Category: imidazoles-derivatives

Mutti, Francesco G. published the artcileBiomimetic modelling of copper enzymes: synthesis, characterization, EPR analysis and enantioselective catalytic oxidations by a new chiral trinuclear copper(II) complex, Category: imidazoles-derivatives, the publication is European Journal of Inorganic Chemistry (2009), 554-566, database is CAplus.

The new octadentate ligand (R)-(+)-N,N’-dimethyl-N,N’-bis{-2-[bis(1-methyl-2-benzimidazolylmethyl)]-2-methyl-aminoethyl}-1,1′-binaphthyl-2,2′-diamine [(R)-(+)-DABN-L-Ala-Bz₄; L] was employed for the synthesis of dinuclear and trinuclear copper(II) complexes. The ligand design is based on the insertion of chiral residues derived from L-alanine between the diaminobinaphthyl (R)-(+)-DABN spacer and the aminobis(benzimidazole) metal binding units. The chiroptical properties of the ligand and the complexes are described. EPR experiments were performed on [Cu₂L]⁴⁺ and [Cu₃L]⁶⁺ at low temperatures In the case of [Cu₂L]⁴⁺, a weak dipolar interaction between the two spin centers was found. A similar weak spin interaction occurred in the trinuclear copper cluster, which could be treated likewise as a weakly coupled three-spin system. The anal. was substantiated by studying the complex EPR temperature behavior, where population of the quartet state occurred only at high temperature (77 K), whereas at cryogenic temperatures (4 K) the system adopted a doublet state as a ground-state spin configuration. Titration with sodium azide of [Cu₂L]⁴⁺ was consistent with terminal binding of one N₃^– mol. to each copper ion. Furthermore, dipolar interactions between spin centers were strongly suppressed in this case. For [Cu₃L]⁶⁺, the adduct formed by the interaction with two azido mols. induced formation of a μ-azido bridges among the three Cu²⁺ ions and led to population of the quartet state even at cryogenic temperatures This bridged configuration was, however, lost upon further addition of azido mols. The copper(II) complexes were tested as catalysts in the oxidation of biogenic catechols and flavonoids by dioxygen to give the corresponding quinones, which were trapped as adducts with MBTH. The dinuclear complex [Cu₂L]⁴⁺ displays poor substrate enantiodifferentiating ability, even though it exhibits catalytic activity comparable to that of [Cu₃L]⁶⁺. The trinuclear complex [Cu₃L]⁶⁺ exhibits significant enantioselectivity in the oxidations of the catecholamines L-/D-DOPA Me ester and L-/D-norepinephrine. The origin of this enantioselectivity must be associated with the mode of substrate binding, as it depends almost entirely on K_m.

European Journal of Inorganic 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 C9H9ClN2, Category: imidazoles-derivatives.

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

Vineberg, Jacob G. published the artcileDesign, Synthesis, and Biological Evaluations of Tumor-Targeting Dual-Warhead Conjugates for a Taxoid-Camptothecin Combination Chemotherapy, Quality Control of 359860-27-8, the publication is Journal of Medicinal Chemistry (2014), 57(13), 5777-5791, database is CAplus and MEDLINE.

Novel tumor-targeting dual-warhead camptothecin conjugates with SB-T-1214, (two warheads), self-immolative disulfide linkers for drug release, biotin as the tumor-targeting moiety, and 1,3,5-triazine as the tripod splitter module, were designed and synthesized. The potency of these conjugates were evaluated against MX-1, MCF-7, ID8, L1210FR (BR+, biotin receptor overexpressed) and WI38 (BR-, normal) cell lines in the absence and presence of glutathione (GSH), which is an endogenous thiol that triggers drug release inside the cancer cells. With the GSH and resuspension protocol, one of them exhibited IC₅₀ values of 3.22-9.80 nM against all BR+ cancer cell lines, and 705 nM against WI38. Thus, there was a two orders of magnitude higher selectivity to cancer cells. Also, a clear cooperative effect was observed for the taxoid-camptothecin combination when two drugs were delivered to the cancer cells specifically in the form of a dual-warhead conjugate.

