5770-28-5

Usage

Uses

Used in Pharmaceutical Industry:
8-Ethyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione is used as a vasodilator for its ability to relax smooth muscles and improve blood flow, which can be beneficial in treating conditions like angina and other cardiovascular diseases.
Used in Diuretic Applications:
In medicine, 8-Ethyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione is used as a diuretic to increase urine production, aiding in the management of conditions like hypertension and heart failure by reducing fluid retention.
Used in Food and Beverage Industry:
8-Ethyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione is used as a flavor enhancer and stimulant in small quantities in chocolate, tea, and some soft drinks, providing a milder stimulation compared to caffeine and contributing to the overall taste profile.
Used in Research and Development:
8-Ethyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione is utilized in scientific research for studying the effects of methylxanthines on the central nervous system and other physiological processes, potentially leading to the development of new therapeutic agents or applications.

InChI:InChI=1/C9H12N4O2/c1-4-5-10-6-7(11-5)12(2)9(15)13(3)8(6)14/h4H2,1-3H3,(H,10,11)

Upstream product

• 856984-03-7 N-(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-propionamide 
• 5440-00-6 4,5-Diamino-1,3-dimethyluracil 
• 2622-66-4 7-methoxy-1,3,6-trimethyl-1H-pteridine-2,4-dione 
• 5770-45-6 1,3-dimethyl-6-propylamino-1H-pyrimidine-2,4-dione 

Downstream Products

• 126285-68-5 ((μ-1,2-bis(diphenylphosphine)ethane)(8-ethyl-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dionato)gold(I))2 
• 126322-75-6 (8-ethyl-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione-N₇-H)(triphenylphosphine)gold(I) 
• 76218-20-7 8-ethyl-7-(3-phenoxypropyl)theophylline 

Relevant academic research and scientific papers

Concise Xanthine Synthesis through a Double-Amidination Reaction of a 6-Chlorouracil with Amidines using Base-Metal Catalysis

A new and concise route towards xanthines through a double-amidination reaction is described; consecutive intermolecular C?Cl and intramolecular oxidative C?H amidination. N-uracil amidines are obtained through SNAE on a 6-chlorouracil with amidines. Direct Cu-catalyzed oxidative C?H amidination on these N-uracil amidines yields polysubstituted xanthines. Sustainable oxidants, tBu2O2or O2, can be used in this oxidase-type reaction. The protocol allows for the introduction of N1, N3, N7, and C8 substituents during the xanthine-scaffold construction, thus avoiding post-functionalization steps. Both 6-chlorouracils and amidines are readily available commercially or through synthesis.

A high chemical reactivity of 5-azidouracils and its synthetic application: Novel synthesis of 8-substituted 1,3-dimethylxanthine derivatives

A novel method for the preparation of 8-substituted 1,3-dimethylxanthine derivatives (7 or 8) is described: treatment of 6-alkylamino-5-bromo-1,3-dimethyluracils (6a-e), easily prepared by brornination of the corresponding 6-alkyIamino-1,3-dimethyluracils (5), with sodium azide in DMF at ambient temperature allowed the direct formation of the 8-substituted 1,3-dimethylxanthines (7) proceeding via a transient formation of the corresponding 5-azido-1,3-dimethyluracils. The 5-bromo-1,3-dimethyluracils (6f, g) possessing an α-branched alkylamino group at the 6-position similarly react with sodium azide to afford 8,8-disubstituted 1,3-dimethyl-8H-xanthines (8,8-disubstituted 1,3-dimethyl-3,8-dihydropurine-2,6-diones)(8).

A NOVEL RING CONTRACTION OF LUMAZINES TO THEOPHYLLINES

An unusual ring contraction of 7-methoxy-1,3-dimethyllumazines proceeded by an activated aluminum in methanolic ammonia to give 8-alkyltheophyllines.