One-step, three-component synthesis of pyridines and 1,4-dihydropyridines with manifold medicinal utility.

doi:10.1021/OL052994+

Paper

One-step, three-component synthesis of pyridines and 1,4-dihydropyridines with manifold medicinal utility.

Published Feb 3, 2006 · N. M. Evdokimov, I. Magedov, A. Kireev

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162

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4

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Abstract

Privileged medicinal scaffolds based on the structures of 2-amino-3,5-dicyano-6-sulfanylpyridines and the corresponding 1,4-dihydropyridines have been prepared via a single-step, three-component reaction of structurally diverse aldehydes with various thiols and malononitrile. Mechanistic studies revealed that 1,4-dyhidropyridines undergo oxidation by the intermediate Knoevenagel adducts rather than by air oxygen. Although the latter process undermines the yields of pyridines, it results in the formation of substituted enaminonitriles, promising antiinflammatory agents.

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This single-step, three-component synthesis of pyridines and 1,4-dihydropyridines offers potential medicinal applications, including antiinflammatory agents.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

One-step, three-component synthesis of pyridines and 1,4-dihydropyridines with manifold medicinal utility.

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References

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The 1,4-dihydropyridine nucleus serves as the scaffold for important cardiovascular drugs like calcium antagonists, exhibiting significant selectivity in action and interacting with diverse receptors and ion channels.

Multicomponent cascade heterocyclisation as a promising route to targeted synthesis of polyfunctional pyridines

Multicomponent cascade heterocyclisation shows promise for targeted synthesis of polyfunctional pyridines and their hydrogenated and fused analogues.

Citations

Multicomponent one pot synthesis of substituted pyridines with a highly active and recyclable hydrotalcite-lanthanum nanocatalyst

A hydrotalcite-lanthanum nanocatalyst with 10 mol% lanthanum efficiently catalyzes the one-pot condensation reaction for the synthesis of highly substituted pyridines under reflux conditions, with excellent yields and easy recyclability.

Wang resin catalyzed sonochemical synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines as potential inhibitors of SIRT1

Compound 4n shows promising inhibitory activity against SIRT1 in vitro, with potential as an anticancer agent.

Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe3O4 core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives

The developed catalyst is an environmentally friendly and recyclable method for the one-pot synthesis of substituted pyridine derivatives, with a high yield and low Ni leaching.

Mechanistic Insight of Synthesized 1,4-Dihydropyridines as an Antidiabetic Sword against Reactive Oxygen Species.

Compound 8b shows the most prominent antidiabetic effect, reducing blood glucose by -glucosidase inhibition and reducing reactive oxygen species in -cells and muscle cells simultaneously.

In vitro cytotoxicity and docking study of novel symmetric and asymmetric dihydropyridines and pyridines as EGFR tyrosine kinase inhibitors

New hybrid 1,4-DHPs and pyridines linked at C3 of 2chloroquinoline show potential as a new anticancer scaffold, with compounds 4a,b, and 5i,k showing the best results against tested cell lines compared to 5Flurouuracil.