Kinetics and Mechanism of the Hydrolysis of a 2-Substituted Imidazoline, Cibenzoline (Cifenline)

The results of a kinetic and mechanistic study of the hydrolysis of a new antiarrhythmic agent, cibenzoline, are reported. The reaction is subject to specific base catalysis which proceeds via the protonated cibenzolinium ion. No evidence for the existence of a “pseudobase”-type intermediate could b...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences 1987-04, Vol.76 (4), p.306-309
Main Authors: Ross, Arthur J., Go, Maria- Victoria C., Palling, David J., Casey, Dennis L.
Format: Article
Language:English
Subjects:
Antiarythmic agents
Biological and medical sciences
Cardiovascular system
Hydrogen-Ion Concentration
Hydrolysis
Imidazoles - metabolism
Kinetics
Magnetic Resonance Spectroscopy
Medical sciences
Pharmacology. Drug treatments
Potentiometry
Spectrophotometry, Ultraviolet
Temperature
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Summary:The results of a kinetic and mechanistic study of the hydrolysis of a new antiarrhythmic agent, cibenzoline, are reported. The reaction is subject to specific base catalysis which proceeds via the protonated cibenzolinium ion. No evidence for the existence of a “pseudobase”-type intermediate could be found. The results support only one of two different mechanisms which have been proposed previously for the hydrolysis of this class of compounds.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600760409