2278-15-1

Usage

Uses

Used in Pharmaceutical Industry:
4,6-Dimethyl-1H-1,2,3-triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione is used as a potential therapeutic agent for treating various conditions such as asthma, heart failure, and erectile dysfunction. Its ability to increase cyclic AMP and cyclic GMP levels in the body contributes to its potential efficacy in these applications.
Used in Medicinal Chemistry Research:
4,6-Dimethyl-1H-1,2,3-triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione serves as a valuable compound in medicinal chemistry research, providing insights into the development of new drugs and therapeutic agents. Its unique structure and properties offer opportunities for further exploration and optimization in drug discovery processes.

InChI:InChI=1/C6H7N5O2/c1-10-4-3(7-9-8-4)5(12)11(2)6(10)13/h1-2H3,(H,7,8,9)

Upstream product

• 5440-00-6 4,5-Diamino-1,3-dimethyluracil 
• 7647-01-0 hydrogenchloride 
• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 6632-68-4 6-amino-1,3-dimethyl-5-nitroso-1H-pyrimidine-2,4-dione 

Downstream Products

• 114263-43-3 4,6-Dimethyl-2-(toluene-4-sulfonyl)-2,4-dihydro-[1,2,3]triazolo[4,5-d]pyrimidine-5,7-dione 
• 79687-58-4 1,3,7,9-tetramethyl-8-azaxanthinium benzenesulfonate 
• 2278-11-7 8-Azacaffeine 
• 1632-30-0 2,4,6-trimethyl-2H-[1,2,3]triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione 

Relevant academic research and scientific papers

Synthesis and regioselective N- and O-alkylation of 1H- or 3H-[1,2,3]triazolo[4,5-d]pyrimidine-5,7(4H,6H)-diones (8-azaxanthines) and transformation of their 3-alkyl derivatives into 1-alkyl isomers

Several alkylating agents, for example alkyl halides and dimethyl sulfate, were employed in aprotic solvents under a variety of conditions for the alkylation of mono- and disubstituted 1H- or 3H-[1,2,3]triazolo[4,5-d] pyrimidine-5,7(4H,6H)-diones, which were prepared by cyclization of the appropriate 5,6-diaminouracils with nitrous acid. The alkylation on the triazole ring in the presence of anhydrous potassium carbonate took place simultaneously at the 1- and 2-positions, with alkylation at the 2-position taking priority. Similar alkylation on the pyrimidine ring with an equivalent alkylating reagent took place only at the 4-position. The alkylation of 3,6-disubstituted derivatives at room temperature led to 5-O-alkylation accompanied by 4-N-alkylation, but at high temperature only 4-N-alkylation took place. Reaction of 3,4,6-trisubstituted derivatives with excess alkylating agent at high temperature leads to the formation of 1,4,6-trisubstituted derivatives with elimination of the 3-substituent. Georg Thieme Verlag Stuttgart.