Journal of Medicinal Chemistry 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 C8H8O2, Quality Control of 359860-27-8.

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

Ren, Wei published the artcilePalladium-NHC-Catalyzed Allylic Alkylation of Pronucleophiles with Alkynes, COA of Formula: C27H39ClN2, the publication is Organic Letters (2019), 21(19), 7956-7960, database is CAplus and MEDLINE.

The palladium-N-heterocyclic carbene (NHC)-catalyzed allylic alkylation of various pronucleophiles with alkynes has been accomplished under mild conditions. The protocol exhibits broad functional group compatibility and high atom economy. Moreover, the catalytic process avoids the use of external oxidants and acid as additives.

Organic Letters 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, COA of Formula: C27H39ClN2.

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

Domanski, Michal published the artcileTunable Microwave Flow System for Scalable Synthesis of Alkyl Imidazolium-type Ionic Liquids, HPLC of Formula: 79917-90-1, the publication is Organic Process Research & Development (2022), 26(8), 2498-2509, database is CAplus.

A continuous flow auto-frequency tuning single-mode microwave reactor is disclosed as a powerful platform to synthesize alkyl imidazolium salts, e.g., I and II, as ionic liquids/ionic liquid precursors in up to near-quant. yields, 100-600 g h^-1 productivities with record space-time yields. Challenges faced, including viscosity changes, dielec. property changes, and phase separation, were addressed by different operation modes of the reactor without reactor redesigning. Depending on the purpose, this highly productive method could prove to be useful for intensive applications of ionic liquids

Organic Process Research & Development 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, HPLC of Formula: 79917-90-1.

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

Acree, William E. published the artcileComment on “Determination and Thermodynamic Modeling of Solid-Liquid Phase Equilibrium for Esomeprazole Sodium in Monosolvents and in the (Ethanol + Ethyl Acetate) Binary Solvent Mixtures”, Computed Properties of 161796-78-7, the publication is Journal of Chemical & Engineering Data (2018), 63(3), 855-856, database is CAplus.

Errors are found in several of the math. representations in the published paper by Zhao and co-workers. Published curve-fit parameters for several of the modified Apelblat model representations yield back-calculated mole fraction solubilities of esomeprazole sodium that exceed unity. Mole fraction concentrations cannot exceed unity. Back-calculated mole fraction solubilities for a math. representation, presumably based on the Jouyban-Acree model, were also found to exceed unity.

Journal of Chemical & Engineering Data published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Computed Properties of 161796-78-7.

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

Anonymous published the artcileReasoned opinion on the review of the existing maximum residue levels (MRLs) for cyazofamid according to Article 12 of Regulation (EC) No 396/2005, Safety of 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, the publication is EFSA Journal (2012), 10(12), 3065, 38 pp., database is CAplus.

According to Article 12 of Regulation (EC) No 396/2005, the European Food Safety Authority (EFSA) has reviewed the Maximum Residue Levels (MRLs) currently established at European level for the pesticide cyazofamid. In order to assess the occurrence of cyazofamid residues in plants, processed commodities, rotational crops and livestock, EFSA considered the conclusions derived in the framework of Directive 91/414/EEC as well as the European authorisations reported by Member States (incl. the supporting residues data). Based on the assessment of the available data, MRL proposals were derived and a consumer risk assessment was carried out. Although no apparent risk to consumers was identified, some information required by the regulatory framework was found to be missing. Hence, the consumer risk assessment is considered indicative only and some MRL proposals derived by EFSA still require further consideration by risk managers.

EFSA Journal published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C11H8ClN3, Safety of 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile.

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

Anonymous published the artcilePreparation of 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole zinc salt, Related Products of imidazoles-derivatives, the publication is Research Disclosure (2002), 462(Oct.), P1835, database is CAplus.

A method for the preparing the Zn salt of (S)-5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole is described. The compound was prepared by dissolving 0.185 g of 1.36 mmol Zn chloride in a 25 mL of H₂O. The formed solution is then added dropwise to 50mL aqueous solution of 1g, 2.7 mmol 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole Na salt while stirring at room temperature The mixture is stirred for an hour and the resulting precipitate is filtered off. The filter cake was washed with a mixture of ether and 25mL acetone. The product is then suspended in an EtOH and thereafter dried at reduced pressure. A 0.70 g of the Zn salt can be obtained with a Zn content of 8.8%.

Research Disclosure published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Related Products of imidazoles-derivatives.

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

Dutt, Manesh Chandra published the artcileGas chromatographic identification of common drugs by their multiple peaks and those of their trimethylsilyl derivatives, Safety of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Journal of Chromatography (1982), 248(1), 115-24, database is CAplus.

The extent to which common drugs produce multiple peaks in gas chromatog. on an OV-17 column at an injection port temperature of 300° and temperature programming from 120 to 270° or at an isothermal temperature of 300° was studied. Of the 116 drugs tested, 46 produced >1 peak either as the parent compound or as the trimethylsilyl derivative Retention times provide a useful means of identification.

Journal of Chromatography 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, Safety of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

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

Tan, Shuai published the artcileTuning the Charge and Hydrophobicity of Graphene Oxide Membranes by Functionalization with Ionic Liquids at Epoxide Sites, Quality Control of 79917-90-1, the publication is ACS Applied Materials & Interfaces (2022), 14(16), 19031-19042, database is CAplus and MEDLINE.

Functionalization of graphene oxide (GO) membranes is generally achieved using carboxyl groups as binding sites for ligands. Herein, by taking advantage of the ability of imidazolium-based ionic liquids (ILs) to undergo an epoxide ring-opening reaction, a new approach of GO modification was established, in which ILs were bonded to the abundant epoxides on GO without sacrificing the carboxyl groups. Computational methods confirmed this unique configuration of ILs on GO, which enabled the dispersion of IL/GO flakes in water for facile casting into laminate membranes. Compared with neat GO, the ILs in IL/GO membranes served as spacers that substantially reduced the multi-valent cation mobility, simultaneously facilitated ion desolvation, and increased the water flux across the membrane. Our studies found that the higher separation efficiency of IL/GO membranes may be attributed to the synergistic modification of the hydrophobicity and surface charge. Specifically, the protonated nitrogen of the imidazolium cations altered the surface charge of GO, thereby generating electrostatic repulsion that enhanced the selectivity of cation rejection. On the other hand, the increased length of the alkyl chains bound to the imidazolium rings was found to increase the hydrophobicity of GO, which, in turn, aided the fine-tuning of the water desolvation/transport dynamics at the GO/IL interface to achieve a high water flux. Addnl., the water retention was reduced on the hydrophobic planes, which inhibited GO swelling during aqueous separations Mol. dynamics simulations revealed increased water diffusivity when ILs were intercalated within GO layers. We establish that without requiring a high energy input, functionalization of GO membranes with ILs may be a promising approach to achieve efficient ion separation and critical material recovery.

ACS Applied Materials & Interfaces 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 C8H11BO2, Quality Control of 79917-90-1.

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

Han, Liangliang published the artcileEfficiency phosphorescent OLEDs with a low roll-off based on a hetero-triplet iridium complex, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is Dyes and Pigments (2015), 649-654, database is CAplus.

To explore the triplet-triplet annihilation in cyclometalated Ir complexes, a hetero-triplet Ir complex [Ir(ppy)₂pbi] employing 2 2-phenylpyridine (Hppy) ligands and one 1,2-diphenyl-1H-benzo[d]imidazole (Hpbi) ligand with similar triplet energies was synthesized. A device based on Ir(ppy)₂pbi exhibited high current efficiency 26.7 cd/A at high doping concentration 12%. The current efficiency was still maintained at 25.8 cd/A when the c.d. was >253.2 mA/cm². The efficiency roll-off was only ∼3.4%, much lower than that of traditional cyclometalated Ir complexes. Probably the complicated energy level and unsym. ligand in Ir(ppy)₂pbi may help to suppress the triplet-triplet annihilation.

Dyes and Pigments 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