and delocalization, resp. Proton transfer potential energy surfaces are calculated to explore these processes, and the results show that the changes of the π-electron delocalization of the Ph (pyridyl) is the main factors for the stability of keto form. There is high correlation between the π-electron delocalization and the proton transfer barrier. When the π-electron localization is considered, the regression increases the correlation coefficient, increasing from 0.9663 to 0.9864. NOEI index is sensitive to π-electron localization; it is a beneficial and useful complement to NICS.2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) were involved in the experimental procedure.

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lohar, Somenath et al. published new progress in experiments with the help of cas: 5805-39-0

2-(1H-Benzo[d]imidazol-2-yl)aniline(cas:5805-39-0 Application In Synthesis of 2-(1H-Benzo[d]imidazol-2-yl)aniline) is a chemical reagent used in the synthesis of small molecule inhibitors targeting ubiquitin-like domains for treatments of diseases caused by the cellular accumulation of damaged proteins.

Lohar, Somenath;Maji, Abhishek;Pal, Siddhartha;Mukhopadhyay, Subhra Kanti;Nag, Dipta;Demitri, Nicola;Chattopadhyay, Pabitra published 《Naphthalimide-Based Turn-On Fluorosensor for Aqueous Sulfide Ions for Staining in Living Cells》. The research results were published in《ChemistrySelect》 in 2017.Application In Synthesis of 2-(1H-Benzo[d]imidazol-2-yl)aniline The article conveys some information:

A newly synthesized and characterized naphthalimide derivative (L¹) acts as a highly sensitive chemosensor for aqueous sulfide ions in water/DMSO (3:1, volume/volume) medium as L¹ offers distinctive reactive properties toward aqueous sulfide ions to be converted to L^1A of potential turn-on fluorescent properties over other competitive anions. Gradual addition of aqueous sulfide ions led to the formation of in situ L^1A compound which showed a single point fluorescence enhancement based on intramol. charge transfer (ICT). To establish this new interesting pathway in favor of ICT for sensing sulfide ions, the detailed spectroscopic studies of other three similar type new 1,8-naphthalimide based organic probes (L², L³ and L⁴) duly structurally characterized including theor. (DFT) studies have been carried out systematically. The probe (L¹) detects aqueous sulfide ions as low as 2.4μM in at biol. pH within a very short responsive time (15-20 s) and this non-cytotoxic the probe, L¹ is also useful in acquiring the fluorescent image of the distribution of sulfide ions in living cells using fluorescence microscope. And 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) was used in the research process.

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Learn more about cas: 65039-09-0 | Journal of Physical Chemistry C 2022

1-Ethyl-3-methyl-1H-imidazol-3-ium chloride(cas: 65039-09-0) is an imidazolium chloride ionic liquid that can be used as:a starting material for the preparation of 1-ethyl-3-methylimidazolium chloride/tetrafluoroborate (EMI.Cl.BF4) molten salt for electrochemical studies; a solvent as well as catalyst for the depolymerization of oak wood lignin.Recommanded Product: 1-Ethyl-3-methyl-1H-imidazol-3-ium chloride

Recommanded Product: 1-Ethyl-3-methyl-1H-imidazol-3-ium chloride《Influence of Ionic Coordination on the Cathode Reaction Mechanisms of Al/S Batteries》 was published in 2022. The authors were Bhowmik, Arghya;Carrasco-Busturia, David;Jankowski, Piotr;Raccichini, Rinaldo;Garcia-Araez, Nuria;Garcia-Lastra, Juan Maria, and the article was included in《Journal of Physical Chemistry C》. The author mentioned the following in the article:

The lack of knowledge on electrochem. reaction pathways for Al/S batteries prevents the development of practical approaches to mitigate the irreversibility and poor cycling performances of this appealing secondary battery system, which is, in theory, scalable, inexpensive, and energy-dense. Different from the Li/S system, Al/S batteries use ionic liquids (ILs) as electrolytes. The choice of the IL, i.e., whether the IL is based on a conventional EMImCl-based electrolyte or in a deep eutectic mixture of aluminum chloride with urea (or any of its derivatives), strongly affects the electrochem. energy-storage performance of the cell. To shed some light on the Al/S battery chem., here, we present the computational electrochem. research work to determine the most favorable reaction pathways and thermodynamically stable reaction intermediates. We also discuss the effect of the coordination of ionic species (originated from aluminum-containing deep eutectic electrolytes) with polysulfide intermediates, which lead to alterations in the reaction pathway and electrochem. behavior of the Al/S system. The spectroscopic signatures from various reaction intermediates are also reported and validated via comparison with exptl. observations. And 1-Ethyl-3-methyl-1H-imidazol-3-ium chloride (cas: 65039-09-0) was used in the research process.

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Wang, Yi-Ping et al. published new experimental results with the assistance of cas: 5805-39-0

2-(1H-Benzo[d]imidazol-2-yl)aniline(cas:5805-39-0 Recommanded Product: 2-(1H-Benzo[d]imidazol-2-yl)aniline) is a chemical reagent used in the synthesis of small molecule inhibitors targeting ubiquitin-like domains for treatments of diseases caused by the cellular accumulation of damaged proteins.

Wang, Yi-Ping;Ou, Xue-Rong;Wang, Yue;Liu, Jian-Quan;Wang, Xiang-Shan published 《A Consecutive Condensation, Cyclization, and Dehydration for the Synthesis of Benzimidazopyrroloquinazolines Catalyzed by TsOH》 in 2018. The article was appeared in 《Journal of Heterocyclic Chemistry》. They have made some progress in their research.Recommanded Product: 2-(1H-Benzo[d]imidazol-2-yl)aniline The article mentions the following:

A consecutive condensation, cyclization, and dehydration of 2-(1H-benzo[d]imidazol-2-yl)anilines and ketonic acid in toluene catalyzed by TsOH gave a series of benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolin-3(2H)-one derivatives, e.g., I, in good to high yields. The structure of I was further confirmed unambiguously by X-ray diffraction anal. To complete the study, the researchers used 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) .

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cas: 65039-09-0 | Cerdeira, Ana C.published an article in 2022

1-Ethyl-3-methyl-1H-imidazol-3-ium chloride(cas: 65039-09-0) is an imidazolium chloride ionic liquid that can be used as:a solvent as well as catalyst for the depolymerization of oak wood lignin; a solvent in the hydrolysis of hemicellulose (xylan) to xylose using Brønsted acid catalysts.Recommanded Product: 65039-09-0

Cerdeira, Ana C.;Leal, Joao P.;Avo, Joao;Viola, Catarina;Casimiro, Maria H.;Ferreira, Luis M.;Paz, Filipe A. A.;Pereira, Laura C. J.;Pereira, Claudia C. L.;Monteiro, Bernardo published 《Multifunctionality of the [C₂mim][Ln(fod)₄] series (Ln = Nd-Tm except Pm): magnetic, luminescence and thermochemical studies》 in 2022. The article was appeared in 《New Journal of Chemistry》. They have made some progress in their research.Recommanded Product: 65039-09-0 The article mentions the following:

A series of nine tetrakis lanthanide β-diketonate complexes of the type [C₂mim][Ln(fod)₄] (C₂mim = 1-ethyl-3-methylimidazolium, fod = 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionate) were prepared, with yields above 80%, and their thermochem., photophys. and magnetic susceptibilities were evaluated. Thermochem. studies presented a rare and reversible conversion between two solid phases (polymorphism), characteristic of the [Ln(fod)₄]^– anion. Photophys. and magnetic studies revealed that Dy and Er presented the multifunctionality of being simultaneously SMMs and visible (Dy) or near infra-red (Er) emitters. The Nd, Ho and Tm analogs present characteristic emission bands in the NIR region (800-1200 nm), while Sm, Eu, Tb and Dy present emissions in the visible range. Magnetic susceptibility of Tb, Dy, Ho, Er and Tm salts were measured in the temperature range of 2-300 K, showing paramagnetic behavior, although with different regimes, with AC susceptibility measurements, at different frequencies in the range of 10-10 000 Hz, providing evidence of slow magnetic relaxation processes for Gd, Dy and Er analogs with SMM behavior. The experimental procedure involved many compounds, such as 1-Ethyl-3-methyl-1H-imidazol-3-ium chloride (cas: 65039-09-0) .

