Category: imidazoles-derivatives

Zhang, Qiu-Gen published the artcileOne-pot synthesis of imidazole derivatives under solvent-free condition, Formula: C19H14N2, the publication is Asian Journal of Chemistry (2012), 24(10), 4611-4613, database is CAplus.

A convenient and environment-friendly solvent-free procedure was developed for the one-pot synthesis of imidazoles by multicomponent cyclocondensation of 1,2-phenylenediamine or benzil with aromatic aldehydes and NH₄OAc. On comparing the new method with the classical reaction condition, this new synthetic method shows many advantages, such as high yields, easy set-up, and mild reaction conditions.

Asian Journal of 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 C11H16BNO2, Formula: C19H14N2.

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

Hu, Kaibo published the artcileRemoval of aluminum to obtain high purity gadolinium with pyridinium-based ionic liquids, Formula: C8H15ClN2, the publication is Hydrometallurgy (2022), 105930, database is CAplus.

As an associated element, aluminum (Al(III)) has a neg. effect on the purity of rare earth gadolinium (Gd(III)). Three pyridinium-based ionic liquids ([(CH₂)nCOOHpyr][NTf₂], n = 3, 5, 7) were proposed as the solvent in liquid-liquid extraction for separation of the Al(III) impurity from Gd(III) in this study. The effect of pH value of the aqueous phase, diluent type, extraction time and temperature on the extraction separation of Al³⁺ from GdCl₃ solution were investigated systemically. The results show that the separation factor β of Al(III)/Gd(III) is up to 340 by adjusting the pH value of the aqueous phase which is higher than the values of other reported systems, and the removal efficiency of Al(III) could reach 97.1%, with the recovery efficiency of Gd(III) of 85.6% through one-time extraction using a mixture of ionic liquids[(CH₂)₇COOHpyr][NTf₂]-[C₄mim][NTf₂] as the extractant. The slope anal. and IR spectroscopic characterization indicated that the extraction mechanism of Al(III) by the [(CH₂)₇COOHpyr][NTf₂]-[C₄mim][NTf₂] system follows the cation exchange mechanism. After the extraction, 0.08 mol/L hydrochloric acid aqueous solution was used to strip Al(III) from the ionic liquid phase, and complete recovery of Al(III) could be realized. The extraction efficiency of the [(CH₂)₇COOHpyr][NTf₂]-[C₄mim][NTf₂] system for separation of Al(III) is still more than 97.8% after recycling for 8 cycles.

Hydrometallurgy 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

Li, Qi published the artcileDiscovery and Biological Evaluation of a Novel Highly Potent Selective Butyrylcholinsterase Inhibitor, Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, the publication is Journal of Medicinal Chemistry (2020), 63(17), 10030-10044, database is CAplus and MEDLINE.

To discover novel BChE inhibitors, a hierarchical virtual screening protocol followed by biochem. evaluation was applied. The most potent compound 8012-9656(I) (eqBChE IC₅₀ = 0.18 ± 0.03 μM, hBChE IC₅₀ = 0.32 ± 0.07 μM) was purchased and synthesized. It inhibited BChE in a noncompetitive manner and could occupy the binding pocket forming diverse interactions with the target. 8012-9656 was proven to be safe in vivo and in vitro and showed comparable performance in ameliorating the scopolamine-induced cognition impairment to tacrine. Addnl., treatment with 8012-9656 could almost entirely recover the Aβ_1-42 (icv)-impaired cognitive function to the normal level and showed better behavioral performance than donepezil. The evaluation of the Aβ_1-42 total amount confirmed its anti-amyloidogenic profile. Moreover, 8012-9656 possessed blood-brain barrier (BBB) penetrating ability, a long T_1/2, and low intrinsic clearance. Hence, the novel potential BChE inhibitor 8012-9656 can be considered as a promising lead compound for further investigation of anti-AD agents.

Journal of Medicinal Chemistry published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C9H7N5O, Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine.

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

Zhong, Renyuan published the artcileHighly Efficient and Ambient-Temperature Synthesis of Benzimidazoles via Co(III)/Co(II)-Mediated Redox Catalysis, Formula: C19H14N2, the publication is Catalysts (2022), 12(1), 59, database is CAplus.

An efficient method for ambient-temperature synthesis of a variety of 2-substituted and 1,2-disubstituted benzimidazoles from aldehyde and phenylenediamine substrates has been developed by utilizing Co(III)/Co(II)-mediated redox catalysis. The combination of only 1 mol% of Co(acac)₂ and stoichiometric amount of hydrogen peroxide provides a fast, green, and mild access to a diversity of benzimidazoles under solvent-free conditions.

Catalysts 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 C3H3Br2ClO, Formula: C19H14N2.

