37dimethylxanthine

3,7-Dimethylxanthine, commonly known as theobromine, is a methylxanthine alkaloid derived from the xanthine core with methyl groups at the N3 and N7 positions. It is a closely related compound to caffeine and theophylline, but its stimulant potency is lower. Theobromine acts as an adenosine receptor antagonist, contributing to mild central nervous system stimulation alongside other physiological effects.

Natural occurrence and sources are centered on Theobroma cacao. Theobromine is a major alkaloid in cocoa products and is typically present in higher amounts than caffeine in chocolate and related foods. It is also found in smaller quantities in tea and some other plant species. The precise concentration varies with bean genetics, processing, and product formulation.

Pharmacology and effects in humans are characterized by milder stimulant action and diuretic effects compared with caffeine. Theobromine has a longer half-life and is less likely to cause jitters or significant sleep disruption at typical dietary intakes. It can cause vasodilation and a mild bronchodilatory effect, contributing to the overall physiologic profile of cocoa-containing products.

Uses and safety considerations are primarily dietary rather than medicinal. In humans, theobromine consumption through chocolate and cocoa products is common and generally well tolerated in moderate amounts. However, it is toxic to some animals, notably dogs and certain other pets, due to slower metabolism. Acute ingestion in non-human species can lead to tachycardia, tremors, or seizures, underscoring species-specific sensitivity to methylxanthines.