Hydrolysis study: Synthesis of novel styrenic Schiff bases derived from benzothiazole

Benachenhou, F.; Mimouni, N.; Mederbel, Y.; Slimane, Radia Kaid

doi:10.1016/j.arabjc.2010.10.022

Cited by 9 publications

(9 citation statements)

References 11 publications

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“…Since Schiff bases are generally sensitive towards hydrolysis, numerous research has indicated that this process follows first order kinetics, is accelerated in acidic medium [66,67] and considered very slow in the neutral pH range due to negligible protonation of imine, where the addition of water to the neutral imine is suggested to be the rate-limiting step [68,69]. In this respect, our studies revealed that DDUTS solution in ethanol-water (75:25, v/v) remains stable for a period of 4 days in the dark, after obtaining non-significant variations in absorbance and fluorescence intensities, shapes of the absorption and emission spectra, with no appearance of new bands.…”

Section: Resultsmentioning

confidence: 99%

Thiophene aldehyde-diamino uracil Schiff base: A novel fluorescent probe for detection and quantification of cupric, silver and ferric ions

Hammud

Shazly

Sonji

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Section: Resultsmentioning

confidence: 99%

Thiophene aldehyde-diamino uracil Schiff base: A novel fluorescent probe for detection and quantification of cupric, silver and ferric ions

Hammud

Shazly

Sonji

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…Taking into account the similar swelling properties of the hydrogel in the water with pH 7 and 5, the diffusion rate of the free small molecule from the hydrogel should be comparable. It is known that the hydrolysis rate of imine bonds in acidic media is significantly higher than in media with slightly basic and neutral pH [ 40 ]. Indeed, a very low release of the substance was observed both in water and the HBSS buffer at pH 7, which corresponds to the data on the stability of the imine bond under these conditions [ 41 ].…”

Section: Resultsmentioning

confidence: 99%

Fibrillar Hydrogel Based on Cellulose Nanocrystals Crosslinked via Diels–Alder Reaction: Preparation and pH-Sensitive Release of Benzocaine

Morozova,

Korzhikova-Vlakh

2023

Polymers

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A fibrillar hydrogel was obtained by covalent crosslinking via Diels–Alder reaction of two types of cellulose nanocrystals (CNCs) with furan and maleimide groups. Gelation has been studied at various ratios of components and temperatures in the range from 20 to 60 °C. It was shown that the rheological properties of the hydrogel can be optimized by varying the concentration and ratio of components. Due to the rigid structure of the CNCs, the hydrogel could be formed at a concentration of at least 5 wt%; however, it almost does not swell either in water with pH 5 or 7 or in the HBSS buffer. The introduction of aldehyde groups into the CNCs allows for the conjugation of physiologically active molecules containing primary amino groups due to the formation of imine bonds. Here, we used benzocaine as a model drug for conjugation with CNC hydrogel. The resulting drug-conjugated hydrogel demonstrated the stability of formulation at pH 7 and a pH-sensitive release of benzocaine due to the accelerated hydrolytic cleavage of the imine bond at pH < 7. The developed drug-conjugated hydrogel is promising as wound dressings for local anesthesia.

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“…16 A kinetic study of its hydrolysis from some biological compounds was also reported. 17 Thus, the pH value of the media has a significant effect on 2-ABZT protonation and solubility. Then, the ionization of 2-ABZT in gastric medium promotes the diffusion of a simple ammonium form 18 with a pK a of 2.51.…”

Section: Introductionmentioning

confidence: 99%

In vitro release study of 2-aminobenzothiazole from microspheres as drug carriers

et al. 2020

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The aim of the present study was the preparation of 2-aminobenzothiazole-loaded microspheres based on cellulose derivatives for controlled and prolonged release. Micro-encapsulation by the simple emulsion (O/W) solvent evaporation method was performed to prepare these formulations using two cellulose derivatives as matrices: ethyl cellulose (EC) and cellulose acetate butyrate (CAB). Optimization of the experimental parameters, such as the polymer/solvent ratio, the matrix type, stirring speed and the number of blades, was performed to obtain a high encapsulation efficiency of the drug. The effect of the selected parameters on microsphere characteristics, as well as the release rate was investigated. SEM images show that the obtained microparticles were spherical in shape. The effective entrapment of 2-amino-benzothiazole (2-ABZT) in the microspheres was confirmed by FTIR spectroscopy and XRD diffraction analysis. The encapsulation efficiency was improved when the polymer concentration increased reaching 89 %. Microspheres in the size range of 61-278 µm with EC and close to 113 µm with CAB were obtained by varying the process conditions. The in vitro release kinetics of the cation of 2-ABZT were established at 37 °C in simulated gastric medium pH 1.2 and the obtained data were analyzed according to the Fick law. The results showed that the surface morphology and encapsulation efficiency of the microspheres depended strongly on the polymer/solvent ratio and the release rate could be controlled by adjusting the process conditions.

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Hydrolysis study: Synthesis of novel styrenic Schiff bases derived from benzothiazole

Cited by 9 publications

References 11 publications

Thiophene aldehyde-diamino uracil Schiff base: A novel fluorescent probe for detection and quantification of cupric, silver and ferric ions

Thiophene aldehyde-diamino uracil Schiff base: A novel fluorescent probe for detection and quantification of cupric, silver and ferric ions

Fibrillar Hydrogel Based on Cellulose Nanocrystals Crosslinked via Diels–Alder Reaction: Preparation and pH-Sensitive Release of Benzocaine

In vitro release study of 2-aminobenzothiazole from microspheres as drug carriers

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