Category: imidazoles-derivatives

Kurtoglu-Oztulum, Samira F. published the artcileThermal stability limits of imidazolium, piperidinium, pyridinium, and pyrrolidinium ionic liquids immobilized on metal oxides, Safety of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Journal of Molecular Liquids (2022), 119804, database is CAplus.

Twenty-nine different ionic liquids (ILs) consisting of imidazolium, pyridinium, piperidinium, and pyrrolidinium cations and I^–, Cl^–, Br^–, PF^–₆, BF^–₄, [DCA]^–, and [NTf₂]^– anions were immobilized on MgO and SiO₂. Their short-term thermal stability limits were investigated by thermogravimetric anal. and compared with those of the corresponding bulk ILs. Data showed that the thermal stability limits of ILs change significantly when the ILs are immobilized on metal oxides. These changes were evaluated based on the structural interactions determined by IR spectroscopy. Systematic structural differences were considered to investigate the factors affecting the thermal stability of bulk ILs, and their counterparts immobilized on MgO and SiO₂. These structural changes were the change in the alkyl chain length, the methylation on C2 site in imidazolium ILs, the change in substituent position in the pyridinium ring, the change in the anion, and the change in the IL family. The strongest factor controlling the thermal stability limits of both bulk ILs and their supported counterparts was determined as the anion type. Accordingly, the basicity of the anion and the surface acidity of the metal oxide and their resulting interactions were found to have a significant effect on the thermal stability limits. Data presented here offer the opportunity to pick a suitable anion and cation pair according to the metal oxide, so that the supported IL can withstand the desired operation conditions in various applications, such as catalysis or gas separation

Journal of Molecular Liquids 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, Safety of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Dolgosheina, Elena V. published the artcileRNA Mango Aptamer-Fluorophore: A Bright, High-Affinity Complex for RNA Labeling and Tracking, Formula: C18H34N4O5S, the publication is ACS Chemical Biology (2014), 9(10), 2412-2420, database is CAplus and MEDLINE.

Because RNA lacks strong intrinsic fluorescence, it has proven challenging to track RNA mols. in real time. To address this problem and to allow the purification of fluorescently tagged RNA complexes, the authors have selected a high affinity RNA aptamer called RNA Mango. This aptamer binds a series of thiazole orange (fluorophore) derivatives with nanomolar affinity, while increasing fluorophore fluorescence by up to 1100-fold. Visualization of RNA Mango by single-mol. fluorescence microscopy, together with injection and imaging of RNA Mango/fluorophore complex in C. elegans gonads demonstrates the potential for live-cell RNA imaging with this system. By inserting RNA Mango into a stem loop of the bacterial 6S RNA and biotinylating the fluorophore, the aptamer can be used to simultaneously fluorescently label and purify biol. important RNAs. The high affinity and fluorescent properties of RNA Mango are therefore expected to simplify the study of RNA complexes.

ACS Chemical Biology 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, Formula: C18H34N4O5S.

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

Madsen, Christian published the artcile5-Substituted Imidazole-4-acetic Acid Analogues: Synthesis, Modeling, and Pharmacological Characterization of a Series of Novel γ-Aminobutyric Acid_C Receptor Agonists, Synthetic Route of 45533-87-7, the publication is Journal of Medicinal Chemistry (2007), 50(17), 4147-4161, database is CAplus and MEDLINE.

A series of ring-substituted analogs of imidazole-4-acetic acid (IAA), a partial agonist at both GABA_A and GABA_C receptors (GABA = γ-aminobutyric acid), have been synthesized. The synthesized compounds, e.g. I·HCl, have been evaluated as ligands for the α₁β₂γ_2S GABA_A receptors and the ρ₁ GABA_C receptors using the FLIPR membrane potential (FMP) assay and by electrophysiol. techniques. None of the tested compounds displayed activity at the GABA_A receptors at concentrations up to 1000 μM. However, the 5-Me, 5-Ph, 5-p-Me-Ph, and 5-p-F-Ph IAA analogs, displayed full agonist activities at the ρ₁ receptors in the FMP assay (EC₅₀ in the range 22-420 μM). Ligand-protein docking identified the Thr129 in the α₁ subunit and the corresponding Ser168 residue in ρ₁ as determinants of the selectivity displayed by the 5-substituted IAA analogs. The fact that GABA, IAA, and I·HCl displayed decreased agonist potencies at a ρ₁Ser168Thr mutant compared to the WT ρ₁ receptor strongly supported this hypothesis. However, in contrast to GABA and IAA, which exhibited increased agonist potencies at a α₁(Thr129Ser)β₂γ₂ mutant compared to WT GABA_A receptor, the data obtained for I·HCl at the WT and mutant receptors were nonconclusive.

Journal of Medicinal Chemistry published new progress about 45533-87-7. 45533-87-7 belongs to imidazoles-derivatives, auxiliary class Imidazole,Alcohol,Imidazole, name is (2-Methyl-1H-imidazol-4-yl)methanol, and the molecular formula is C5H8N2O, Synthetic Route of 45533-87-7.

