Naslov
Environmental Fate of N-Chlorinated Derivatives of Antidepressant Paroxetine

Autori
Šakić, Davor ; Zipse, Hendrik ; Vrček, Valerije

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Skup
4. Croatian Congress on Pharmacy

Mjesto i datum
Opatija, Hrvatska, 27.05.2010. - 30.05.2010

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
ecological fate; photochemistry; computational chemistry; pharmaceuticals; rearrangement

Sažetak
Quantum chemical calculations have been used to model reactions which are important for understanding the chemical fate of paroxetine-derived radicals in the environment. In order to explain the experimental observation that the loss of water occurs along the (photo)degradation pathway, four different mechanisms of radical-induced dehydrations have been considered. The elimination of water from the Ncentered radical cation, which results in the formation of an imine intermediate, has been calculated as the most feasible process. The predicted energy barrier (ΔG#298 = 98.5 kJ mol−1) is within the barrier limits set by experimental measurements. All reaction intermediates and transition state structures have been calculated using the G3(MP2)-RAD composite procedure, and solvent effects have been determined using a mixed (cluster/continuum) solvation model. Several new products, which comply with the available experimental data, have been proposed. These structures could be relevant for the chemical fate of antidepressant paroxetine, but also for biologically and environmentally related substrates

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA