Dissociation constant of theophylline is reported as 8.81. Another report described that pKa of theophylline is 7.82 (strong acidic) and -0.78 (strong basic). However, the dissociation mechanisms of theobromine and caffeine are seemed different from that of theophylline. I am just confused. Liquid chromatographic analysis indicated theophylline is an acidic compounds.
Does someone give me clear explanation? Thanking in advance. Toshi
Dissociation of theophylline uptake and inotropic effect ... - Europe PMC
https://europepmc.org/article/pmc/pmc1666387
Theophylline is metabolized extensively in the liver (up to 70%). It undergoes N-demethylation via cytochrome P450 1A2. It is metabolized by parallel first order and Michaelis-Menten pathways. Metabolism may become saturated (non-linear), even within the therapeutic range. Small dose increases may result in disproportionately large increases in serum concentration. Methylation to caffeine is also important in the infant population. Smokers and people with hepatic (liver) impairment metabolize it differently. Both THC and nicotine have been shown to increase the rate of theophylline metabolism.
https://en.m.wikipedia.org/wiki/Theophylline
Theophylline is metabolized extensively in the liver (up to 70%). It undergoes N-demethylation via cytochrome P450 1A2. It is metabolized by parallel first order and Michaelis-Menten pathways. Metabolism may become saturated (non-linear), even within the therapeutic range. Small dose increases may result in disproportionately large increases in serum concentration. Methylation to caffeine is also important in the infant population. Smokers and people with hepatic (liver) impairment metabolize it differently. Both THC and nicotine have been shown to increase the rate of theophylline metabolism.
https://en.m.wikipedia.org/wiki/Theophylline
DISSOCIATION OF THEOPHYLLINE UPTAKE AND INOTROPIC EFFECT IN MYOCARDIAL TISSUE: INFLUENCE OF TEMPERATURE, pH AND CALCIUM
P. BELLEMANN & H. SCHOLZ
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