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Oxidation of ophthalmic drugs photopromoted by inorganic radicals

Paper ID Volume ID Publish Year Pages File Format Full-Text
26925 43987 2012 6 PDF Available
Title
Oxidation of ophthalmic drugs photopromoted by inorganic radicals
Abstract

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 108–109 M−1 s−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.

► The imidazoline derivatives react with SO4− and HPO4−. ► The reactions with SO4− proceed by an initial attack on the aromatic rings. ► N-centered radicals of naphazoline are obtained. ► N-centered radicals and phenoxyl radicals are formed for the other ophthalmic drugs.

Keywords
Photooxidation; Ophthalmic drugs; Sulfate radicals; Hydrogen phosphate radicals
First Page Preview
Oxidation of ophthalmic drugs photopromoted by inorganic radicals
Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 244, 15 September 2012, Pages 32–37
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering