615-71-4Relevant academic research and scientific papers
Synergistic effect from Lewis acid and the Ni-W2C/AC catalyst for highly active and selective hydrogenation of aryl nitro to aryl amine
Zhao, Zhongkui,Yang, Hongling,Li, Yu
, p. 22669 - 22677 (2014)
This work presents a facile approach for clean and chemoselective synthesis of various functionalized arylamines from their corresponding substituted nitroarenes through the unexpected synergistic effect of a Lewis acid and the Ni-W2C/AC catalyst, affording almost 100% arylamine yield. The results challenge the long-held axiom that the combination of Lewis acid and hydrogenation catalyst mainly enhances the transformation of nitrobenzene (NB) to p-aminophenol via Bamberger rearrangement of the formed intermediate phenylhydroxylamine (PHA) under catalytic hydrogenation conditions. X-ray diffraction (XRD) and FT-IR spectroscopy were employed to reveal the relationship between catalyst nature and catalytic performance, and a plausible reaction mechanism is also proposed. Reaction results demonstrate that the FeCl3-Ni-W2C/AC catalytic system shows comparable catalytic performance towards precious metals for chemoselective reduction of various aromatic nitro compounds, affording 100% yield for all substrates involved in this work (99.5% of isolated yield for model substrate). Moreover, it can be found that the catalyst could be easily recovered by filtration and recycled without visible loss of its catalytic activity. Therefore, the developed FeCl3-Ni-W2C/AC catalytic system in this work can be considered as a practical candidate for clean and highly-efficient synthesis of diverse functionalized arylamines. We believe this approach can be extended to the other hydrogenation reactions. This journal is the Partner Organisations 2014.
A highly effective Ag-RANEY nickel hybrid catalyst for reduction of nitrofurazone and aromatic nitro compounds in aqueous solution
Khorshidi, Alireza,Ghorbannezhad, Bahareh
, p. 29938 - 29943 (2017)
RANEY nickel reduced Ag+ ions to form ultrafine spherical silver nanoparticles over itself, and the obtained hybrid material was used as catalyst for efficient and selective reduction of aromatic nitro compounds, and nitrofurazone as a non-aromatic example, in aqueous solution by using NaBH4 as reducing agent. Other silver nanostructures with different morphologies such as silver nano-flowers were also prepared and their efficiency in the reduction process was evaluated. Ag-RANEY nickel catalyst however, had superior advantages including mild reaction conditions, higher conversion yield, and reduction in aqueous solution at near ambient temperature. The catalyst was also recoverable and showed 5% decrease in efficiency after six successive runs.
Discovery of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as novel and potent bromodomain and extra-terminal (BET) inhibitors with anticancer efficacy
Bian, Yuanyuan,Chen, Yadong,Hong, Qianqian,Jiang, Fei,Kong, Bo,Li, Hongmei,Lu, Tao,Ma, Yu,Ran, Ting,Tang, Weifang,Wang, Cong,Yang, Na,Zhang, Zhimin,Zheng, Wan,Zhu, Jiapeng,Zhu, Zhaohong
, (2021/11/03)
As epigenetic readers, bromodomain and extra-terminal domain (BET) family proteins bind to acetylated-lysine residues in histones and recruit protein complexes to promote transcription initiation and elongation. Inhibition of BET bromodomains by small molecule inhibitors has emerged as a promising therapeutic strategy for cancer. Herein, we describe our efforts toward the discovery of a novel series of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as BET inhibitors. Intensive structural modifications led to the identification of compound 35f as the most active inhibitor of BET BRD4 with selectivity against BET family proteins. Further biological studies revealed that compound 35f can arrest the cell cycle in G0/G1 phase and induce apoptosis via decreasing the expression of c-Myc and other proteins related to cell cycle and apoptosis. More importantly, compound 35f showed favorable pharmacokinetic properties and antitumor efficacy in MV4-11 mouse xenograft model with acceptable tolerability. These results indicated that BET inhibitors could be potentially used to treat hematologic malignancies and some solid tumors.
Fabrication of palladium nanocatalyst supported on magnetic eggshell and its catalytic character in the catalytic reduction of nitroarenes in water
?al??kan, Melike,Akay, Sema,Baran, Talat,Kayan, Berkant
, (2021/07/21)
Aromatic nitro compounds, which have good solubility in water, are highly toxic and non-biodegradable are one of the most important industrial pollutants and have negative effects on human health, aquatic life and the environment. Therefore, the elimination of these harmful organic compounds has become an issue of great importance. For this, in this study we have developed a palladium nanocatalyst supported on Fe3O4-coated eggshell and characterized by FT-IR, XRD, XPS, FE-SEM, TG/DTG, BET, TEM and EDS techniques (Pd-Fe3O4-ES). Also, the quantitative analysis of Pd was determined using ICP-OES. The catalytic behavior of the designed Pd-Fe3O4-ES nanocatalyst was investigated against the catalytic reduction of several highly toxic nitro compounds using NaBH4 in water at room temperature. The progress of the reduction was followed using high performance liquid chromatography (HPLC). The catalytic studies revealed that the nitro compounds were converted into the desired amines by the Pd-Fe3O4-ES nanocatalyst using a very low dose of catalyst (15 mg) and short-duration reactions (81–360 s) in aqueous medium at ambient temperature. Furthermore, the Pd-Fe3O4-ES nanocatalyst showed good catalytic stability by retaining its activity after the fifth catalytic run.
