Category: imidazoles-derivatives

Mei, Xiao-Meng published the artcileEnantioseparation characteristics of the chiral stationary phases based on natural and regenerated chitins, HPLC of Formula: 161796-78-7, the publication is Journal of Separation Science (2017), 40(8), 1710-1717, database is CAplus and MEDLINE.

Natural and regenerated chitins were derivatized with 3,5-dimethyphenyl isocyanate. The corresponding chiral stationary phases were prepared by coating the resulting chitin derivatives on 3-aminopropyl silica gel. The swelling capacity of the chitin derivatives, enantioseparation capability, as well as eluents tolerance of the chiral stationary phases were evaluated. The results demonstrated no remarkable difference in enantioseparation capability between natural and regenerated chitins based chiral stationary phases. The similar enantioseparation characteristics of two chiral stationary phases could be understood by comparing the IR spectra of related chitin derivatives One of the two chiral stationary phases prepared by coating the chitin derivative with a lower mol. weight generally provided better enantioseparations All chiral stationary phases can work in 100% chloroform, 100% Et acetate, 100% acetone, and the mobile phases containing a certain amount of THF. The chiral stationary phase prepared from the chitin derivative with the highest swelling capacity exhibited better enantioseparations than others. This chiral stationary phase was damaged by flushing with 100% THF; however, the enantioseparation capability was recovered again after the column was allowed to stand for 1 mo. Furthermore, the recovered chiral stationary phase provided better enantioseparations for some chiral analytes than before.

Journal of Separation Science 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, HPLC of Formula: 161796-78-7.

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

Liu, Shu-kai published the artcileSynthesis of Carbophosphinocarbene and Their Donating Ability: Expansion of the Carbone Class, Computed Properties of 4760-35-4, the publication is Organometallics (2020), 39(23), 4395-4401, database is CAplus.

In recent years, carbones (CL₂) established themselves to be reliable ligands in organometallic and catalytic reactions. With its superb donating ability as well as a 2nd lone pair for extra coordination, it distinguishes itself from the widely used carbenes and phosphines. However, a lack of modular structural diversity in carbones has limited its use. A carbophosphinocarbene (CPC), a subclass of carbones containing a carbene and phosphine as flanking groups, offers an easy structural modification. The authors report a new modular synthetic procedure for CPCs by using readily available starting materials. The phosphine moiety can be easily exchanged and directly used out of the bottle. The resulting CPCs offer a strong donating ability. Their electronic properties were determined using Ga and Au complexes.

Organometallics 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, Computed Properties of 4760-35-4.

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

Zhang, Tong published the artcileDeep Oxidative Desulfurization of Model Fuels Catalyzed by Subnanosized Ti Oxoclusters, Application In Synthesis of 79917-90-1, the publication is Energy & Fuels (2022), 36(3), 1402-1416, database is CAplus.

Oxidative desulfurization is a highly effective approach to decrease the sulfur content in transportation fuel and has become an attractive research topic in recent years. Herewith, we have developed a new kind of carboxylic acid-functionalized imidazolium-based ionic liquid-stabilized Ti oxoclusters via a solvothermal method. The as-synthesized Ti oxoclusters were investigated by elemental anal., Fourier transform IR spectroscopy, diffuse reflectance UV-vis, X-ray diffraction, thermogravimetric anal., high-resolution transmission electron microscopy (HRTEM), and high-angle annular dark field-scanning TEM. Characterization indicated that Ti oxoclusters existed in the form of subnanosized structure and uniformly dispersed with an average particle size of ca. 1 nm due to the protection role of the ionic liquids (ILs). Especially, Ti oxo-HSO₄ afforded a superior catalytic activity in the extraction and catalytic oxidative desulfurization process with MeOH as an extractant and H₂O₂ as an oxidant. The full removal of dibenzothiophene in model fuels was achieved within 30 min at 60 °C. Besides, the Ti oxoclusters were robust and exhibited high stability in consecutive catalytic recycles. The parent Ti oxoclusters treated with H₂O₂ can afford Ti-OOH species, which was catalytically active species. The anion HSO₄^– in IL played a crucial role in the activation of Ti-hydroperoxo species by forming hydrogen bonds. This may provide a new insight into the construction of metal oxoclusters for oxidative desulfurization.

Energy & Fuels 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 C10H10N2, Application In Synthesis of 79917-90-1.

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

Yang, Fei published the artcilePerformances comparison of enantiomeric separation materials prepared from shrimp and crab shells, Quality Control of 161796-78-7, the publication is Carbohydrate Polymers (2019), 238-246, database is CAplus and MEDLINE.

Previously reported studies demonstrate that many chitin/chitosan derivatives are promising for enantioseparation of chiral compounds The aim of the present study is to study influence of the chitin sources on performances of the chitosan type enantiomeric separation materials. Therefore, the chitosans were prepared from crab and shrimp shells, from which two sets of chiral selector, i.e. chitosan bis(3,5-dimethylphenylcarbamate)-(octanamide)s and chitosan bis(3,5-dichlorophenylcarbamate)-(octanamide)s were synthesized. The chitosan bis(3,5-dimethylphenylcarbamate)-(octanamide)s, resp., derived from crab and shrimp shells were close in swelling capacity and enantioseparation capability, and the same feature was found for the other two chiral selectors of chitosan bis(3,5-dichlorophenylcarbamate)-(octanamide). However, although most of the chiral analytes were eluted out in the same elution order, there were two analytes were in reversed elution orders when separated by the two chiral stationary phases of chitosan bis(3,5-dichlorophenylcarbamate)-(octanamide). Based on the observed results, enantiomeric separation materials may be developed either with shrimp chitin or crab chitin, depending on the source accessibility.

Carbohydrate Polymers 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 C8H11NO, Quality Control of 161796-78-7.

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

Van Santvliet, L. published the artcilePhysicochemical properties, NMR spectroscopy and tolerance of inclusion complexes of antazoline and tetracaine with hydroxypropyl-β-cyclodextrin, Related Products of imidazoles-derivatives, the publication is International Journal of Pharmaceutics (1998), 171(2), 147-156, database is CAplus.

To improve the tolerance of antazoline and tetracaine ophthalmic solutions, inclusion complexes of the free bases of both drugs with hydroxypropyl-β-cyclodextrin (HP-β-CD) were prepared The physicochem. properties of the drug:HP-β-CD solutions were determined and the inclusion complexes were characterized by ¹H and ¹³C NMR spectroscopy. The apparent complex constants were calculated from the phase-solubility diagram and were estimated at 403 M^-1 and 1308 M^-1 for the antazoline:HP-β-CD complex and tetracaine:HP-β-CD complex, resp. NMR anal. showed that in the 1:1 complexes the total antazoline fraction was present as an inclusion complex, whereas tetracaine was only partly included in spite of a similar phase solubility diagram. NMR spectroscopy also revealed the site of interaction of the drugs with the HP-β-CD mol. A solution acceptability test was carried out on volunteers. A relationship between the surface tension of the solutions and the tolerance was observed

International Journal of Pharmaceutics 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 C10H10O2, Related Products of imidazoles-derivatives.

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

Xia, Shumei published the artcileNickel-Catalyzed Stereoselective Alkenylation of Ketones Mediated by Hydrazine, Synthetic Route of 258278-25-0, the publication is JACS Au (2022), 2(8), 1929-1934, database is CAplus.

The direct conversion of naturally abundant carbonyl compounds provides a powerful platform for the efficient synthesis of valuable chems. In particular, the conversion of ketones to alkenes is a commonly encountered chem. transformation, often achieved via the multistep Shapiro reaction with tosylhydrazone and over stoichiometric organolithium or Grignard reagent. Herein, authors report an earth abundant nickel-catalyzed alkenylation of naturally abundant methylene ketones to afford a wide range of alkene derivatives, mediated by hydrazine. The protocol features a broad substrate scope (including alkyl ketones, aryl ketones, and aldehydes), good functional group compatibility, mild reaction conditions, water tolerance, and only environmentally friendly N₂, H₂, and H₂O as theor. byproducts. Moreover, gram-scale synthesis with good yield and generation of pharmaceutical intermediates highlighted its practical applicability.

JACS Au 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 C6H8N2, Synthetic Route of 258278-25-0.

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

Redondo, Jordi published the artcileHost-guest complexation of omeprazole, pantoprazole and rabeprazole sodium salts with cyclodextrins: an NMR study on solution structures and enantiodiscrimination power, Application In Synthesis of 161796-78-7, the publication is Journal of Inclusion Phenomena and Macrocyclic Chemistry (2012), 73(1-4), 225-236, database is CAplus.

