4869-45-8

Usage

Uses

Used in Pharmaceutical Industry:
1,3-DiMethyl-2,4-dioxo-1,2,3,4-tetrahydropyriMidine-5-carboxylic Acid is used as a synthetic intermediate for the development of drug-like allosteric inhibitors of a mammalian lectin. Its unique chemical structure allows for the creation of compounds with potential therapeutic applications, particularly in the field of biochemistry and medicinal chemistry.
In the synthesis and structure-activity relationship (SAR) studies, 1,3-Dimethyl-5-carboxyuracil serves as a key building block for designing and optimizing novel inhibitors targeting specific lectins, which are carbohydrate-binding proteins involved in various biological processes. These inhibitors can potentially be used for the treatment of diseases where lectin activity is a contributing factor.

Upstream product

• 88468-97-7 methyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyridine-5-carboxylate 
• 4401-71-2 1,3-dimethylthymine 
• 77-78-1 dimethyl sulfate 
• 23945-44-0 2,4-dihydroxypyrimidine-5-carboxylic acid 
• 23945-44-0 2,4-dihydroxypyrimidine-5-carboxylic acid 
• 85199-75-3 1,3-dimethyl-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione 
• 874-14-6 1,3-dimethyluracil 
• 28485-17-8 5-carbethoxyuracil 
• 74-88-4 methyl iodide 
• 201230-82-2 carbon monoxide 
• 39513-47-8 5-ethoxycarbonyl-1,3-dimethyluracil 

Relevant academic research and scientific papers

PYRIDINE DERIVATIVES AS IMMUNOMODULATORS

Disclosed are pyridine derivatives of formula (I) and a pharmaceutical composition comprising the pyridine derivatives or their pharmaceutically acceptable salts or stereoisomers thereof, and at least one pharmaceutically acceptable carrier or excipient, which are useful as key intermediate for the synthesis of compounds to inhibit PD-1/PD-L1 signaling pathway or capable of inhibiting PD-1/PD-L1 signaling pathway.

Amide compounds and uses thereof

Provided herein are novel amide compounds of formula (I), pharmaceutical compositions comprising same, methods for preparing same, and uses thereof, wherein the definition of each symbol is as described in the description.

C-H trifluoromethylations of 1,3-dimethyluracil and reactivity of the products in C-H arylations

Diverse electrophilic, nucleophilic and radical C-H trifluoromethylations of 1,3-dimethyluracil were systematically studied in order to prepare either 5- or 6-(trifluoromethyl)uracil derivatives. Electrophilic reagents led only to dimeric bis-uracil products, whereas the radical trifluoromethylation by CF 3SO2Na in presence of t-BuOOH gave 1,3-dimethyl-5- (trifluoromethyl)uracil (2) in good yield. The 6-(trifluoromethyl)uracil derivative 3 was only prepared in low yield and in a mixture with 2 by Ir-catalyzed borylation followed by treatment with the Togni's reagent. Attempted Pd-catalyzed C-H arylations of 2 in the presence of Cs 2CO3 gave mixtures of de-trifluoromethylated products, whereas the reaction with 4-iodotoluene in the presence of CsF gave the desired 6-aryl-5-trifluoromethyluracil derivative 8 in moderate yield and the reaction was not general for other aryl halides.

URACIL DERIVATIVES AS AXL AND C-MET KINASE INHIBITORS

The present invention provides compounds of Formula I, or pharmaceutically acceptable salt forms thereof, wherein Ra, Rb, Rc, Rd, D, W, R1a, R1b, R1c,Y, R3, X, E and G are as defined herein, methods of treatment and uses thereof.

Oxidation of 1,3-dimethylthymine with oxone catalyzed by 5,10,15,20-tetrakis (4N-methylpyridiniumyl)porphyrinatomanganese (III) pentaacetate

The reaction of 1,3-dimethylthymine 2 with KHSO5 (oxone) catalyzed by 5, 10, 15, 20-tetrakis-(4N-methylpyridiniumyl)porphyrinatomanganese (III) pentaacetate 1 [T4MPyPMn (III) (OAc)5] in phosphate buffer gives 1,3-dimethyl-5-hydroxymethyluracil 3, 1,3-dimethyl-5-formyluracil 4, 1,3-dimethyluracil-5-carboxylic acid 5, cis-1,3-dimethylthymine-5,6-glycol 6 and 1,3,5-trimethyl-5-hydroxybarbituric acid 8 in different yields depending on the pH of the reaction medium. Oxidation of the 5-methyl group of 1,3-dimethylthymine to 1,3-dimethyl-5-hydroxymethyluracil 3, 1,3-dimethyl-5-formyluracil 4 and the corresponding acid 5 with oxone catalyzed by T4MPyPMn (III) (OAc)5 may be explained by hydrogen abstraction and recombination mechanism, whereas oxidation of 5,6-double bond of thymine to cis-1,3-dimethylthymine-5,6-glycol 6 and 1,3,5-trimethyl-5-hydroxybarbituric acid 8 may be explained either by electron transfer followed by oxygen atom transfer or by the involvement of hydroxy radicals.

Substituent Effects in Non-Aromatic Nitrogen Heterocycles: Alkaline Hydrolysis of Methyl N-Methyl(oxo)dihydropyridinecarboxylates and Diaza Analogues

Ester hydrolysis studies on some isomeric methoxycarbonyl derivatives of N-methylpyridin-2- and 4-ones show that reaction rates are affected by the relative positions of CO2Me, =O and NMe functions in ways which could not be predicted.However, from limited results for analogous pyrimidine derivatives, it seems that reactivity in these polyfunctional compounds can be predicted from the pyridine data by assuming additivity of effects.

CARBOXYLATION OF 1,3-DIMETHYLURACIL AND THIOPHENES WITH CARBON MONOXIDE AND PALLADIUM(II) ACETATE IN THE PRESENCE OF SODIUM PEROXODISULFATE

Treatments of 1,3-dimethyluracil and of thiophenes with palladium(II) acetate and sodium peroxodisulfate under a carbon monoxide atmosphere gave 1,3-dimethyluracil-5-carboxylic acid and the corresponding thiophene-2-carboxylic acids, respectively.