Ionic liquid covered iron-oxide magnetic nanoparticles decorated zeolite nanocomposite for excellent catalytic reduction and degradation of environmental toxic organic pollutants and dyes
Alarifi, Saud,Ali, Daoud,Arumugam, Vasanthakumar,Chandrasekaran, Murugesan,Dass, Avitha,Gao, Yanan,Gengan, Robert M,Moodley, Kandasamy G
, (2021/09/20)
Ionic liquid 2′,3′-epoxypropyl-N-methyl-2-oxopyrrolidinium salicylate ([EPMpyr][SAL]) IL, bonded iron oxide magnetic nanoparticles (MNP) with zeolite modified nanocomposite (IL/MNP/Zeo) was synthesized. This nanocomposite was characterized by micro and macroscopic techniques, namely, Fourier transform infrared spectroscopy (FTIR), x-ray powder diffraction (XRD), scanning electron microscope (SEM), energy dispersive x-ray spectrometry (EDX), transmission electron microscopy (TEM), thermogravimetry and differential scanning calorimetry (TGA&DSC). These techniques have been used to reveal the overall physical properties including functional groups which are present, crystalline nature, morphology, elemental identifications and thermal stability of the nanocomposite respectively. In this case, ionic liquid (IL) and iron oxide magnetic nanoparticles (MNP) were synthesized and characterized. Both IL and MNPs contributed to enhancing the binding property and thermal stability of the nanocomposite. This novel nanocomposite acts as an excellent catalyst for the reduction of several nitroanilines, namely, 2-nitroaniline, 3-nitroaniline, 4-nitroaniline, Nitrophenyl diamine and dyes (Methylene blue and Allura red). In this investigation, time-dependent UV–vis spectroscopy was used to monitor the reduction reactions. Furthermore, the catalyst was removed after completion of the reaction, using an external magnet; then purified and recycled for further reactions with negligible loss of activity. In addition, these reduction reactions are obtained in an aqueous medium which makes them more economical, eco-friendly and easy to handle. This type of research is very helpful in environmental protection; especially the pollution of natural water resources from industrial wastewater.
Generation and characterization of palladium nanocatalyst anchored on a novel polyazomethine support: Application in highly efficient and quick catalytic reduction of environmental contaminant nitroarenes
Y?lmaz Baran, Nuray
, (2020/06/26)
Removal of toxic nitroarenes, which threaten all living organisms and environment, from wastewaters has been an important and prior issue. Therefore, the focus of the present study was to fabricate an effective, fast, reusable, and easily recoverable heterogeneous Pd nanoparticles (Pd NPs) supported on a novel polyazomethine having phenol group (Pd NPs? P(3-M-4-PAP)) for removal of several hazardous nitroarenes by catalytic reduction from water. Firstly, a novel polyazomethine featuring phenol group was prepared as a stabilizer and then, Pd NPs were anchored on it. Characterizations of the materials were performed by XRD, UV–Vis, FTIR, 1H-NMR, TGA, FE-SEM, EDS and TEM techniques. The obtained TEM analysis results showed that the size of Pd NPs was about 50 nm. Then, catalytic ability of Pd NPs?P(3-M-4-PAP) was investigated in reduction of harmful nitroarenes to useful aniline derivatives in water. Catalytic tests revealed that Pd NPs?P(3-M-4-PAP) had outstanding catalytic efficiency against reduction of different nitroarenes by giving excellent yields (up to 98%), in very short time (between 22s and 70s) with 2 mg nanocatalyst. Moreover, performed reusability test results demonstrated that the Pd NPs?P(3-M-4-PAP) could be recurrently reusable and easily recoverable.
Palladium Nanoparticles on a Creatine-Modified Bentonite Support: An Efficient and Sustainable Catalyst for Nitroarene Reduction
Gholinejad, Mohammad,Rasouli, Zahra,Najera, Carmen,Sansano, José M.
, p. 1122 - 1129 (2019/09/06)
Creatine as the nitrogen-rich, green and cheap compound is used for modification of natural bentonite and the resulting material is employed for the stabilization of Palladium nanoparticles having an average diameter of 3 nm. This new material bento-crt@Pd is characterized using different techniques such as X-ray diffraction (XRD), Fourier-transform infrared spectroscopy (FTIR), solid state UV-vis, scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), and energy-dispersive X-ray spectroscopy (EDX). This green catalyst promotes efficient reduction of aromatic nitro compounds in aqueous media. By using this catalyst nitroarenes having electron donating as well as electron withdrawing groups were reduced efficiently to their corresponding amines at room temperature. The catalyst can be recycled seven times and the reused catalyst was characterized by TEM and XPS.
