Study of acid–base equilibria of fleroxacin

The acid–base equilibria of fleroxacin were studied by means of potentiometry and spectrophotometry. It was established that fleroxacin undergoes a complex acid-base equilibrium due to its zwitterionic nature and two proton-binding sites of similar acidity. The stoichiometric equilibrium constants w...

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Bibliographic Details
Published in:Journal of pharmaceutical and biomedical analysis 1998-12, Vol.18 (4), p.859-863
Main Authors: POPOVIC, G, MILOVANOVIC, L, KAPETANOVIC, V
Format: Article
Language:English
Subjects:
Acidity constants
Anti-Infective Agents - chemistry
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Biological and medical sciences
Enzyme Inhibitors - chemistry
Fleroxacin
Fleroxacin - chemistry
Hydrogen-Ion Concentration
Medical sciences
Models, Chemical
Pharmacology. Drug treatments
Potentiometry
Spectrophotometry
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Summary:The acid–base equilibria of fleroxacin were studied by means of potentiometry and spectrophotometry. It was established that fleroxacin undergoes a complex acid-base equilibrium due to its zwitterionic nature and two proton-binding sites of similar acidity. The stoichiometric equilibrium constants were determined at 25°C and constant ionic strength 0.1 M (NaCl). The acidity constants p K 1=5.59±0.01 and p K 2=8.08±0.04 were found by potentiometry, and p K 1=5.61±0.03 and p K 2=8.11±0.06 by spectrophotometry. The distribution diagram of the corresponding ionic species is given.
ISSN:0731-7085
1873-264X
DOI:10.1016/S0731-7085(98)00281-7