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

Kam, Nadine Wong Shi published the artcileNanotube molecular transporters: internalization of carbon nanotube-protein conjugates into mammalian cells, Formula: C18H34N4O5S, the publication is Journal of the American Chemical Society (2004), 126(22), 6850-6851, database is CAplus and MEDLINE.

The interactions between various functionalized carbon nanotubes and several types of human cancer cells are explored. We have prepared modified nanotubes and have shown that these can be derivatized in a way that enables attachment of small mols. and of proteins, the latter through a novel noncovalent association The functionalized carbon nanotubes enter nonadherent human cancer cells as well as adherent cell lines (CHO and 3T3) and by themselves are not toxic. While the fluoresceinated protein streptavidin (MW ≈ 60 kD) by itself does not enter cells, it readily enters cells when complexed to a nanotube-biotin transporter and exhibits dose-dependent cytotoxicity. The uptake pathway is consistent with adsorption-mediated endocytosis. The use of carbon nanotubes as mol. transporters could be exploited for various cargos. The biocompatibility and unique phys., elec., optical, and mech. properties of nanotubes provide the basis for new classes of materials for drug, protein, and gene delivery applications.

Journal of the American Chemical Society 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, Formula: C18H34N4O5S.

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

Zhao, Chao-Yang published the artcilePd-Catalyzed Redox Divergent Coupling of Ketones with Terpenols, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is ACS Catalysis (2021), 11(12), 6825-6834, database is CAplus.

A Pd-catalyzed redox divergent coupling of ketones e.g., 6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one with terpenols like trans-geraniol, (E,E)-farnesyl alc. and (E)-phytol has been developed to access α-substituted ketones, e.g., 6-isopentyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one with varying degrees of unsaturation The control of oxidation states of the product is facilitated by employing different additives. With the aid of BnOH as an external hydrogen source, a reductive coupling pathway is thermodynamically favored. The use of LiBr as the additive will reduce the reactivity of Pd-H to divert the selectivity toward α,β-unsaturated ketones. By switching the solvent from toluene to chlorobenzene, the active species Pd-H will be fully quenched to enable oxidative coupling. Gram-scale reaction with lower catalyst loading (0.5 mol%) was also accomplished to highlight the practicability of this protocol. Furthermore, detailed exptl. studies were carried out to elucidate the reaction mechanism and the factors enabling manipulation of the redox selectivity. This redox divergent coupling protocol provides an important complement for known precedents on Tsuji-Trost allylation of ketones.

ACS Catalysis published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C10H11FN2O2S, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Kang, Byungjoon published the artcilePhotoredox mediated nickel catalyzed C(sp³)-H thiocarbonylation of ethers, HPLC of Formula: 258278-25-0, the publication is Chemical Science (2017), 8(9), 6613-6618, database is CAplus and MEDLINE.

The first direct C(sp³)-H thiocarbonylation reaction is achieved by visible light photoredox/Ni dual catalysis. The thioester group of thiobenzoate 4-F₃CC₆H₄C(O)SR (R = 4-FC₆H₄CH₂, 3-H₃COC₆H₄, 2-naphthyl, etc.) is transferred to the α-oxy carbon of various cyclic/acyclic ethers such as THF, tetrahydropyran, 1,4-dioxane, diethylether, anisole, and tert-butylmethylether, which is opposite to the commonly expected chem. reactivity involving acyl group transfer via the weaker C(acyl)-S activation. Through mechanistic studies, it was proposed that the reaction has been initiated by photocatalytic reduction and fragmentation of the thioester into an acyl radical and a thiolate. A nickel complex binds to the thiolate and induces the decarbonylation of the acyl radical to form an aryl radical, which abstracts hydrogen from the α-oxy carbon of the ether. The resulting α-oxy C(sp³) centered radical re-binds to the (RS)(CO)Ni complex, which undergoes CO migratory insertion and reductive elimination to give the desired thioester product RSC(O)R¹ (R¹ = tetrahydrofuran-2-yl, dioxan-2-yl, tetrahydropyran-2-yl, etc.).

Chemical Science published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, HPLC of Formula: 258278-25-0.

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

Qu, Rui published the artcilePrediction on the combined toxicities of stimulation-only and inhibition-only contaminants using improved inverse distance weighted interpolation, SDS of cas: 79917-90-1, the publication is Chemosphere (2022), 287(Part_3), 132045, database is CAplus and MEDLINE.