Novel perovskite nanocatalyst (BiFeO3) for the photodegradation of rhodamine B/tartrazine and swift reduction of nitro compounds
Singh, Harminder,Rajput, Jaspreet Kaur
, p. 2409 - 2432 (2019/07/03)
Design and synthesis of visible light respondent photocatalyst with high separation efficiency is of great importance due to its application in practical point of view. In this presentation, novel perovskite-structured BiFeO3 nanoparticles have been successfully synthesized by simple, cost-effective and eco-friendly technique. The BiFeO3 nanoparticles were prepared by using different chelating agents (sucrose, citric acid, tartaric acid and urea) and under different range of calcination temperature (150–850?°C). Different characterization techniques such as FT-IR, XRD, VSM, BET, TEM and UV–Vis spectroscopy have been used for its structure evaluation. Further, by using this catalyst, a green approach has been developed for the removal of harmful organic compounds from the industrial waste. The catalytic activity was assessed by the catalytic degradation of industrial waste dyes such as rhodamine B and tartrazine (first time by perovskite-structured material) in aqueous media under sunlight irradiation and reduction of various nitro compounds to corresponding amines (in s) by using NaBH4 in green solvent water at room temperature. Effect of all types of BiFeO3 nanoparticles on catalytic degradation and reduction was investigated. BiFeO3 nanoparticles prepared by sucrose as chelating agent and calcinated at 650° were selected as a better catalyst on the basis of its performance in degradation and reduction experiment. Thus, the present approach provides a promising way to prepare noble catalyst for extensive applications in degradation/reduction of organic pollutants. The examination of degraded products of dye has been carried out by using FT-IR; mass spectroscopy and UV–Vis spectroscopy and confirmation of reduction of nitrocompounds with UV–Vis spectroscopy.
Co-MOF-Derived Hierarchical Mesoporous Yolk-shell-structured Nanoreactor for the Catalytic Reduction of Nitroarenes with Hydrazine Hydrate
Yuan, Man,Zhang, Hongbo,Yang, Chen,Wang, Fanhao,Dong, Zhengping
, p. 3327 - 3338 (2019/07/04)
Porous nanoreactors demonstrate immense potential for applications in heterogeneous catalysis due to their excellent mass-transfer performance and stability. The design of a simple, universal strategy for fabricating nanoreactor catalysts is of significance for organic transformation. In this study, a nanoreactor with a hierarchical mesoporous yolk-shell structure was successfully prepared by the high-temperature carbonization of a ZIF-67@polymer composite. The core of the resultant Co@ZDC@mC material comprised Co NPs anchored in the ZIF-67-derived carbon framework, while the shell comprised resin-polymer-derived mesoporous carbon. The as-obtained Co@ZDC@mC-700 catalyst enriched reactants, efficiently catalyzed the reaction in the core, and permitted the desorption of the product from the nanoreactor. In the catalytic reduction of nitrobenzene with N2H4?H2O, Co@ZDC@mC-700 exhibited superior catalytic efficiency (TOF=1136.3 h?1). In addition, Co@ZDC@mC-700 exhibited excellent performance for the catalytic reduction of various functionalized nitroarenes, as well as good reusability and recyclability. Hence, a simple, useful approach for fabricating a metal-organic-framework-derived non-noble metal-based yolk-shell nanoreactor for effective catalytic transformation is proposed.
Novel cathepsin K inhibitors block osteoclasts in vitro and increase spinal bone density in zebrafish
Xue, Si-Tu,Wang, Ya-Li,Han, Xiao-Wan,Yi, Hong,Jiang, Wei,Si, Shu-Yi,Guo, Hui-Fang,Li, Zhuo-Rong
, p. 8600 - 8607 (2019/03/21)
Cathepsin K (Cat K) is a predominant cysteine protease and highly potent collagenase expressed in osteoclasts. Cat K inhibitors are anti-resorptive agents to treat osteoporosis. A novel scaffold of cathepsin K inhibitors, exemplified by lead compound 1x, was used as the template for designing and synthesizing a total of 61 derivatives that have not been reported before. An exploratory structure-activity relationship analysis identified the potent Cat K inhibitor A22, which displayed an IC50 value of 0.44 μM against Cat K. A22 was very specific for Cat K and caused a significantly higher in vitro inhibition of the enzyme as compared to that of lead compound 1x. A surface plasmon resonance analysis confirmed in vitro binding of A22 to Cat K. Molecular docking studies indicated several favourable interaction sites for A22 within the active pocket of Cat K. Furthermore, A22 also blocked active osteoclasts in vitro and increased spinal bone density in zebrafish, in which it showed an activity that was higher than that of the marketed therapeutic bone metabolizer etidronate disodium. A22 represents a very promising lead compound for the development of novel antiresorptive agents functioning as orthosteric inhibitors of Cat K.
