1693-94-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one is utilized as a key building block in the synthesis of a wide range of pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry Research:
Due to its antiviral and antiproliferative properties, 2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one serves as an important compound in medicinal chemistry research. It aids in the discovery and development of novel treatments for various diseases and conditions.
Used in Antiviral Applications:
2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one is used as an antiviral agent, leveraging its ability to inhibit viral replication and reduce the severity of viral infections.
Used in Antiproliferative Applications:
2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one is also used in antiproliferative applications, where it helps control the unregulated cell growth often associated with cancerous tumors, making it a potential candidate for cancer treatment research.

InChI:InChI=1/C9H8N2O/c1-7-6-9(12)11-5-3-2-4-8(11)10-7/h2-6H,1H3

Upstream product

• 504-29-0 2-aminopyridine 
• 141-97-9 ethyl acetoacetate 
• 626-34-6 ethyl 3-aminobut-2-enoate 
• 109-04-6 2-bromo-pyridine 
• 1657-28-9 3-oxo-N-(pyrid-2-yl)butyramide 
• 7664-93-9 sulfuric acid 
• 5453-07-6 5-amino-3-methyl-1H-pyrazole-4-carbonitrile 
• 4341-76-8 Ethyl 2-butynoate 
• 2235-46-3 N,N-diethyl-3-oxobutanamide 
• 3075-23-8 S-ethyl acetothioacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 135351-18-7 1,1,1-trichloro-4-methoxy-3-penten-2-one 

Relevant academic research and scientific papers

A new synthetic route for the preparation of 2,2′,5′-trimethyl-7-oxo-4,7-dihydro-[6,7′-bipyrazolo[1,5-a]pyrimidine]-3,3′-dicarbonitrile, structural elucidation, Hirshfeld surface analysis, energy framework, density functional theory and molecular docking investigations

A new bipyrazolo [1,5-a]pyrimidine derivative, 2,2′,5′-trimethyl-7-oxo-4,7-dihydro-[6,7′-bipyrazolo[1,5-a]pyrimidine]-3,3′-dicarbonitrile dihydrate acetic acid solvate (3) has been synthesized via two different methods and characterized by single-crystal X-ray diffraction (XRD) and spectroscopic techniques. A plausible reaction mechanism in the synthesis of 3 through the two synthetic routes used has been proposed. The XRD analysis reveals that the two bicyclic moieties in 3 are close to perpendicular to one another. Some formal double bonds appear localized while others appear to involve some delocalization. In the crystal structure, a layer structure is formed by O-H-O, O-H-N and N-H-O hydrogen bonds, along with weak C-H-O and π-stacking interactions. The energy framework indicates that the packing of 3 is mainly determined by dispersion interactions between molecules. The frontier molecular orbital analysis shows that 3 may act more as a nucleophile than an electrophile. The analysis of the Hirshfeld surface maps and 2D fingerprint plots of 3 reveal that intermolecular hydrogen bonding and H-H, N-H and O-H contacts are the major ones between the units of 3. The antibacterial activity of 3 is explored by its molecular docking into the binding site of tyrosyl-tRNA synthetase, where it formed a stable complex with the amino acids of tyrosyl-tRNA synthetase mainly through hydrogen bonding.

Practical synthesis of 4H-pyrido[1, 2-a]pyrimidin-4-ones using ethylene glycol as a promoting solvent

A simple and useful protocol leading to different 4H-pyrido[1, 2-a] pyrimidin-4-ones have been established by cyclization of various 2-amino pyridines with β-oxo ester or alkynoate. The use of ethylene glycol was demonstrated to facilitate this condensati

Pyrido[1,2-a]pyrimidin-4-ones: Ligand-based Design, Synthesis, and Evaluation as an Anti-inflammatory Agent

In the present study, a series of novel pyrido[1,2-a]pyrimidin-4-one derivatives (1–45) were synthesized, characterized, and evaluated for their anti-inflammatory activity. The structures of all newly synthesized compounds were confirmed by 1H

Silver-catalyzed highly efficient synthesis of pyrido[1,2-a]pyrimidin-4-ones from 2-aminopyridines and alkynoates

Pyrimidinone is one of the important nitrogen containing heterocycles due to their wide range of bioactivities. An efficient silver-catalyzed intermolecular cyclization of 2-aminopyridines with various alkynoates has been developed. 2-Substituted 4H-pyrido[1,2-a]pyrimidin-4-ones containing a wide range of functional groups are synthesized in the standard conditions. This transformation is conducted under convenient conditions and affords products in good yields.

Simple and efficient protocol for synthesis of pyrido[1,2-a]pyrimidin-4-one derivatives over solid heteropolyacid catalysts

Aluminium exchanged tungstophosphoric acid salts with Keggin structure (AlxH3-xPW12O40) were prepared by simple ion exchange method. The prepared heteropolyacid salts were characterized by various techniques suc

Solvent-free synthesis of 4H-Pyrido[1,2-a]pyrimidin-4-ones catalyzed by BiCl3: A green route to a privileged backbone

An extensive array of 4H-pyrido[1,2-a]pyrimidin-4-ones have been synthesized from commercially available 2-aminopyridines and β-oxo esters with excellent yields under solvent-free conditions. The reaction, catalyzed by cheap and nontoxic BiCl3,

Synthesis of aryl-heteroaryl ureas (AHUs) based on 4-aminoquinoline and their evaluation against the insulin-like growth factor receptor (IGF-1R)

The insulin-like growth factor receptor (IGF-1R) is a receptor tyrosine kinase (RTK) involved in all stages of the development and propagation of breast and other cancers. The inhibition of IGF-1R by small molecules remains a promising strategy to treat cancer. Herein, we explore SAR around previously characterized lead compound (1), which is an aryl-heteroaryl urea (AHU) consisting of 4-aminoquinaldine and a substituted aromatic ring system. A library of novel AHU compounds was prepared based on derivatives of the 4-aminoquinoline heterocycle (including various 2-substituted derivatives, and naphthyridines). The compounds were screened for in vitro inhibitory activity against IGF-1R, and several compounds with improved activity (3-5 μM) were identified. Furthermore, a computational docking study was performed, which identifies a fairly consistent lowest energy mode of binding for the more-active set of inhibitors in this series, while the less-active inhibitors do not adopt a consistent mode of binding.

New efficient approach for the synthesis of 2-alkyl(aryl) substituted 4H-pyrido[1,2-a]pyrimidin-4-ones

A new, efficient and easy route for the preparation of a series of 2-alkyl(aryl) substituted 4-oxo-4H-pyrido[l,2-a]pyrimidines, where alkyl = CH3; aryl = C6H5, 4-FC6H 4,4-ClC6H4,

N-SUBSTITUTED AZABICYCLOALKANE DERIVATIVES, THEIR PREPARATION AND USE

Compounds of the formula I STR1 where B, R 1, R 2, n, R. sup.3, A, X, Y and Z have the meanings stated in the description, and their preparation are described. The novel ompounds are suitable for controlling diseases.

N-substituted azabicycloheptane derivatives

Abstract of the Disclosure: Compounds of the formula I STR1 where R1, R2, n , R3, A, X, Y and Z have the meanings stated in the description, and the preparation thereof are described. The novel compounds are suitable for controlling diseases , i.e., as neuroleptics, antidepressants, sedatives, hypnotics, CNS protectives or muscle relaxants.