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cas: 5805-39-0 | Dhaka, Gargi et al. made new progress in 2016

Name: 2-(1H-Benzo[d]imidazol-2-yl)aniline《Spectroscopic evaluation of a novel multi-element sensitive fluorescent probe derived from 2-(2′-phenylbenzamide)benzimidazole: Selective discrimination of Al³ ⁺ and Cd² ⁺ from their congeners》 was published in 2016. The authors were Dhaka, Gargi;Kaur, Navneet;Singh, Jasvinder, and the article was included in《Inorganic Chemistry Communications》. The author mentioned the following in the article:

A novel fluorescent chemosensor 2-(2′-phenylbenzamide)benzimidazole (2) exhibiting excited-state intramol. proton transfer (ESIPT) process was synthesized by condensation approach, among which 2 could be used as a multielement sensitive fluorescent probe for both Al³ ⁺ and Cd² ⁺. The emission wavelength of 2 underwent blue shift of 78 nm upon binding with these ions. The cation-induced inhibition of ESIPT phenomenon was responsible for these fluorescence changes. Also, the absorption spectra of 2 showed changes with F^– and AcO^– ions also. TD-DFT studies well displayed the blue shift in the emission wavelength of 2 upon binding with Al³ ⁺ ions. To complete the study, the researchers used 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) .

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cas: 65039-09-0 | Song, Xiangbo et al. made new progress in 2022

Song, Xiangbo;Liao, Yuhe;Liu, Tingsen;Yin, Dedu;Wang, Haiyong;Chen, Lungang;Ma, Longlong;Yang, Hongwei;Voskressensky, Leonid G.;Wang, Chenguang published 《A highly effective approach to enhance the performance of biomass-derived acid for fructose conversion to 5-hydroxymethylfurfural》. The research results were published in《Fuel Processing Technology》 in 2022.Recommanded Product: 65039-09-0 The article conveys some information:

Synthesis of 5-hydroxymethylfurfural (HMF) from carbohydrate is one of vital step for bio-refinery development. In this work, a novel strategy was developed for catalytic conversion of fructose to HMF in 2-butanol. The inexpensive ionic liquids were used to adjust the acidity of biobased acid catalyst for enhancing the dehydration of fructose to HMF. The combination of 1-butyl-3-methylimidazolium chloride ([Bmim]Cl) with oxalic acid afforded an excellent HMF yield of 97.1% at 98.7% fructose conversion under mild conditions of 100°C and 60 min, owing to the enhanced dissociation ability of oxalic acid by [Bmim]Cl. A possible dissociation mechanism of oxalic acid induced by [Bmim]Cl was proposed based on control experiments and detailed analyses with NMR and FT-IR techniques. It involved that the [Bmim]Cl interacted with oxalic acid through hydrogen bond, which decreased the electron d. of oxygen atom on hydroxyl group and weakened the O-H bond, thus making the hydrogen in the O-H group to easily dissociate in the form of H⁺. Moreover, the reusability of oxalic acid and [Bmim]Cl was demonstrated, and both could be reused up to six times without significant loss in activity. To complete the study, the researchers used 1-Ethyl-3-methyl-1H-imidazol-3-ium chloride (cas: 65039-09-0) .