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

Liu, Xiaojie published the artcileNi-Catalyzed Deoxygenative Borylation of Phenols Via O-Phenyl-uronium Activation, SDS of cas: 258278-25-0, the publication is ACS Catalysis (2022), 12(15), 8904-8910, database is CAplus.

Herein, we report an efficient method for the Ni-catalyzed deoxygenative borylation of unprotected phenols and also demonstrate that this Ni-catalyzed phenolic C(sp²)-O transformation is applicable to the Suzuki-Miyaura-type and Heck-type cross-couplings of phenols. Investigations on the reaction intermediate have revealed that the achievement of general, mild deoxygenative cross-coupling reactions of phenols is ascribed to the conversion of phenols into the unusual O-phenyl-uroniums that feature active phenolic C(sp²)-O bonds. The Ni-complex intermediate resulting from an oxidative addition of a phenolic C(sp²)-O bond to monophosphine-supported Ni(0) catalyst was characterized and confirmed to be (PCy₃)₂Ni(Ar)(F) complex, offering exptl. evidence for the generally proposed C(sp²)-O oxidative addition step.

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 C27H39ClN2, SDS of cas: 258278-25-0.

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

Ning, Binke published the artcileSynthesis, characterization and crystal structure of cyazofamid, Related Products of imidazoles-derivatives, the publication is Yingyong Huagong (2010), 39(9), 1351-1354, database is CAplus.

Fungicide cyazofamid and its isomer were synthesized and their structures were established by IR, elemental anal. and ¹H NMR. The single crystal structure of cyazofamid was determined by X-ray diffraction anal. The crystal belongs to monoclinic system, space group P2(1)/n, cell parameters: a=0.68045(18) nm, b=1.3363(4) nm, c=1.6427(4) nm, α=90°, β=93.048(4)°, γ=90°, V=1.4916(7) nm³, Z=4, Dc=1.446 mg/m³, μ=0.405 mm^-1, F(000)=672.

Yingyong Huagong 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, Related Products of imidazoles-derivatives.

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

Zhang, C. published the artcileEfficient synthesis and biological activity of novel indole derivatives as VEGFR-2 tyrosine kinase inhibitors, SDS of cas: 4760-35-4, the publication is Russian Journal of General Chemistry (2017), 87(12), 3006-3016, database is CAplus.

Series of novel indole derivatives, e.g. I were synthesized as potent inhibitors for the vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase. Among those, compound I demonstrated the highest growth inhibition rate of 66.7% against the VEGFR-2 tyrosine kinase at 10 μM which indicates that indole-benzothiazole might be the favorable structure. The binding mode of compound I with VEGFR-2 tyrosine kinase was evaluated by mol. docking.

Russian Journal of General 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 C3H9ClOS, SDS of cas: 4760-35-4.

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

Zhu, Ling-Ling published the artcilePoor awareness of preventing aspirin-induced gastrointestinal injury with combined protective medications, Quality Control of 161796-78-7, the publication is World Journal of Gastroenterology (2012), 18(24), 3167-3172, database is CAplus and MEDLINE.

Aim: To investigate prescribing pattern in low-dose aspirin users and physician awareness of preventing aspirin-induced gastrointestinal (GI) injury with combined protective medications. Methods: A retrospective drug utilization study was conducted in the 2nd Affiliated Hospital, School of Medicine, Zhejiang University. The hospital has 2300 beds and 2.5 million outpatient visits annually. Data mining was performed on all aspirin prescriptions for outpatients and emergency patients admitted in 2011. Concomitant use of proton-pump inhibitors (PPIs), histamine 2-receptor antagonists (H2RA) and muco-protective drugs (MPs) were analyzed. A defined daily dose (DDD) methodol. was applied to each MP. A further investigation was performed in aspirin users on combination use of GI injurious medicines [non-steoid anti-inflammatory drugs (NSAIDs), corticosteroids and clopidogrel and warfarin] or intestinal protective drugs (misoprostol, rebamipide, teprenone and gefarnate). Data of major bleeding episodes were derived from medical records and adverse drug reaction monitoring records. The annual incidence of major GI bleeding due to low-dose aspirin was estimated for outpatients. Results: Prescriptions for aspirin users receiving PPIs, H2RA and MPs (n = 1039) accounted for only 3.46% of total aspirin prescriptions (n = 30 015). The ratios of coadministration of aspirin/PPI, aspirin/H2RA, aspirin/MP and aspirin/PPI/MP to the total aspirin prescriptions were 2.82%, 0.12%, 0.40% and 0.12%, resp. No statistically significant difference was observed in age between patients not receiving any GI protective medications and patients receiving PPIs, H2RA or MPs. The combined medication of aspirin and PPI was used more frequently than that of aspirin and MPs (2.82% vs. 0.40%, P < 0.05) and aspirin/H2RA (2.82% vs. 0.12%, P < 0.05). The values of DDDs of MPs in descending order were as follows: gefarnate, hydrotalcite > teprenone > sucralfate oral suspension > -glutamine and sodium gualenate granules > rebamipide > sucralfate chewable tablets. The ratio of MP plus aspirin prescriptions to the total MP prescriptions was as follows: rebamipide (0.47%), teprenone (0.91%), -glutamine and sodium gualenate granules (0.92%), gefarnate (0.31%), hydrotalcite (1.00%) and sucralfate oral suspension (0.13%). Percentages of prescriptions containing aspirin and intestinal protective drugs among the total aspirin prescriptions were: rebamipide (0.010%), PPI/rebamipide (0.027%), teprenone (0.11%), PPI/teprenone (0.037%), gefarnate (0.017%), and PPI/gefarnate (0.013%). No prescriptions were found containing coadministration of aspirin and other NSAIDs. Among the 3196 prescriptions containing aspirin/clopidogrel, 3088 (96.6%) prescriptions did not contain any GI protective medicines. Of the 389 prescriptions containing aspirin/corticosteroids, 236 (60.7%) contained no GI protective medicines. None of the prescriptions using aspirin/warfarin (n = 22) contained GI protective medicines. Thirty-five patients were admitted to this hospital in 2011 because of acute hemorrhage of upper digestive tract induced by low-dose aspirin. The annual incidence rates of major GI bleeding were estimated at 0.25% for outpatients taking aspirin and 0.5% for outpatients taking aspirin/warfarin, resp. Conclusion: The prescribing pattern of low-dose aspirin revealed a poor awareness of preventing GI injury with combined protective medications. Actions should be taken to address this issue.

