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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 6
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Articles

Synthesis, characterization, and docking studies of novel cyanopyridone analogs with serotonin 5-HT1B receptor agonists

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Pages 844-851 | Received 04 Dec 2018, Accepted 20 Jan 2019, Published online: 16 Feb 2019
 

Abstract

The medications in use for treating migraine are directed either towards inhibiting the characteristic migraine pain or towards preventing it from occurring. In this pursuit, ergotamine and sumatriptan class of 5-HT1B receptor agonists have been proved to be extremely effective. Further research into this field led us to design cyanopyridone derivatives that were synthesized through cyclization of 2-cyano-N-phenylacetamides with malonitrile and 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde. The synthesized cyanopyridones analogs, when docked with active site of 5-HT1B receptor, showed better binding affinity compared to standard antimigraine medications. Additionally, in silico ADME prediction for drug-likeness and pharmacokinetics revealed that all compounds are safer and can be used as antimigraine medicine. The structure of the synthesized compounds has been elucidated on the basis of spectral analysis.

Graphical Abstract

Acknowledgements

It is the goodwill and dedicated efforts of several individuals and organizations that has materialized the vision of the authors into this research. This novel work of research was brought to its successful completion by the selfless guidance and assistance of the management of Guru Nanak College, Sion, Mumbai. It is their constant encouragement and promptness which the authors of this paper truly appreciate. The authors take this opportunity to extend their gratitude towards The National NMR Institutes, TIFR Mumbai for providing spectral data and Department of Bioinformatic, Guru Nanak Khalsa College, for docking studies. Their good work shall always be cherished.

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