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cas: 5805-39-0 | Kanlayakan, Narissa et al. made new progress in 2021

Application In Synthesis of 2-(1H-Benzo[d]imidazol-2-yl)aniline《Molecular design of amino-type hydrogen-bonding molecules for excited-state intramolecular proton transfer (ESIPT)-based fluorescent probe using the TD-DFT approach》 was published in 2021. The authors were Kanlayakan, Narissa;Kungwan, Nawee, and the article was included in《New Journal of Chemistry》. The author mentioned the following in the article:

A mol. screening has been carried out for fluorescent probes harnessing excited-stated intramol. proton transfer (ESIPT) of NH-type mols. having aminophenyl or tosylaminophenyl as a proton donor and benzimidazole, benzoxazole, benzothiazole, or imidazo[1,2-a]pyridine as a proton acceptor with different substituents using time-dependent d. functional theory. Among the designed ESIPT mols., 2-(2′-tosylaminophenyl)benzimidazole, 2-(2′-tosylaminophenyl)benzothiazole, and 2-(2′-tosylaminophenyl)imidazo[1,2-a]pyridine with dimethylamino in the tosylaminophenyl and/or cyano in the benzimidazole, benzothiazole, and imidazo[1,2-a]pyridine, resp., were revealed to be the best five candidates because they passed the screening requirements, including photophys., kinetics, and thermodn. parameters. Here, these five candidates required less photo-absorption around 380 nm and emitted the tautomer peaks in the near IR (NIR) region, leading to large Stokes shifts (~200 nm) with no self-reabsorption, which are important characteristics for fluorescent probes. The NIR emission is caused by the intramol. charge-transfer character of the strong electron-donating dimethylamino in the tosylaminophenyl moiety and heteroatoms in the benzimidazole/benzothiazole/imidazo[1,2-a]pyridine moiety as evidenced by the electron-d. differences and frontier MOs. In addition, they exhibit high photo-acidity and photo-basicity (low PT barrier with highly exothermic) to warrantee the ESIPT. Therefore, the obtained screening information in this work could be beneficial for designing new ESIPT fluorescent-based probes. And 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) was used in the research process.

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Inorganica Chimica Acta | Cas: 5805-39-0 was involved in experiment

Recommanded Product: 2-(1H-Benzo[d]imidazol-2-yl)anilineIn 2020, Annan, Neveen A.;Butler, Ian S.;Osman, Yehia A.;Hussein, Mervat H.;Jean-Claude, Bertrand J.;Saad, Eman M.;Mostafa, Sahar I. published 《Complexes based N,N-donors (2,2′-bipyridyl & 2-(2-aminophenyl)benzimidazole); Synthesis, characterization, DNA interaction and toxicity assessment against Chlorella vulgaris microchlorophyte; X-ray crystal structure of [Zn(bpy)₃]Cl₂》. 《Inorganica Chimica Acta》published the findings. The article contains the following contents:

The syntheses of some N,N-donors, 2,2′-bipyridyl (bpy) and 2-(2-aminophenyl)benzimidazole (HAPB) complexes are reported. The structures of the complexes are discussed on the bases of their IR, NMR (¹H, ¹³C, ³¹P), UV-visible, and EI and maldi-mass spectra, elemental analyses, molar conductivities and TGA behavior. HAPB coordinates to the central metal ions in neutral monodentate {[Au(HAPB)Cl₃], cis-[MoO₂(HAPB)(DMF)Cl₂], [Pd(HAPB)(H₂O)Cl₂], [M(HAPB)(PPh₃)Cl₂] and [Pd(bpy)(HAPB)Cl]Cl} or bidentate {[Zn(HAPB)₂](ClO₄)₂, [Zn(PPh₃)(HAPB)Cl₂(H₂O)], [Ag(L)(HAPB)]NO₃ (L = bpy, PPh₃), [M(HAPB)Cl₂] (M(II) = Pd, Pt), [Rh(HAPB)₂Cl₂]Cl and [Rh(PPh₃)(HAPB)Cl]Cl₂} fashion, via the imidazole N- atom or both amino N- and imidazole N-atoms, resp. The X-ray crystal structure of the complex, [Zn(bpy)₃]Cl₂, was determined It was crystallized in a monoclinic lattice with space group symmetry P_2/n. The Zn(II) ion is coordinated in a distorted octahedral geometry by the two nitrogen atoms of three bpy moieties in the expected neutral bidentate fashion. The stoichiometries and the formation constants of Pd(II), Pt(II), [M(L)Cl₂] (L = bpy, 2PPh₃) complexes were determined using both Job’s and the molar ratio methods. The DNA-binding constants of some of the complexes were calculated based on UV-visible spectroscopy. The results indicate intercalative CT-DNA binding in view of their hypochromism and low-to-moderate binding abilities. The DNA binding abilities of the complexes follow the order [Pd(PPh₃)(HAPB)Cl₂] > [Pt(HAPB)Cl₂] > [Pd(HAPB)(H₂O)Cl₂] > [Pd(HAPB)Cl₂], which may result from steric hindrance around the metal ions comes from HAPB with bpy or PPh₃ chelates. Moreover, the toxicity of HAPB and its Pd(II) complexes against the microchlorophyte (Chlorella vulgaris) were assessed. And 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) was used in the research process.