World Journal of Gastroenterology 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 C15H15OP, Quality Control of 161796-78-7.

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

Guo, Chao published the artcileThermodynamic and economic comparison of extractive distillation sequences for separating methanol/dimethyl carbonate/water azeotropic mixtures, SDS of cas: 79917-90-1, the publication is Separation and Purification Technology (2022), 282(Part_B), 120150, database is CAplus.

The separation of di-Me carbonate (DMC)/methanol/water azeotropic mixtures has been a hot topic in the study of DMC synthesis process. In this work, the efficient organic solvent Me salicylate, ionic liquids (ILs) 1-butyl-3-methylimidazolium chloride ([BMIM][Cl]), or 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([BMIM][NTf₂]) was employed to break azeotropic mixtures Interaction mechanisms between DMC/methanol/water and entrainers were revealed by sigma-profile. Energy and economic comparison of two alternative separation sequences including pre-separation integration with extractive-heterogeneous distillation and direct extractive distillation processes were investigated. The average relative deviations (ARD) were used to check the reliability of the NRTL model. The effect of high viscosity fluid on the mass transfer was analyzed from the perspective of the overall efficiency of column. For [BMIM][Cl], the separation mechanism is the formation of H-bond between [BMIM][Cl] and methanol/water. Direct extractive distillation process is superior to pre-separation integration with extractive-heterogeneous distillation process in terms of steam consumption, capital cost, mass transfer efficiency and total annual cost (TAC), and [BMIM][Cl]-based direct extractive distillation process is the best. This work provides a green and efficient separation route for replacing organic solvent-based process.

Separation and Purification Technology 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

Liu, Feng published the artcileBiocompatible SuFEx Click Chemistry: Thionyl Tetrafluoride (SOF₄)-Derived Connective Hubs for Bioconjugation to DNA and Proteins, Synthetic Route of 359860-27-8, the publication is Angewandte Chemie, International Edition (2019), 58(24), 8029-8033, database is CAplus and MEDLINE.

The authors report here the development of a suite of biocompatible SuFEx transformations from the SOF₄-derived iminosulfur oxydifluoride hub in aqueous buffer conditions. These biocompatible SuFEx reactions of iminosulfur oxydifluorides (R-N=SOF₂) with primary amines give sulfamides (8 examples, up to 98%), while the reaction with secondary amines furnish sulfuramidimidoyl fluoride products (8 examples, up to 97%). Likewise, under mild buffered conditions, phenols react with the iminosulfur oxydifluorides (Ar-N=SOF₂) to produce sulfurofluoridoimidates (13 examples, up to 99%), which can themselves be further modified by nucleophiles. These transformations open the potential for asym. and trisubstituted linkages projecting from the sulfur(VI) center, including versatile S-N and S-O connectivity (9 examples, up to 94%). Finally, the SuFEx bioconjugation of iminosulfur oxydifluorides to amine-tagged single-stranded DNA and to BSA protein demonstrate the potential of SOF₄-derived SuFEx click chem. in biol. applications.

Angewandte Chemie, International Edition 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, Synthetic Route of 359860-27-8.

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