Efficient Epoxidation of α,β‐Enones with Polyvinylpyrrolidone‐Supported Hydrogen Peroxide (PVP‐H<sub>2</sub>O<sub>2</sub>).

Pourali, Ali Reza; Ghanei, Mersieh

doi:10.1002/chin.200718036

Cited by 3 publications

(3 citation statements)

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“…The present study deals with the preparation of a hydrogen bonded polyvinylpyrrolidone-hydrogen peroxide (PVP-H 2 O 2 ) molecular complex and its use as a solid-state reagent for the oxidative study of crystalline vortioxetine HBr. The polymeric complex of peroxide was prepared by modifying the method reported in the literature [10] and characterized by infrared spectroscopy. Vortioxetine HBr was selected, owing to its selectivity, to undergo peroxidation as the main degradation reaction [11].…”

Section: Introductionmentioning

confidence: 99%

PVP-H2O2 Complex as a New Stressor for the Accelerated Oxidation Study of Pharmaceutical Solids

2019

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Reactive impurities, such as hydrogen peroxide in excipients, raise a great concern over the chemical stability of pharmaceutical products. Traditional screening methods of spiking impurities into solid drug-excipient mixtures oversimplify the micro-environment and the physical state of such impurities in real dosage form. This can lead to an inaccurate prediction of the long-term product stability. This study presents the feasibility of using a polyvinylpyrrolidone-hydrogen peroxide complex (PVP-H2O2) as an oxidative agent for the solid state forced degradation of a selected drug, vortioxetine HBr. The PVP-H2O2 complex was prepared and characterized using FT-IR spectroscopy. The tablet compacts were made using a mixture of solid PVP-H2O2 complex and crystalline vortioxetine HBr powder. The compacts were exposed to 40 °C/75% RH condition in open and closed states for different time intervals. The extent and the type of drug degradation were analysed using LC and LC-MS. The extent of degradation was higher in the samples stored at the open state as compared to the close state. The solution state forced oxidation was conducted to verify the peroxide induced degradation reactions. The results evidence the utility of the proposed solid-state stressor and the method for screening the sensitivity of drugs to the excipient reactive impurities involving peroxides in solid-state.

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Section: Introductionmentioning

confidence: 99%

PVP-H2O2 Complex as a New Stressor for the Accelerated Oxidation Study of Pharmaceutical Solids

2019

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“…Some polymer-supported systems containing hydrogen peroxide are known as well. The most prominent among them is polyvinylpyrrolidone-hydrogen peroxide complex (PVP-H 2 O 2 ), introduced by Pourali and Ghanei [16] that has already been successfully used for iodination of aromatic compounds as well as for oxidation of a,b-enones [17]. It can be easily prepared from 30 % aqueous solution of hydrogen peroxide and polyvinylpyrrolidone K-30, it contains up to 23 % of hydrogen peroxide by weight [18] and is insoluble in organic solvents [19].…”

Section: Introductionmentioning

confidence: 99%

Adsorption of hydrogen peroxide on functionalized mesoporous silica surfaces

2014

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MCM-41 and MSU-H mesoporous silicas were successfully functionalized with hydrogen bonds forming organic moieties, which have been proven by elemental analysis. Both moieties, based on oxygen and nitrogen containing groups, were introduced with high efficiencythe amount of carbon in all cases exceeded 10 % and the elemental ratios suggest binding to the surface through two or three Si-O-Si bonds. Hydrogen peroxide adsorption was conducted in its aqueous solutions and the amount adsorbed was determined using the ferric thiocyanate method. Results are presented as a function of hydrogen peroxide concentration in aqueous solution from 5 to 30 %. Both functionalized silicas show increased adsorption capacity when compared with that of their unfunctionalized analogues. The surface modified with nitrogen-based organic moiety revealed better adsorption properties as well as higher resistance against oxidation. MSU-H silica, due to its larger pore diameter, provides more space to bind hydrogen peroxide molecules and thus was found to have higher adsorption capacity: it adsorbed up to four times more hydrogen peroxide than MCM-41.

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“…Owing to the presence of two lone electron pairs in the H 2 O 2 molecule and its specific geometry, it can form peroxohydrates with a variety of hydrophilic compounds [1]. Therefore, in aqueous solutions, hydrogen peroxide binds by hydrogen bonding to several proton acceptor such as urea [2], acetone [3] and Polyvinylpyrrolidone (PVP) [4] forming hydrogen peroxide adducts. Urea forms spontaneously an adduct (1:1) with hydrogen peroxide, CO(NH 2 ) 2 •H 2 O 2 , i.e.…”

Section: Introductionmentioning

confidence: 99%

On the Possibility of Urea Peroxide Formation in ɤ- Irradiated Urea Aqueous Solution : A Spectroscopic Study

Sife-Eldeen

2018

Arab Journal of Nuclear Sciences and Applications

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In order to investigate the possibility of urea peroxide formation in ɤ-irradiated urea aqueous solutions (UAS), energy-dispersive x-ray (EDS), mass (MS), 1H-NMR, and Raman spectral studies were conducted on UAS and its solid residues (SR) that remain after water evaporation. Spectroscopic data of SR for both irradiated and unirradiated samples were analyzed and compared. EDS data showed an increase in the oxygen content in SR of UAS upon radiolysis. Comparison of mass spectrum of RS of irradiated sample and that of urea shows a significant increase in m/z 16 peak intensity of O + as well as m/z 61of M+1in the former. The 1H-NMR spectrum of SR of an irradiated sample shows a signal down field shift of urea protons, as well as the appearance of new signals, which were assigned to H 2 O 2. The Raman spectral study of both RS and UAS evinces differences in all band positions and intensities for irradiated samples relative to their corresponding unirradiated samples. As a consequence of this study, it seems that the possibility of urea peroxide formation in ɤ-irradiated UAS cannot be ruled out.

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Efficient Epoxidation of α,β‐Enones with Polyvinylpyrrolidone‐Supported Hydrogen Peroxide (PVP‐H₂O₂).

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 3 publications

References 1 publication

PVP-H2O2 Complex as a New Stressor for the Accelerated Oxidation Study of Pharmaceutical Solids

PVP-H2O2 Complex as a New Stressor for the Accelerated Oxidation Study of Pharmaceutical Solids

Adsorption of hydrogen peroxide on functionalized mesoporous silica surfaces

On the Possibility of Urea Peroxide Formation in ɤ- Irradiated Urea Aqueous Solution : A Spectroscopic Study

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Efficient Epoxidation of α,β‐Enones with Polyvinylpyrrolidone‐Supported Hydrogen Peroxide (PVP‐H2O2).

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 3 publications

References 1 publication

PVP-H2O2 Complex as a New Stressor for the Accelerated Oxidation Study of Pharmaceutical Solids

PVP-H2O2 Complex as a New Stressor for the Accelerated Oxidation Study of Pharmaceutical Solids

Adsorption of hydrogen peroxide on functionalized mesoporous silica surfaces

On the Possibility of Urea Peroxide Formation in ɤ- Irradiated Urea Aqueous Solution : A Spectroscopic Study

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Efficient Epoxidation of α,β‐Enones with Polyvinylpyrrolidone‐Supported Hydrogen Peroxide (PVP‐H₂O₂).