The photochemistry of propranolol (PR), 1-isopropylamino-2-(1-naphthyloxy)propan-2-ol, has been studied by combining laser-flash photolysis and steady-state measurements. Like other compounds bearing the naphthalene chromophore, the triplet state is produced quite efficiently (Phi(isc) = 0.35) and it is able to transfer its energy to oxygen, sensitizing singlet oxygen formation with Phi(Delta) = 0.24. PR photodecomposition takes place in an aerated aqueous medium and leads to 6-hydroxy-1,4-naphtphthoquinone as the sole stable photoproduct. This seems to be consistent with the intermediary formation of the highly photolabile 1,4-naphthoquinone. It is demonstrated that photodegradation occurs via a type II mechanism involving irreversible trapping of self-photogenerated singlet molecular oxygen. RI Sortino, Salvatore/E-4684-2011
Titolo: | Irreversible photo-oxidation of propranolol triggered by self-photogenerated singlet molecular oxygen |
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Data di pubblicazione: | 2002 |
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Handle: | http://hdl.handle.net/20.500.11769/12219 |
Appare nelle tipologie: | 1.1 Articolo in rivista |