32092-18-5

Usage

Uses

Used in Pharmaceutical Industry:
4-Oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester is used as a building block for the synthesis of various pharmaceutical drugs. Its heterocyclic structure makes it a valuable component in the development of new medications, contributing to the advancement of drug discovery and therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 4-Oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester serves as an intermediate in the production of other organic compounds. Its unique chemical properties allow it to be a key component in the synthesis of a wide range of organic molecules, expanding its utility in chemical research and development.
Used in Research:
4-Oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester may also have potential applications in research, where its unique structure and properties can be explored for new insights and discoveries. Its role in research can contribute to a deeper understanding of chemical reactions and the development of innovative approaches in the scientific community.

InChI:InChI=1/C11H10N2O3/c1-2-16-11(15)8-7-12-9-5-3-4-6-13(9)10(8)14/h3-7H,2H2,1H3

Upstream product

• 39080-52-9 3-ethoxy-3-oxo-2-(pyridine-2-yl-aminomethylene)-propanoic acid ethyl ester 
• 504-29-0 2-aminopyridine 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 

Downstream Products

• 38326-36-2 ethyl 4-oxo-6,7,8,9-tetrahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxylate 
• 1408240-61-8 C₁₇H₁₆N₄O₃ 
• 1408240-54-9 C₁₆H₁₃ClN₄O₂ 
• 1408240-80-1 C₂₀H₂₁N₅O₃ 
• 225112-08-3 3-<(Benzyloxycarbonyl)amino>-4H-pyrido<1,2-a>pyrimidin-4-one 
• 1011224-73-9 N'-benzoyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbohydrazide 
• 1326603-01-3 N'-(4-fluorobenzoyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbohydrazide 
• 1325391-50-1 N'-(4-chlorobenzoyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbohydrazide 
• 1402740-21-9 N'-(4-methoxybenzoyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbohydrazide 
• 1325574-22-8 N'-(4-methylbenzoyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbohydrazide 
• 1402740-22-0 3-(5-phenyl-1,3,4-oxadiazol-2-yl)-4H-pyrido[1,2-a]pyrimidin-4-one 
• 1402740-23-1 3-(5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl)-4H-pyrido[1,2-a]pyrimidin-4-one 
• 1402740-24-2 3-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)-4H-pyrido[1,2-a]pyrimidin-4-one 
• 1402740-25-3 3-(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)-4H-pyrido[1,2-a]pyrimidin-4-one 

Relevant academic research and scientific papers

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.

On the Regioselectivity of the Gould–Jacobs Reaction: Gas-Phase Versus Solution-Phase Thermolysis

A detailed investigation of the regioselectivity in the thermal cyclization of (pyridyl)aminomethylenemalonates both in the gas- and solution phase is presented. Flash vacuum pyrolysis (FVP) as a gas-phase thermolysis technique is used to study the Gould–Jacobs reaction at temperatures between 450–650 °C, while different solution-phase heating techniques (reflux, microwave, and continuous flow) were employed at 260–350 °C. Depending on the position of the substituent in the pyridine moiety and the applied thermolysis technique, the regioselectivity of the cyclization can be controlled either in favor of the kinetic (pyridopyrimidinone) or the thermodynamic (naphthyridinone) product. Under FVP conditions, 6-substituted pyridopyrimidinones were obtained in high regioselectivity, which was not demonstrated before under standard Gould–Jacobs reaction conditions. DFT calculations have been additionally performed to provide further insights into the mechanistic pathways of this specific Gould–Jacobs reaction.

MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)

The present invention relates to compounds of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof that are useful as modulators of STING (Stimulator of Interferon Genes). The present invention further relates to the compounds of formula (I) for use as a medicament and to a pharmaceutical composition comprising said compounds.

Synthesis, biological evaluation, and molecular modeling studies of new 1,3,4-oxadiazole- and 1,3,4-thiadiazole-substituted 4-oxo-4H-pyrido[1,2-a] pyrimidines as anti-HIV-1 agents

A new series of 4-oxo-4H-pyrido[1,2-a]pyrimidine derivatives containing 1,3,4-oxadiazole and 1,3,4-thiadiazole rings as a part of the metal chelation motif were synthesized and evaluated for their in vitro anti-HIV-1 activity. Most of the tested compounds displayed moderate inhibitory properties against HIV-1 virus (NL4-3) in Hela cell cultures. Compounds 11e and 11b exhibited the highest activity among the synthesized compounds with inhibition rate of 51 and 48 % at concentration of 100 μM, respectively. Molecular docking study using the later crystallographic data available for PFV integrase (IN) showed that the designed compounds bind into the active site of IN such that the keto oxygen atom at position of C-4 and nitrogen atom of thiadiazole or oxadiazole ring moiety chelate the Mg2+ ion. Our results also showed that all tested compounds presented no significant cytotoxicity at concentration of 100 μM. Therefore, these compounds can provide a very good basis for the development of new hits.

Pyrido[1,2-a]pyrimidin-4-ones as antiplasmodial falcipain-2 inhibitors

Plasmodium falciparum cysteine protease falcipain-2 (FP-2) is a promising target for antimalarial chemotherapy and inhibition of this protease affects the growth of parasite adversely. A series of pyrido[1,2-a]pyrimidin-4-ones were synthesized and evaluat

Highly efficient thermal cyclization reactions of alkylidene esters in continuous flow to give aromatic/heteroaromatic derivatives

Intramolecular thermal cyclization and benzannulation reactions of the Gould-Jacobs and Conrad-Limpach types were performed in a designed continuous flow reactor system at temperatures in the range of 300-360°C and under high pressure conditions (100-160 bar) with very short residence times (0.45-4.5 min) in tetrahydrofuran as a low-boiling point solvent. Substituted heteroaromatic compounds including pyridopyrimidinones and hydroxyquinolines were synthesized in moderate to high yields. Application of the reaction conditions also allows the synthesis of naphthol and biphenyl derivatives. The procedure involves an easy work-up and the non-batchwise preparative synthesis method is suitable for automation.

The Chemistry of 5-Oxodihydroisoxazoles. IX. Annelated Pyrimidines by Flash Vacuum Pyrolysis

3-(Heterocyclylamino)acrylates and analogues undergo smooth cyclization in close to quantitative yield under conditions of flash vacuum pyrolysis at 530 deg.Heterocycles which give annelated pyrimidines by this procedure include quinoline (seven examples), isoquinoline, pyridine and pyrimidine.

Penicillins

A class of α-(heterocyclic carbonylamino) penicillins in which the heterocyclic group of the acyl moiety is a fused bicyclic ring having a nitrogen atom at the bridge position, shows good antibacterial activity.