Sonochemistry: A good, fast and clean method to promote the synthesis of 5-arylidene-2,4-thiazolidinediones

Drawanz, Bruna Bento; Ribeiro, Camila Silva; Masteloto, Hellen G.; Neuenfeldt, Patrícia D.; Pereira, Cláudio Martin Pereira de; Siqueira, Geonir M.; Cúnico, Wilson

doi:10.1016/j.ultsonch.2014.04.013

Cited by 19 publications

(6 citation statements)

References 29 publications

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“…Based on the literature , , , four catalysts, namely, diethylamine, di‐ n ‐butylamine, piperidine, and triethylamine, were tested at a concentration of 0.053 M using an equimolar concentration of the two substrates (0.067 M).…”

Section: Resultsmentioning

confidence: 91%

Microreactor Technology as a Tool for the Synthesis of a Glitazone Drug Intermediate

et al. 2018

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One of the bottlenecks in the pharmaceutical industry is drug production scaleup, which can be performed by microreactor technology. Such an approach was applied to the synthesis of (Z)-5-(4-hydroxybenzylidene)thiazolidine-2,4-dione, a bioactive aromatic heterocyclic compound belonging to the class of glitazones. n-Propanol was the best solvent and piperidine the best catalyst for the batch reaction, which was completed in only 5.5 h. In the microreactor, the productivity was almost independent of solvent. The microreactor behaved as a plug-flow reactor and operated at a steady state for ten hours without efficiency loss. The results suggest that microreactors may replace batch reactors in scaling up drug production.

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Section: Resultsmentioning

confidence: 91%

Microreactor Technology as a Tool for the Synthesis of a Glitazone Drug Intermediate

et al. 2018

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“…where n is the number of hidden neurons which is different for each dye and sorbent, 5 is the number of input neurons which are the effective parameters on adsorption process that include the solution pH, adsorbent dose, initial concentration, contact time and temperature and number 1 indicates the desired output of the problem which in this study, it is the removal percentages of MB or CV at various situations. In order to reduce the errors, decline the training time and avoid any numerical overflow, normalizing all input and output variables between 0.1 and 0.9 will be helpful [78]:…”

Section: Artificial Neural Network (Ann) Modelingmentioning

confidence: 99%

Simultaneous Removal of Basic Dyes from Binary Systems by Modified Orange Peel and Modeling the Process by an Intelligent Tool

Khalili¹,

Pirbazari²,

Saraei³

et al. 2021

Preprint

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This study presents the consecutive modification of orange peel (OP) by NaOH and sodium dodecyl sulfate (SDS) for simultaneous elimination of basic dyes from the binary system and modeling the adsorption process using an intelligent tool. The natural and modified biosorbents were characterized by variety of analyses such as: field emission scanning electron microscopy with energy dispersive X-ray, N2 physisorption and Fourier transform infrared spectroscopy techniques. The influence of various variables on dye removal like pH, the quantity of biosorbents, dyes concentration, contact time, and temperature in the binary system were investigated and optimized by an artificial neural network (ANN) model as an intelligent tool. The optimum quantity of the sorbent was found to be 0.30 g for orange peel (OP) and 0.25 g for NaOH-treated OP (NOP) and SDS-decorated NOP (SNOP) at pH = 7. The kinetics and thermodynamics investigations showed that the removal of dyes obeyed the pseudo-second-order kinetic model and were spontaneous and exothermic in nature. Moreover, in order to describe the mechanism of sorption process, desorption studies of dyes were carried out. The desorption percentages of methylene blue (MB) in water and HCl were found to be in the range of 1.93%–4.76% and 18.87%–28.76%, respectively; in addition, the desorption percentages of crystal violet (CV) in water and HCl were obtained to be in the range of 4.11%–7.41% and 32.84%–43.00%, respectively; which could be a recommendation ion exchange or electrostatic attachment of dyes onto biosorbents. The ANN predictions matched with the experimental data very well (0.95308 < R2 < 0.99191 and 0.98335 < R2 < 0.99773 for MB and CV, respectively) which indicated high accuracy of the ANN model. In addition, the relative importance of each parameter was calculated by Garson’s equation.

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“…Sulfur is present in many classes of compounds of great interest in medicinal chemistry, for example thiosemicarbazones [1] [2], thioureas [3], thiazolidinones [4], sulfonamides [5] [6], among others. Sulfonamides have been known and studied in the scientific environment for a long time, due to their biological properties, in particular their antibacterial activity [7] [8] [9].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and PAMPA Permeability Assay of New Sulfonyl Hydrazone Derivatives

Souza¹,

Tizziani²,

Sens³

et al. 2019

JBM

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This work describes the synthesis of seven new sulfonyl hydrazones, which were proposed from the general structure of acyl hydrazones and 2,4-dinitrosulfonamides. Sulfonyl hydrazones are a class of compounds known to exhibit a wide range of biological activity. In this sense, the study of the pharmacokinetic properties of the bioactive molecules is of extreme importance; therefore, in this article the permeability of these compounds with in vitro PAMPA assay mimetizing the permeability through the gastrointestinal tract as well as lipophilicity through miLogP was investigated. All compounds presented good permeability results; it was possible to make a structure-activity relationship with the obtained results and a comparison between the results.

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Sonochemistry: A good, fast and clean method to promote the synthesis of 5-arylidene-2,4-thiazolidinediones

Cited by 19 publications

References 29 publications

Microreactor Technology as a Tool for the Synthesis of a Glitazone Drug Intermediate

Microreactor Technology as a Tool for the Synthesis of a Glitazone Drug Intermediate

Simultaneous Removal of Basic Dyes from Binary Systems by Modified Orange Peel and Modeling the Process by an Intelligent Tool

Synthesis and PAMPA Permeability Assay of New Sulfonyl Hydrazone Derivatives

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