The evaluation of ecol. risks of contaminant mixtures to organisms is very challenging due to the non-linear response of organisms to each component, especially under the co-existence of both stimulators and inhibitors. Whether the stimulatory effect can reduce or even offset the inhibitory effect would be critical to the risk assessment and the treatment measures of mixed pollutants. Here, the combined toxicity of sodium fluoride (NaF), a stimulator with stimulation rate >100%, and six compounds that cannot induce hormesis (four ionic liquids (ILs) and two pesticides) were studied. The time-dependent toxicity of each toxicant on Vibrio qinghaiensis sp.-Q67 was investigated at 0.25, 2, 4, 6, 8, 10 and 12 h. Results showed that four ILs and two pesticides failed to induce hormesis, while NaF induced hormesis from 2 to 6 h and induced stimulation only after 6 h and reached its maximum (650%) at 12 h. All mixture rays with NaF induced hormesis at different times. In the four NaF-IL mixture systems, the absolute value of maximum stimulation demonstrated an upwards and then a downwards trend with the increasing of mixture ratio of IL. In two NaF-pesticide systems, the maximum stimulation effect declined with the increasing of the mixture ratio of pesticide. The toxicities of the mixture were successfully predicted by the improved inverse distance weighted interpolation, which are not able to be predicted by the commonly used concentration addition or independent action models. This paper shed lights on evaluating the hormesis of mixtures and the ecol. risk of fluoride.

Chemosphere 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, SDS of cas: 79917-90-1.

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

Watson, Andrew A. published the artcileChiral heterocyclic ligands. VIII. Syntheses and complexes of new chelating ligands derived from camphor, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Australian Journal of Chemistry (1995), 48(9), 1549-72, database is CAplus.

The syntheses of 23 new chelating ligands are described. Most of these ligands are derived from the chiral pyrazole (I) which was linked to a variety of heterocycles, pyridine, pyrimidine, pyridazine, isoxazole, benzimidazole, thiophene and furan. In certain cases the parent achiral analogs also were prepared Preliminary studies of the coordination chem. of these ligands with selected transition metals were carried out. The x-ray crystal structures of palladium complexes of isoxazole- and thiophene-containing ligands also were determined

Australian Journal of 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 C9H20Cl2Si, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Mazars, Francois published the artcileSynthesis of Azolium-2-dithiocarboxylate Zwitterions under Mild, Aerobic Conditions, Quality Control of 258278-25-0, the publication is European Journal of Organic Chemistry (2021), 2021(13), 2025-2033, database is CAplus.

Twelve imidazolium-, imidazolinium-, or benzimidazolium-2-dithiocarboxylate zwitterions with aliphatic or aromatic substituents on their nitrogen atoms, including four new unsym. 1-alkyl-3-arylimidazolium derivatives, were obtained in high yields (62-96%) upon reaction of azolium salts with CS₂ and Cs₂CO₃ in acetonitrile at room temperature Compared to the previous strategies devised for the synthesis of NHC·CS₂ betaines, this novel procedure relied on an innocuous, weak base and could be applied under mild aerobic conditions. All the new compounds were fully characterized by various anal. techniques and the mol. structures of two of them were determined by XRD anal. An associative mechanism involving the concerted reaction of the azolium salts with both CS₂ and CO₃^2- was tentatively proposed to account for the formation of the zwitterionic adducts without the intervention of free carbenes. This would explain the good results obtained with a weak inorganic base that lacks the strength needed to deprotonate the azolium salt substrates.

European Journal of Organic Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Quality Control of 258278-25-0.

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

Liu, Yan published the artcileCooperative modification of PVDF electroactive films due to the exfoliated and oriented Na ⁺– MMT with assistance of different cationic chain length ionic liquids, SDS of cas: 79917-90-1, the publication is Journal of Applied Polymer Science (2022), 139(22), 52238, database is CAplus.

Poly(vinylidene fluoride) (PVDF) based nano dielec. composites have been investigated widely due to their potential application in sensors, actuators, and energy storage fields. To achieve these goals, a novel modification of PVDF electroactive films was prepared due to the exfoliated and oriented Na⁺-MMT with the assistance of different cationic chain length imidazole-based ionic liquids The results proved the ion exchange between Na⁺-MMT and ILs promoted exfoliation and uniform dispersion of Na⁺-MMT in PVDF matrix efficiently even under a low ILs content (<0.05%). Furthermore, the existence of ILs and shearing force contributed to the oriented dispersion of Na⁺-MMT. The synergistic effect of Na⁺-MMT and ILs induced the crystal conformation transition from non-polar α-crystal to electroactive β/γ crystal. Compared with pure PVDF, PVDF/Na⁺-MMT/ILs nanocomposites with longer cationic chain ILs showed higher dielec. constant, breakdown strength, and energy d., while kept low-dielec. loss and conductivity The improved compatibility between PVDF and Na⁺-MMT due to the ion exchange and decreased crystal size for the polar β/γ crystal enhanced the transparency and elongation at break of PVDF/Na⁺-MMT/ILs nanocomposites significantly. The results proved [C16MIM][Cl] behaved optimum synergistic modification effect for the nanocomposites, and which showed potential applications in dielec. energy storage and microelectronic fields.

Journal of Applied Polymer Science 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, SDS of cas: 79917-90-1.

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