5770-42-3

Usage

Uses

Used in Pharmaceutical Industry:
6-METHYLAMINO-1,3-DIMETHYLURACIL is used as a respiratory treatment for conditions such as asthma. It aids in the relaxation of airway smooth muscles, providing relief from respiratory distress.
6-METHYLAMINO-1,3-DIMETHYLURACIL is used as a cardiovascular agent for the treatment of certain heart conditions. Its stimulating effect on the heart and increased force of contractions contribute to its therapeutic use in this area.
Used in Bronchodilator Applications:
6-METHYLAMINO-1,3-DIMETHYLURACIL is used as a bronchodilator to enhance bronchodilation. It operates by inhibiting the enzyme phosphodiesterase, which leads to increased levels of cyclic adenosine monophosphate (cAMP) and activation of protein kinase A, ultimately resulting in smooth muscle relaxation.

InChI:InChI=1/C7H11N3O2/c1-8-5-4-6(11)10(3)7(12)9(5)2/h4,8H,1-3H3

Upstream product

• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 74-89-5 methylamine 
• 98333-72-3 1,3-dimethyl-5-bromo-6-methylaminopyrimidine-2,4-dione 
• 13332-78-0 di-(1,3-dimethyl-6-methylaminouracil-5-yl)methane 
• 4229-44-1 N-methylhydroxyamine hydrochloride 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 510773-30-5 6-(hydroxy-methyl-amino)-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 769-42-6 1,3-dimethylbarbituric acid 
• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 49846-86-8 6-cyano-1,3-dimethyluracil 
• 52126-36-0 diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate-4,4-d₂ 
• 17260-79-6 1-benzyl-3-carbamoyl-1,4-dihydroquinoline 
• 1149-23-1 diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 

Downstream Products

• 177082-45-0 5-Hydroxy-1,3,8-trimethyl-6-phenyl-1H,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione 
• 177082-47-2 6-Benzyl-5-hydroxy-1,3,8-trimethyl-1H,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione 
• 93738-66-0 5-hydroxy-1,3,8-trimethyl-pyrido<2,3-d>pyrimidine-2,4,7-trione 
• 31595-87-6 1,3-dimethyl-5,6-dimethylaminopyrimidine-2,4-dione 
• 2309-49-1 theacrine 
• 104509-81-1 5-acetylamino-1,3-dimethyl-6-methylamino-1H-pyrimidine-2,4-dione 
• 519-32-4 isocaffeine 
• 177082-59-6 5-(4-Fluoro-phenylamino)-1,3,8-trimethyl-1H,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione 
• 177082-58-5 1,3,8-Trimethyl-5-phenylamino-1H,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione 
• 58-55-9 theophylline 
• 932726-03-9 1,3-dimethyl-6-methylamino-5-(3-oxo-3-phenylpropyl)uracil 
• 2672-58-4 1,3,5-tris-(methoxycarbonyl)benzene 
• 113306-24-4 1,3-dimethyl-5-(E)-(2-methoxycarbonylvinyl)-6-methylaminouracil 
• 90402-67-8 1,3,8-trimethylpyrido<2,3-d>pyrimidine-2,4,7-(1H,3H,8H)-trione 

Relevant academic research and scientific papers

A natural product four methyl uric acid fully synthetic method

The invention relates to a total synthesis method for a natural product tetramethyl uric acid. The method comprises the following steps: (1) using 1,3-dimethyl barbituric acid as a raw material for synthesis to obtain an intermediate 6-substitued-1,3-dimethyl pyrimidine-2,4-diketone; (2) synthesizing an intermediate 1,3-dimethyl-6-methylamino pyrimidine-2,4-diketone; (3) synthesizing an intermediate 1,3-dimethyl-5-substitued-6-methylamino pyrimidine-2,4-diketone; (4) synthesizing an intermediate 1,3-dimethyl-5,6-dimethylamino pyrimidine-2,4-diketone; (5) synthesizing a target compound 1,3,7,9-tetramethyl uric acid. The method is convenient for synthesis, has a higher yield, and can ease the demand on tetramethyl products to a certain degree.

Study on the synthesis of 6-alkylaminouridines via the nucleophilic aromatic substitution reaction of 6-cyanouridine derivatives

6-Cyanouracil derivatives underwent direct substitution reactions with selective primary amines in the presence of N,N-dimethylaminopyridine as a catalyst to give the corresponding 6-alkylaminouracils. This reaction provides a facile access to versatile 6

Two-step synthetic approach to 6-substituted pyrido[2,3-d]pyrimidine(1H,3H) -2,4-diones from 6-amino-, 6-alkylamino-, and 6-arylamino-1,3-dimethyluracils

The Mannich reaction of 7-aryl-5,6-dihydropyrido[2,3-d]pyrimidines 3, easily accessible by condensation of 6-amino-1,3-dimethyluracil (1) with Mannich bases 2a-c, gives rise to a mixture of 7-aryl-6-(N,N-dimethylaminomethyl) pyrido[2,3-d]pyrimidines 6 and

3,3-Sigmatropic rearrangements involving N-O bond-cleavage of enehydroxylamine derivatives

Enehydroxylamines, derived from carbocyclic and heterocyclic 1,3-dioxo compounds, react with a variety of unsaturated electrophiles to give, in good to excellent yields, substances that in general undergo 3,3-sigmatropic rearrangements either spontaneously or upon heating. In those cases in which such reactions failed, addition of sodium hydride was found to induce the transformation. A study of the rearrangement by use of deuterium-labelled compounds showed that no crossover occurs, indicating the intramolecular nature of the process. The method provides 2,3- or 3,4-disubstituted cyclohexenones, 5,6-disubstituted barbiturates and the corresponding fused pyrrole and imidazolinone derivatives. Wiley-VCH Verlag GmbH & Co KGAA, 69451 Weinheim, Germany, 2003.

Structural characterization of closely related mononuclear CuII complexes of 5-nitrosooxime pyrimidines. A combined X-ray and EPR study

In reactions of trans-bis(oximato)complexes [1L2Cu(H2O)2] and [2L2Cu(H2O)2] (H1L=6-amino-1,3-dimethyl-5-nitrosouracil and H2L=6-methylamino-1,3-dimethyl-5-nitrosouracil) with [Cu(bipy)2]2+, one of the pyrimidine ligands was replaced by bipy (bipy=2,2′-bipyridine) affording mononuclear mixed-ligand complexes of the type [LCu(bipy)X] (X is H2O, EtOH or Cl-). Under the reaction conditions, the 6-methylamino group of H2L undergoes hydrolysis leading to violuric acid (5-nitroso-2,4,6-trioxopyrimidine; H3L). Three closely related mononuclear copper(II) complexes, [Cu(1L)(bipy)(H2O)]ClO4 · H2O (1), [Cu(3L)(bipy)(EtOH)][Cu(3L)(ClO 4)(bipy)(EtOH)]ClO4 (2) and [Cu(3L)Cl(bipy)] · 0.5H2O (3), have been prepared, their crystal structures were determined and an EPR study was carried out. Acta Chemica Scandinavica 1997.

MODELS OF FOLATE COENZYMES 16. CHEMICAL MODELLING OF THE THYMIDYLATE SYNTHASE REACTION. EVIDENCE FOR AN "EXOCYCLIC METHYLENE INTERMEDIATE" ANALOGUE, WHICH IS REDUCIBLE TO A THYMINE DERIVATIVE, IN THE REACTION OF 6-AMINOURACILS WITH A 5,10-METHYLENETETRAHY

Reactions of 6-amino-, 6-alkylamino-, and 6-anilino-1,3-dimethyluracils (1a-1e) with 3,4-diphenyl-1-tosylimidazolidine (2), in the presence of acid, lead to the formation of products which are derived from an "exocyclic methylene intermediate" analogous t

A Chemical Model of Thymidylate Synthetase. Formation of a Thymine Derivative via an Exocyclic Methylene Intermediate

Reaction of 6-aminouracil derivatives with imidazolidines (methylenetetrahydrofolate models), in the presence of acid, gives an exocyclic methylene intermediate which reacts with nucleophiles present in the mixture or can be reduced to a thymine derivative.