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Elgawish, Mohamed Saleh et al. published new experimental results with the assistance of cas: 5805-39-0

2-(1H-Benzo[d]imidazol-2-yl)aniline(cas:5805-39-0 Reference of 2-(1H-Benzo[d]imidazol-2-yl)aniline) is a chemical reagent used in the synthesis of small molecule inhibitors targeting ubiquitin-like domains for treatments of diseases caused by the cellular accumulation of damaged proteins.

Reference of 2-(1H-Benzo[d]imidazol-2-yl)anilineIn 2022, Elgawish, Mohamed Saleh;Nafie, Mohamed S.;Yassen, Asmaa S. A.;Yamada, Koji;Ghareb, Nagat published 《The design and synthesis of potent benzimidazole derivatives via scaffold hybridization and evaluating their antiproliferative and proapoptotic activity against breast and lung cancer cell lines》. 《New Journal of Chemistry》published the findings. The article contains the following contents:

In the current study, a new series of scaffolds – benzimidazo[1,5-a]imidazoles, e.g., I, benzimidazo[1,2-c]thiazole, e.g., II, benzimidazotriazines, e.g., III,, and benzimidazo[1,2-c]quinazolines, e.g., IV – was synthesized via C-H cycloamination, using a metal-free synthetic pathway, as potent antiproliferative antiangiogenic mols. against breast (MCF-7) and lung (A549) cancer cell lines. The expansion of the benzimidazole scaffold with heterocyclic rings resulted in a tridentate cyclic system that occupied the ATP-binding site and neighboring hydrophobic pocket, elicited promising affinity and selectivity toward VEGFR2 through extra H-bonding and completely occupied the entrance region. Mol. docking studies demonstrated that most of the designed compounds bind VEGFR-2 adopting a DFG-in conformation, where the benzimidazole scaffold occupied the hinge region, the central aromatic ring occupied hydrophobic region I adjacent to the hinge region, and the hydrogen bond donor/acceptor bound to the hydrogen-bond-rich region. In comparison to lenvatinib, which had a docking score of -12.47 kJ mol^-1 and a Glide E-model value of -132.68 kcal mol^-1, compound III had a decent docking score of -8.95 kJ mol^-1 and a Glide E-model value of -92.17 kcal mol^-1. The designed mols. exhibited promising in situ cytotoxic activities, with IC₅₀ values ranging from 9.2 to 42.3μM against MCF-7 and A549, comparable to 5-fluorouracil (which has IC₅₀ values of 10.32 and 5.8μM against MCF-7 and A549, resp.); they also showed selective in vitro inhibitory activity against VEGFR2 when compared with other designed kinases, with compound III showing an IC₅₀ value (23 nM) as good as that of sorafenib (30 nM). Flow cytometry and cell cycle assays revealed that apoptotic cell death induction occurred in the A549 cell line through the activation of certain caspases and the tumor suppressor P53 and through repressing the generation of BAX and PUMA. Furthermore, the proposed compounds exhibited physicochem. and pharmacokinetics properties within the acceptable range for human usage, as anticipated by an in silico ADME study, making them lead mols. for developing new forms of medication. The experimental procedure involved many compounds, such as 2-(1H-Benzo[d]imidazol-2-yl)aniline (cas: 5805-39-0) .

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem