Category: imidazoles-derivatives

Zwaagstra, Marieel E. published the artcileSynthesis and Structure-Activity Relationships of Carboxyflavones as Structurally Rigid CysLT₁ (LTD₄) Receptor Antagonists, Application In Synthesis of 4760-35-4, the publication is Journal of Medicinal Chemistry (1998), 41(9), 1428-1438, database is CAplus and MEDLINE.

The synthesis and CysLT₁ receptor affinities of a new series of highly rigid 3′- and 4′-(2-quinolinylmethoxy)- I [Ar = 2-quinolinyl; R¹ = CO₂H; R² = R³ = H; X = CH₂O; Ar = 2-quinolinyl; R¹ = R³ = H; R² = CO₂H; X = CH₂O; Ar = 2-quinolinyl; R¹ = R² = H; R³ = CO₂H; X = CH₂O] or 3′- and 4′-[2-(2-quinolinyl)ethenyl]-substituted, 6-, 7-, or 8-carboxylated flavones (E)-I [Ar = 2-quinolinyl, R¹ = CO₂H, R² = H, R³ = H, Br, Cl, F, Me, X = CH:CH; Ar = 2-quinolinyl, R¹ = R³ = H, R² = CO₂H, X = CH:CH; Ar = 2-quinolinyl, R¹ = CN, R² = H, R³ = Cl, X = CH:CH; Ar = 2-quinolinyl; R¹ = R² = H; R³ = CO₂H, CN, X = CH:CH] are described. CysLT₁ receptor affinities of the flavones (down to 11 nM) were determined by their ability to displace [³H]LTD₄ from its receptor in guinea pig lung membranes. Structure-affinity relationship studies showed that the relative positions of the carboxylic acid and the quinoline moiety were critical for CysLT₁ affinities. While the carboxyl is optimal in the 8 position but tolerated in the 6 position, only the 6- and not the 8-tetrazole has significant activity. The quinoline moiety may be connected to the flavone skeleton by an ethenyl or a methoxy linker, but the substitution position is important for high affinity, especially in the 6-carboxylated flavones. 4′-Substituted 6-carboxyflavones are essentially inactive, whereas the 3′-substituted analogs have submicromolar CysLT₁ affinity. Replacement of the quinoline by other heteroaromatics generally leads to decreased affinities, with the Ph and naphthyl analogs displaying only little or no affinity, while the 7-chloroquinoline analog is comparable in activity to the quinoline. Flavones having CysLT₁ receptor affinities of 10-30 nM were selected for determination of their inhibitory effects on the LTD₄-induced contraction of guinea pig ileum in vitro. The IC₅₀ values ranged between 15 and 100 nM. 8-Carboxy-6-chloro-3′-(2-quinolinylmethoxy)flavone [VUF 5087; {(E)-I; Ar = 2-quinolinyl, R¹ = CO₂H, R² = H, R³ = Cl, X = 3′-CH:CH}] was selected for further research because of its high potency in the functional assay. This series contains the most rigid CysLT₁ receptor antagonists known to date, and they are useful in the development of a CysLT₁ antagonist model, which is discussed in the companion paper.

Journal of Medicinal Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C10H9ClN2O, Application In Synthesis of 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Haque, Aminul Md. published the artcileElectrodialytic Universal Synthesis of Highly Pure and Mixed Ionic Liquids, Related Products of imidazoles-derivatives, the publication is ACS Omega (2022), 7(25), 21925-21931, database is CAplus and MEDLINE.

Ionic liquids (ILs) have attracted significant attention from researchers in various fields as a result of their unique properties. As new and important applications are identified for these materials, there is also a drive to develop methods for accessing a wider range of ILs. However, despite this demand, only a few techniques have so far been reported and, more importantly, general but efficient processes for IL synthesis were lacking. Thus, it would be beneficial to devise a cost-effective, environmentally friendly means of producing a wide variety of pure ILs. The present work demonstrates a general purpose electrodialysis approach to the formation of highly pure ILs, based on the formation of nine different ILs from various combinations of cations and anions. In each case, the IL was obtained with a purity of >99%. This method offers the advantages of avoiding the use of hazardous organic solvents and eliminating tedious and costly purification processes. Unlike conventional methods, this membrane-based technol. also prevents the generation of side products. Mixed ILs have many potential applications, and the present technique readily generates various mixed ILs based on a simple adjustment of the applied current.

ACS Omega published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Nobbs, James D. published the artcileFrom alternating to selective distributions in chromium-catalysed ethylene oligomerisation with asymmetric BIMA ligands, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Catalysis Science & Technology (2018), 8(5), 1314-1321, database is CAplus.

The oligomerization of ethylene with Cr-based catalysts containing asym. BIMA (bis(benzimidazole)methylamine) ligands produces linear alpha olefins (LAOs) that follow an alternating distribution. The catalytic activity and the degree of alternation is affected by the different ligands; in particular variations at the backbone of the ligand affect the nature of the distribution. For certain catalysts a deviation from regular alternating behavior is observed, whereby increased amounts of 1-hexene and 1-octene (up to 29 mol%) were obtained compared to the amount expected from the distribution anal. based on C₁₀-C₃₄ LAOs. This behavior towards more selective oligomerization to 1-hexene and 1-octene can be explained by varying probabilities of single and double ethylene insertion. The deviations will depend on the size of the metallacycle and are most pronounced early on during the metallacycle growth.

Catalysis Science & Technology published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

House, Donald A. published the artcileChiral heterocyclic ligands. Part V. The first x-ray structure of an octahedral transition metal complex containing a strongly chelating bidentate perchlorate, Application In Synthesis of 4760-35-4, the publication is Journal of the Chemical Society, Chemical Communications (1987), 1575-6, database is CAplus.

NiL₂(ClO₄)₂.EtOH (L = I) was prepared from Ni(ClO₄)₂.6H₂O and L in EtOH. NiL₂(ClO₄)₂.EtOH is monoclinic, space group P2₁, with a 13.370(8), b 21.152(13), c 15.605(9) Å, β 99.73(5)°, Z = 4, d.(calculated) = 1.44 g cm^-3, R = 0.063. Two different stereoisomers of [NiL₂(ClO₄)]⁺ are present in an asym. unit, each of which contains a strongly bidentate perchlorate and the bulky borane groups in a trans configuration.

Journal of the Chemical Society, Chemical Communications published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Application In Synthesis of 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Roberts, Fiona published the artcileThe kinetics of competitive antagonists on guinea-pig ileum, Quality Control of 2508-72-7, the publication is British Journal of Pharmacology (1976), 58(1), 57-70, database is CAplus and MEDLINE.

The kinetics of the antagonistic action of mepyramine maleate [59-33-6], atropine sulfate [55-48-1], lachesine [1164-38-1], benziloyltropine methyliodide [21735-94-4], pentyltriethyl ammonium iodide [21735-95-5], and antazoline-HCl [2508-72-7] on guinea pig isolated ileum were not consistent with the predictions of the interaction-limited model described by W. D. M. Paton (1961). The apparent dissociation rate constant calculated from the decrease in occupancy on washout was not independent of the concentration of antagonist; the dissociation rate constant of a ‘slow’ antagonist calculated from the change in occupancy when a ‘fast’ antagonist was superimposed varied with the concentration of fast antagonist; if the concentration of slow antagonist was increased when the fast antagonist was superimposed so that the equilibrium occupancy of the ‘slow’ was the same as before, a transitional phase was observed

British Journal of Pharmacology published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Quality Control of 2508-72-7.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Kowalska, Dorota published the artcileInteraction of ionic liquids with human serum albumin in the view of bioconcentration: a preliminary study, Formula: C8H15ClN2, the publication is Chemical Papers (2022), 76(4), 2405-2417, database is CAplus.

Bioaccumulation potential is critical in PBT and risk assessment of chems. However, for ionic liquids (ILs), this aspect remains neglected. It is especially important to fill this gap, because for this group of compounds, existing data confirm their risk of being environmentally persistent and toxicity. Moreover, considering preliminary reports on the interactions of ILs with lipids, it may be assumed that ILs have a higher potential for bioaccumulation than indicated by previous estimations built upon octanol-water partition coefficients Moreover, the bioconcentration of ionizable chem. compounds may also be strongly related to plasma protein contents. Therefore, in this work, the affinity of a set of imidazolium cations and organic anions, and their combination to human serum albumin (HSA) was determined The obtained results reveal that both cations and anions can be strongly bound to HSA, and blood proteins might play an important role in overall bioaccumulation. Furthermore, it was observed that HSA binding properties towards IL cations depend on the hydrophobicity of cations. The obtained data also provide indication that cation-anion interaction may affect ILs ions affinity to HSA.

Chemical Papers published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Formula: C8H15ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cao, Hongtao published the artcileIridium(III) complexes adopting 1,2-diphenyl-1H-benzoimidazole ligands for highly efficient organic light-emitting diodes with low efficiency roll-off and non-doped feature, SDS of cas: 2622-67-5, the publication is Journal of Materials Chemistry C: Materials for Optical and Electronic Devices (2014), 2(12), 2150-2159, database is CAplus.

Two novel Ir(III) complexes (pbi)₂Ir(mtpy) (1) and (pbi)₂Ir(pbim) (2) adopting 1,2-diphenyl-1H-benzoimidazole (Hpbi) as cyclometalated ligands were synthesized and characterized. Strong emissions at 501 and 536 nm with high luminescence quantum yields of 48 and 91% in CH₂Cl₂ at 298 K were obtained for 1 and 2, resp. The quantum chem. calculations and the photophys. properties indicated that the dominant ³MLCT (metal-to-ligand charge-transfer) state mixed with ³LLCT (ligand-to-ligand charge-transfer) and ³LC (ligand-centered ³π-π^*) characters contributed to their phosphorescence emissions. Doped organic LEDs (OLEDs) based on 1 and 2 showed a peak current efficiency of 45.0 cd A^-1 and power efficiency of 47.9 lm W^-1 accompanied by low efficiency roll-off values. In their nondoped OLEDs, high efficiencies of 24.4 cd A^-1 and 26.3 lm W^-1 were achieved. These appealing results reveal that 1 and 2 open interesting perspectives for the development of high-performance OLEDs in the future.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, SDS of cas: 2622-67-5.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Guan, Qianqian published the artcileThe synthesis of benzimidazoles via a recycled palladium catalyzed hydrogen transfer under mild conditions, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is Organic & Biomolecular Chemistry (2018), 16(12), 2088-2096, database is CAplus and MEDLINE.

An efficient synthesis of benzimidazoles I [R¹ = Me, Ph, 2-thienyl, etc.; R² = H, Me, CF₃; R³ = H, Me, Ph, 2-pyridyl, 3-Me-2-pyridyl] was developed via recycled palladium-catalyzed hydrogen-transfer reaction of N-substituted-2-nitroanilines and alcs. The reaction was carried out smoothly under mild conditions that afforded variety of benzimidazoles I with good to excellent yields. The palladium catalyst was recovered easily and reused six times with great catalytic activity.

Organic & Biomolecular Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Hur, Wooyoung published the artcileA Small-Molecule Inducer of the Antioxidant Response Element, Quality Control of 359860-27-8, the publication is Chemistry & Biology (Cambridge, MA, United States) (2010), 17(5), 537-547, database is CAplus and MEDLINE.

Summary: Eukaryotic cells counteract oxidative and other environmental stress through the activation of Nrf2, the transcription factor that controls the expression of a host of protective enzymes by binding to the antioxidant response element (ARE). The electrophilic mols. that are able to activate Nrf2 and its downstream target genes have demonstrated therapeutic potential in carcinogen-induced tumor models. Using a high-throughput cellular screen, we discovered a class of ARE activator, which we named AI-1, that activates Nrf2 by covalently modifying Keap1, the neg. regulator of Nrf2. Biochem. studies indicated that modification of Cys151 of Keap1 by AI-1 disrupted the ability of Keap1 to serve as an adaptor for Cul3-Keap1 ubiquitin ligase complex, thereby causing stabilization and transcriptional activation of Nrf2. AI-1 and its biotinylated derivative are useful pharmacol. probes for investigating the mol. details of the cellular antioxidant response.

Chemistry & Biology (Cambridge, MA, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Quality Control of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Tulus, Rasim published the artcileSpectrophotometric determination of antihistamine drugs containing o-(benzensulfonamido)-p-benzoquinone, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Journal of Faculty of Pharmacy of Istanbul University (1975), 11(2), 117-28, database is CAplus.

The treatment of a methanolic solution of some antihistamine amines, obtained from their hydrochloride, methanesulfonate, and maleate, with a methanolic solution of o-(benzenesulfonamido)-p-benzoquinone (I) [34238-55-6] afforded a red color, which was used in the spectrophotometric determination of these antihistamines.

Journal of Faculty of Pharmacy of Istanbul University published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C24H20Ge, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem