Oxidation of ophthalmic drugs photopromoted by inorganic radicals
2012
Criado, Susana | Rosso, Janina A. | Cobos, Carlos J. | García, Norman A. | Mártire, Daniel O.
The rate constants of the reactions of the sulfate (SO₄ ⁻) and hydrogen phosphate (HPO₄ ⁻) radicals with the imidazoline derivatives naphazoline, tetrahydrozoline, oxymetazoline, xylometazoline, and the model compound 2-methyl-2-imidazoline (IZ), were measured by flash-photolysis. The experimental values of these rate constants are on the order of 10⁸–10⁹M⁻¹s⁻¹. The reactions with the sulfate radicals proceed by an initial attack on the aromatic rings, which leads to the formation of N-centered radicals of naphazoline and to phenoxyl radicals of the other substrates. The experimental absorption spectra of the intermediates were compared to those obtained from theoretical time-dependent density functional calculations with explicit account for bulk solvent effects.
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