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Xanthine (/ ˈ z æ n θ iː n / or / ˈ z æ n θ aɪ n /, from Ancient Greek ξανθός xanthós ' yellow ' for its yellowish-white appearance; archaically xanthic acid; systematic name 3,7-dihydropurine-2,6-dione) is a purine base found in most human body tissues and fluids, as well as in other organisms. [2]
Methylxanthines are chemical compounds which are derivatives of xanthine with one or more methyl groups, including: One methyl group: 1-Methylxanthine;
Caffeine is a central nervous system (CNS) stimulant of the methylxanthine class and is the most commonly consumed psychoactive substance globally. [9] [10] It is mainly used for its eugeroic (wakefulness promoting), ergogenic (physical performance-enhancing), or nootropic (cognitive-enhancing) properties.
7-Methylxanthine (7-MX), also known as heteroxanthine, is an active metabolite of caffeine (1,3,7-trimethylxanthine) and theobromine (3,7-dimethylxanthine). [ 1 ] [ 2 ] It is a non-selective antagonist of the adenosine receptors .
The characteristic signals, distinguishing theophylline from related methylxanthines, are approximately 3.23δ and 3.41δ, corresponding to the unique methylation possessed by theophylline. The remaining proton signal, at 8.01δ, corresponds to the proton on the imidazole ring, not transferred between the nitrogen.
Paraxanthine is the primary metabolite of caffeine in humans and other animals, such as mice. [3] Shortly after ingestion, roughly 84% of caffeine is metabolized into paraxanthine by hepatic cytochrome P450 , which removes a methyl group from the N3 position of caffeine.
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IBMX (3-isobutyl-1-methylxanthine), like other methylxanthine derivatives, is both a: competitive non-selective phosphodiesterase inhibitor [1] which raises intracellular cAMP, activates PKA, inhibits TNFα [2] [3] and leukotriene [4] synthesis, and reduces inflammation and innate immunity, [4] and; nonselective adenosine receptor antagonist. [5]