CAS 830-65-9

3,9-Dihydro-1,3,8-trimethyl-1H-purine-2,6-dione

Description:

3,9-Dihydro-1,3,8-trimethyl-1H-purine-2,6-dione, commonly known as theobromine, is a naturally occurring alkaloid found in cacao beans, tea leaves, and various other plants. It is a member of the methylxanthine class, which also includes caffeine and theophylline. Theobromine is characterized by its white crystalline solid form and has a slightly bitter taste. It is soluble in water and organic solvents, such as ethanol and chloroform. The compound has stimulant properties, primarily affecting the central nervous system, and is known for its mild diuretic effects. Theobromine has a lower potency compared to caffeine, making it less stimulating. It is also recognized for its potential health benefits, including antioxidant properties and cardiovascular effects. However, it can be toxic to certain animals, particularly dogs, due to their inability to metabolize it effectively. The chemical structure features a purine ring with three methyl groups and two carbonyl groups, contributing to its biological activity and interactions within the body.

Formula: C₈H₁₀N₄O₂

InChI: InChI=1S/C8H10N4O2/c1-4-9-5-6(10-4)11(2)8(14)12(3)7(5)13/h1-3H3,(H,9,10)

InChI key: InChIKey=WZBKGWBHAPBSBF-UHFFFAOYSA-N

SMILES: O=C1C2=C(N(C)C(=O)N1C)N=C(C)N2

Synonyms:

• 1H-Purine-2,6-dione, 3,7-dihydro-1,3,8-trimethyl-
• 8-Methyltheophylline
• 1H-Purine-2,6-dione, 3,9-dihydro-1,3,8-trimethyl-
• Xanthine, 1,3,8-trimethyl-
• 3,9-Dihydro-1,3,8-trimethyl-1H-purine-2,6-dione