16054-93-6

Basic information

• Product Name: 2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one
• Synonyms: 2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one;2-phenyl-4-pyrido[2,1-b]pyrimidinone;2-phenylpyrido[2,1-b]pyrimidin-4-one
• CAS NO: 16054-93-6
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.24
• Mol File: 16054-93-6.mol

Chemical Properties

• Boiling Point: 396.9 °C at 760mmHg
• Flash Point: 193.8 °C
• Appearance: /
• Density: 1.19 g/cm³
• Vapor Pressure: 0.00482mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one(16054-93-6)
• EPA Substance Registry System: 2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one(16054-93-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 16054-93-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one is used as a potential therapeutic agent for the development of drugs targeting cyclin-dependent kinases. Its ability to inhibit these kinases makes it a candidate for treating diseases where cell cycle dysregulation occurs, such as cancer.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one serves as a valuable compound for studying the structure-activity relationship of cyclin-dependent kinase inhibitors. This research can lead to the design and synthesis of more potent and selective inhibitors with improved pharmacological properties.
Used in Drug Discovery:
2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one is utilized in drug discovery processes to identify novel lead compounds with potential applications in treating various diseases. Its unique chemical structure and biological activity make it a valuable starting point for the development of new drugs with improved efficacy and safety profiles.
Used in Chemical Synthesis:
2-Phenyl-4H-pyrido[1,2-a]pyrimidin-4-one can be employed as a key intermediate in the synthesis of more complex heterocyclic compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C8H6N2O/c11-8-4-5-9-7-3-1-2-6-10(7)8/h1-6H

Upstream product

• 120810-61-9 2-((α-methylbenzylidene)amino)pyridine 
• 124-38-9 carbon dioxide 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 19848-72-7 Aceton-(2-pyridyl)hydrazon 
• 2719-73-5 2-(2-benzylidenehydrazinyl)pyridine 
• 504-29-0 2-aminopyridine 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 22288-66-0 2H,3H,4H-pyrido[1,2-a]pyrimidine-2,4-dione 
• 98-80-6 phenylboronic acid 
• 120810-61-9 (E)-N-(1-phenylethylidene)pyridin-2-amine 
• 1072-97-5 5-bromo-2-pyridylamine 
• 98-86-2 acetophenone 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 108365-51-1 (2,2-diphenylvinyl)(phenyl)selane 

Relevant articles and documents

Pyrido[1,2-a]pyrimidin-4-one derivatives as a novel class of selective aldose reductase inhibitors exhibiting antioxidant activity

2-Phenyl-pyrido[1,2-a]pyrimidin-4-one derivatives bearing a phenol or a catechol moiety in position 2 were tested as aldose reductase (ALR2) inhibitors and exhibited activity levels in the micromolar/submicromolar range. Introduction of a hydroxy group in

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,

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.

Identification of novel SIRT1 activators endowed with cardioprotective profile

Drugs targeting epigenetic mechanisms are attracting the attention of scientists since it was observed that the modulation of this post-translational apparatus, could help to identify innovative therapeutic strategies. Among the epigenetic druggable targe

Transition-metal-free lactamization of C(sp3)-H bonds with CO2: Facile generation of pyrido[1,2-: A] pyrimidin-4-ones

A novel carbonylation of C(sp3)-H bonds in pyridylamines with one atmosphere of CO2 is reported to synthesize important pyrimidinones in good yields. This transition-metal-free and redox-neutral process features the use of a nontoxic

Method for synthesizing pyrimidinone compound under participation of CO2

The invention provides a method for synthesizing a pyrimidinone compound under the participation of CO2, the structural formula of the pyrimidinone compound is shown as a formula (I), and a reaction substrate is shown as a formula (II); wherein R1, R2 and

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

Manganese-Catalyzed Carbonylative Annulations for Redox-Neutral Late-Stage Diversification

An inexpensive, nontoxic manganese catalyst enabled unprecedented redox-neutral carbonylative annulations under ambient pressure. The manganese catalyst outperformed all other typically used base and precious-metal catalysts. The outstanding versatility o

Scaffold-hopping of bioactive flavonoids: Discovery of aryl-pyridopyrimidinones as potent anticancer agents that inhibit catalytic role of topoisomerase IIα

A strategy of scaffold-hopping of bioactive natural products, flavones and isoflavones, leading to target-based discovery of potent anticancer agents has been reported for the first time. Scaffold-hopped flavones, 2-aryl-4H-pyrido[1,2-a]pyrimidin-4-ones and the scaffold-hopped isoflavones, 3-aryl-pyrido[1,2-a]pyrimidin-4-ones were synthesized via Pd-catalyzed activation–arylation methods. Most of the compounds were found to exhibit pronounced human topoisomerase IIα (hTopoIIα) inhibitory activities and several compounds were found to be more potent than etoposide (a hTopoIIα-inhibiting anticancer drug). These classes of compounds were found to be hTopoIIα-selective catalytic inhibitors while not interfering with topoisomerase I and interacted with DNA plausibly in groove domain. Cytotoxicities against various cancer cells, low toxicity in normal cells, and apoptotic effects were observed. Interestingly, compared to parent flavones/isoflavones, their scaffold-hopped analogs bearing alike functionalities showed significant/enhanced hTopoIIα-inhibitory and cytotoxic properties, indicating the importance of a natural product-based scaffold-hopping strategy in the drug discovery.

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