Preparation and characterization of ZnO/nanoclinoptilolite as a new nanocomposite and studying its catalytic performance in the synthesis of 2-aminothiophenes via Gewald reaction

Javadi, Farzad; Tayebee, Reza

doi:10.1016/j.micromeso.2016.05.025

Cited by 38 publications

(9 citation statements)

References 52 publications

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“…Up to now, a large number of MOFs have been synthesized and reported. Some of them are well-known, such as MIL-100, , MIL-101, , ZIF-8, , HKUST-1, , and UiO-66. , They have been synthesized and used as catalysts, − as sensors, − and for drug delivery, − among other applications. Normally the functionalization of MOFs leads to improvements in their properties.…”

Section: Introductionmentioning

confidence: 99%

Two-Fold Homointerpenetrated Metal–Organic Framework with the Potential for Anticancer Drug Loading Using Computational Simulations

Alavijeh

Akhbari

Tylianakis

et al. 2021

Crystal Growth & Design

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A new 2-fold homointerpenetrated metal–organic framework with one-dimensional helical channels along [100] direction with the formula {[Zn(NO2-BDC)]·DMF} n (MUT-2) was synthesized and characterized by single-crystal X-ray crystallography. This MOF with NO2-decorated channels was obtained from the self-assembly of 2-nitroterephthalic acid (NO2-H2BDC) as the organic ligand and Zn(NO3)2·6H2O as metallic nodes. The structural properties of the MOF were estimated theoretically by computational simulations. In addition, the potential of MUT-2 for drug loading, i.e. 5-FU as an anticancer drug molecule model, was evaluated computationally. The results were compared with those for MOF-123, which has also been studied for the same purpose, and MUT-2 performed better than MOF-123. The obtained results show a higher surface area (1250 m2/g), larger free volume (60%), and better drug loading (841 mg/g) for MUT-2 in comparison with MOF-123 with 1120 m2/g surface area, 47% free volume, and 453.9 mg/g drug loading.

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Section: Introductionmentioning

confidence: 99%

Two-Fold Homointerpenetrated Metal–Organic Framework with the Potential for Anticancer Drug Loading Using Computational Simulations

Alavijeh

Akhbari

Tylianakis

et al. 2021

Crystal Growth & Design

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“…In the category of heterogeneous solid base catalysis, catalyst may function as a base toward reactants which ordinarily behave as acids either by abstraction of a proton from the reactants (Boensted base) or by donation of an electron pair to the reagents (Lewis base) to form anionic intermediates which undergo catalytic cycle . Recently, we examined the catalytic efficacy of ZnO, ZnO/nanoclinoptilolite and ZnFe 2 O 4 in the preparation of substituted 2‐aminothiophenes …”

Section: Introductionmentioning

confidence: 99%

Ethylene diamine grafted nanoporous UiO‐66 as an efficient basic catalyst in the multi‐component synthesis of 2‐aminithiophenes

Erfaninia

Tayebee

Dušek

et al. 2018

Applied Organom Chemis

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This study demonstrates ED-UiO-66 as a novel and effective solid nanoporous basic catalyst prepared through the amine grafting onto the pores of UiO-66. The manufactured nanoparticles were identified by FT-IR, XRD, TGA, FESEM, TEM, CHN and BET and the characterization results certified formation of a single phase nanoporous substance with the medium grain size less than 90 nm. The synthesized material was employed as an efficient catalyst for the preparation of 2-aminotiophenes through the Gewald method. This thermochemically stable nanocatalyst was environmentally safe, reusable and economic. Therefore, this methodology can be simply extended for industrial goals.

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“…The Gewald aminothiophene fragment is a promising pharmacophore group, since it was found in both natural and synthetic physiologically active compounds [1][2][3][4][5][6]. The synthesis of substituted Gewald aminothiophenes can be carried out using the Gewald reaction [7][8][9]. In turn, 3imino(hydrazono)-3H-furan-2-ones have high reactivity, leading to the production of compounds of various structures [10][11][12][13][14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and analgesic activity evaluation of derivatives of 2-[(1,4-dioxo-1-amino-4-arylbutyl-2-en-2-yl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid

2021

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The synthesis of new derivatives of 2-[(1,4-dioxo-1-amino-4-arylbutyl-2-en-2-yl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid is described. Starting 2-{[5-aryl-2-oxofuran-3(2H)-ylidene]amino}thiophene-3-carboxylic acids were obtained by intramolecular cyclisation of substituted 4-aryl-4-oxo-2-thienylaminobut-2-enoic acids in acetic anhydride. New derivatives of 2-[(1,4-dioxo-1-amino-4-arylbutyl-2-en-2-yl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acids were obtained via decyclization reaction of 2-{[5-aryl-2-oxofuran-3(2H)-ylidene]amino}thiophene-3-carboxylic acids. The structure of the compounds obtained was confirmed by the 1H and 13C NMR spectroscopy, IR spectrometry and elemental analysis methods. Analgesic activity of new compounds has been studied by the “hot plate” method on outbred white mice of both sexes with intraperitoneal injection. It was found that derivatives of 2-[(1,4-dioxo-1-amino-4-arylbutyl-2-en-2-yl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid possess analgesic effect exceeding the effect of the comparison drug metamizole.

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Preparation and characterization of ZnO/nanoclinoptilolite as a new nanocomposite and studying its catalytic performance in the synthesis of 2-aminothiophenes via Gewald reaction

Cited by 38 publications

References 52 publications

Two-Fold Homointerpenetrated Metal–Organic Framework with the Potential for Anticancer Drug Loading Using Computational Simulations

Two-Fold Homointerpenetrated Metal–Organic Framework with the Potential for Anticancer Drug Loading Using Computational Simulations

Ethylene diamine grafted nanoporous UiO‐66 as an efficient basic catalyst in the multi‐component synthesis of 2‐aminithiophenes

Synthesis and analgesic activity evaluation of derivatives of 2-[(1,4-dioxo-1-amino-4-arylbutyl-2-en-2-yl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid

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