Synthesis and Biological Evaluation of some Novel Pyrano[2,3-&lt;i&gt;d&lt;/i&gt;]Pyrimidine Derivatives

Talpara, Pratik K.; Dubal, Guarang G.; Shah, V. H.

doi:10.18052/www.scipress.com/ilcpa.74.9

Cited by 6 publications

(3 citation statements)

References 21 publications

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“…Among the four possible isomers of pyranopyrimidine, 5 H -pyrano[2,3- d ]pyrimidine scaffolds have been intensively investigated in recent times owing to their huge applicability, but the development of the main core is found to be more challenging due to its structural existence. Pyrano[2,3- d ]pyrimidine derivatives showed a wide range of biological and pharmacological activities including antitumor, , antibacterial, antimicrobial, antioxidant, antifungal, vasodilator, anti-inflamatory, antidiabetic, and cardiotonic activities. Moreover, several of these compounds have also been studied as nonlinear optical materials and dyes .…”

Section: Introductionmentioning

confidence: 99%

Importance of Hybrid Catalysts toward the Synthesis of 5H-Pyrano[2,3-d]pyrimidine-2-ones/2,4-diones (Thiones)

2023

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The pyranopyrimidine core is a key precursor for medicinal and pharmaceutical industries due to its broader synthetic applications as well as its bioavailability. Among its four possible isomers, we found that 5H-pyrano[2,3-d]pyrimidine scaffolds have a wide range of applicability, and in recent years, they have been intensively investigated, but the development of the main core is found to be more challenging due to its structural existence. In this review article, we cover all of the synthetic pathways that are employed for the development of substituted 4-aryl-octahydropyrano/hexahydrofuro[2,3-d]pyrimidin-2-one (thiones) and 5-aryl-substituted pyrano[2,3-d]pyrimidindione (2-thiones) derivatives through a one-pot multicomponent reaction using diversified hybrid catalysts such as organocatalysts, metal catalysts, ionic liquid catalysts, nanocatalysts, green solvents, catalyst-/solvent-free conditions, and miscellaneous catalysts as well as the mechanism and recyclability of the catalysts. This review mainly focuses on the application of hybrid catalysts (from 1992 to 2022) for the synthesis of 5H-pyrano[2,3-d]pyrimidine scaffolds. This review will definitely attract the world’s leading researchers to utilize broader catalytic applications for the development of lead molecules.

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Section: Introductionmentioning

confidence: 99%

Importance of Hybrid Catalysts toward the Synthesis of 5H-Pyrano[2,3-d]pyrimidine-2-ones/2,4-diones (Thiones)

2023

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“…An increase in the lipophilic chain is a key factor to improve the bioavailability of molecules in the body protein. Mainly our focus and contribution to medicinal chemistry are to design and develop antidiabetic, anticancer, antioxidant, and antimicrobial agents [14][15][16][17][18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, SAR, Pharmacokinetic Prediction of New 4-Quinolones as Anti-Microbial Agents

Dubal

Vachchharajani²,

Solanki³

et al. 2022

Russ J Gen Chem

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A series of new 4-quinolone derivatives was synthesized by conventional heating method. For the synthesized compounds, we performed pharmacokinetic prediction, SAR and antimicrobial assay. The presence of halogen elements plays a key role in the biological activity that is clear by in vitro analysis. Target compounds exhibit moderate to significant activity near to standard marketed drugs like amoxycillin, chloramphenicol, ciprofloxacin, norfloxacin, griseofulvin, and nystatin.

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“…Although pyranopyrimidines are of significant biological importance, the formation of a compound containing pyran and pyrimidine units poses a major synthetic challenge. However, numerous work has been carried out on the synthesis of pyrano[2,3‐ d ]pyrimidinediones via one‐pot three‐component condensation reaction of aromatic aldehyde, active methylene compound, and barbituric acid under various conditions 34–49 . Efforts have also been made to synthetically manipulate uracil to obtain structurally and biologically interesting compounds 50 …”

Section: Introductionmentioning

confidence: 99%

A facile synthesis of pyrano[2,3‐d:6,5‐d′]dipyrimidines via microwave‐assisted multicomponent reactions catalyzed by β‐cyclodextrin

Jayashree

Narayana

Kunhanna

et al. 2020

Journal of Heterocyclic Chem

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A facile three‐component reaction of aromatic aldehyde, 2,2‐dimethyl‐1,3‐dioxane‐4,6‐dione, and 6‐amino‐1,3‐dimethyluracil was developed for the first time using β‐cyclodextrin (β‐CD) as a macrocyclic host for aldehyde and an efficient catalyst that leads to a batch of novel pyrano[2,3‐d:6,5‐d′]dipyrimidines (4a‐k). The synthesis was accomplished with the aid of microwave irradiations in solvent‐free conditions. The product obtained was in contrast to the previous report in which a similar reaction resulted in a mixture of benzylidenepyrimidine and bisaminopyrimidine analogs in the presence of triethylbenzylammonium chloride in an aqueous medium. The formation of the pyrano[2,3‐d:6,5‐d′]dipyrimidines may be in virtue of the property of β‐CD to construct new CC and CX (where X = heteroatom) bonds. Reusability of the catalyst up to three runs without any noteworthy change in catalytic activity is one of the main features of the reaction. Other noteworthy features are good to excellent yields, eco‐friendly procedure, non‐column chromatographic purification, and mild conditions.

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Synthesis and Biological Evaluation of some Novel Pyrano[2,3-<i>d</i>]Pyrimidine Derivatives

Abstract: Abstract. The synthesis of novel Pyrano [2,3-d]

Cited by 6 publications

References 21 publications

Importance of Hybrid Catalysts toward the Synthesis of 5H-Pyrano[2,3-d]pyrimidine-2-ones/2,4-diones (Thiones)

Importance of Hybrid Catalysts toward the Synthesis of 5H-Pyrano[2,3-d]pyrimidine-2-ones/2,4-diones (Thiones)

Design, Synthesis, SAR, Pharmacokinetic Prediction of New 4-Quinolones as Anti-Microbial Agents

A facile synthesis of pyrano[2,3‐d:6,5‐d′]dipyrimidines via microwave‐assisted multicomponent reactions catalyzed by β‐cyclodextrin

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