Characterization of the lowest singlet and triplet states of S-Flurbiprofen

[EN] The photophysical properties of S-flurbiprofen [S-2-fluoro-alpha-methyl-4-biphenylacetic acid], a nonsteroidal anti-inflammatory drug, have been examined using steady-state and time-resolved spectroscopic techniques. The energy of its first singlet excited state is 99 kcal mol(-1). The fluoresc...

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Bibliographic Details
Authors: Jiménez, M Consuelo|||0000-0002-8057-4316, Tormos Faus, Rosa Esperanza, Vayá Pérez, Ignacio|||0000-0003-1682-9342, Miranda Alonso, Miguel Ángel
Format: article
Publication Date:2004
Country:España
Institution:Universitat Politècnica de València (UPV)
Repository:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
Language:English
OAI Identifier:oai:riunet.upv.es:10251/150337
Online Access:https://riunet.upv.es/handle/10251/150337
Access Level:Open access
Keyword:QUIMICA ORGANICA
Description
Summary:[EN] The photophysical properties of S-flurbiprofen [S-2-fluoro-alpha-methyl-4-biphenylacetic acid], a nonsteroidal anti-inflammatory drug, have been examined using steady-state and time-resolved spectroscopic techniques. The energy of its first singlet excited state is 99 kcal mol(-1). The fluorescence quantum yields and lifetimes (at 300 nm) have been determined in acetonitrile, methanol, hexane and PBS; they are in the range 0.15 < φ(F) < 0.33 and 0.7 < τ(F) < 2.0 ns. The intersystem crossing quantum yields are between 0.45 and 0.71; the lambda(max) of the T-T absorption is 360 nm, and the triplets live from 15 to 106 mus. Steady state photolysis in aqueous medium leads to S-2-hydroxy-alpha-methyl-4-biphenylacetic acid via photonucleophilic aromatic substitution, in addition to the photodecarboxylation products observed in organic solvents.