The application of different cyclodextrins (CDs) as NMR chiral solvating agents (CSAs) for the sodium salts of the proton-pump inhibitors omeprazole, pantoprazole (sesquihydrate) and rabeprazole was investigated. It was proved that the formation of diastereomeric host-guest complexes in D₂O solution between the CDs and those substrates permitted the direct ¹H NMR discrimination of the enantiomers of the sodium salts of these compounds without the need of previous working-up. Rotating frame nuclear overhauser effect spectroscopy (ROESY) was used to ascertain the solution geometries of the host-guest complexes. The results suggested a preferential binding of the benzimidazole moiety of the guest mols. within the macrocyclic cavity of α-CD, whereas the higher dimensions of β- and γ-CD also permitted the inclusion of the highly substituted pyridine moieties. Moreover, the solution stoichiometries and the binding constants of the complexes formed with pantoprazole at room temperature were determined by ¹H and ¹⁹F NMR titration Diffusion-filtered Spectroscopy was applied to obtain clean spectra without the interference of the HOD signal.

Journal of Inclusion Phenomena and Macrocyclic Chemistry 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, Application In Synthesis of 161796-78-7.

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

Pierce, Michael E. published the artcilePractical synthesis and regioselective alkylation of methyl 4(5)-(pentafluoroethyl)-2-propylimidazole-5(4)-carboxylate to give DuP 532, a potent angiotensin II antagonist, Application of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, the publication is Journal of Organic Chemistry (1993), 58(17), 4642-5, database is CAplus.

(Hydroxymethyl)[(tetrazolylbiphenyl)methyl]imidazole, DuP 532 (I), which is a potent angiotensin II receptor antagonist, has been prepared by two different routes. One route, which is more practical for large-scale synthesis, required the preparation of Me 4(5)-(pentafluoroethyl)-2-propylimidazole-5(4)-carboxylate (II, R = C₂F₅). This imidazole was synthesized in five steps from com. available 2-propyl-4(5)-(hydroxymethyl)imidazole in 32% overall yield. Alternate perfluoroalkylation methods of the iodoimidazole precursor II (R = iodo) are presented. II (R = C₂F₅) (III) is remarkably stable to basic conditions and is alkylated by 2-[N-(triphenylmethyl)tetrazol-5-yl]-4′-(bromomethyl)-1′,1′-biphenyl (IV), giving only the desired regioisomer. A comparison of the alkylation of the trisubstituted precursors and analogs to III with IV indicate that even under mildly basic conditions (K₂CO₃/DMF), the mechanism is S_E2cB (anionic), except for 2-propyl-4(5)-(hydroxymethyl)imidazole which alkylates as a neutral species (S_E2′).

Journal of Organic Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Application of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol.

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

Nagano, Masanobu published the artcileIn vivo programming of endogenous antibodies via oral administration of adaptor ligands, HPLC of Formula: 359860-27-8, the publication is Bioorganic & Medicinal Chemistry (2017), 25(21), 5952-5961, database is CAplus and MEDLINE.

Vaccination is a reliable method of prophylaxis and a crucial measure for public health. However, the majority of vaccines cannot be administered orally due to their degradation in the harsh gut environment or inability to cross the GI tract. In this study, we report the first proof-of-concept study of orally producible chem. programmed antibodies via specific conjugation of adaptor ligands to endogenous antibodies, in vivo. Pre-immunization with 2,4-dinitrophenyl (DNP), or the reactive hapten, 1,3-diketone (DK), or a novel reactive hapten, vinyl sulfone (VS) in mice, followed by oral administration of adaptor ligands composed of the hapten and biotin to the pre-immunized mice resulted in successful in vivo formation of the biotin-hapten-antibody complexes within 2 h. Pharmacokinetic evaluations revealed that apparent serum concentrations of programmed antibodies were up to 144 nM and that the serum half-lives reached up to 34.4 h. These findings show promise for the future development of orally bioavailable drug-hapten-antibody complexes as a strategy to quickly and easily modulate immune targets for aggressive pathogens as well as cancer.

Bioorganic & 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 C18H34N4O5S, HPLC of Formula: 359860-27-8.

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

Seo, Young Ho published the artcileFacile synthesis and biological evaluation of a cell-permeable probe to detect redox-regulated proteins, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(2), 356-359, database is CAplus and MEDLINE.

We have developed an improved synthesis for the cell-permeable, sulfenic acid probe DAz-1. Using DAz-1, we detect sulfenic acid modifications in the cell-cycle regulatory phosphatase Cdc25A. In addition, we show that DAz-1 has superior potency in cells compared to a biotinylated derivative Collectively, these findings set the stage for the development of activity-based inhibitors of Cdc25 cell-cycle phosphatases, which are sensitive to the redox state of the active-site cysteine and demonstrate the advantage of bioorthogonal conjugation methods to detect protein sulfenic acids in cells.

Bioorganic & Medicinal Chemistry Letters 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 C11H15NOS, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

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