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Issue 8, 2019
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Derivatives of a new heterocyclic system – pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines: synthesis, docking analysis and neurotropic activity

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Abstract

8-Hydrazino derivatives of pyrano[3,4-c]pyridines and derivatives of the new heterocyclic system 3-thioxopyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines on the basis of methanesulfonates of pyrano[3,4-c]pyridinium were synthesized by optimization of a previously used method. Derivatives of alkylsulfonyl pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines were also synthesized. All compounds were evaluated for their neurotropic activity. Among all the compounds tested for anticonvulsant activity by pentylenetetrazole and maximal electric shock seizure (MES) tests, six compounds (5a, 5b, 5e, 5g, 5j, and 5p) appeared to be active. These compounds were also evaluated for their anxiolytic as well as antidepressant activities using “open field”, “elevated plus maze” (EPM), and “forced swimming” tests, respectively. It should be mentioned that compounds tested by the “rotating rod” method did not affect neuromuscular coordination. The most active compound appeared to be 5g in all tests. Docking studies of the most active compounds were performed on the GABAA receptor, SERT and 5-HT1A receptor.

Graphical abstract: Derivatives of a new heterocyclic system – pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines: synthesis, docking analysis and neurotropic activity

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Supplementary files

Article information


Submitted
28 Mar 2019
Accepted
26 May 2019
First published
19 Jun 2019

Med. Chem. Commun., 2019,10, 1399-1411
Article type
Research Article

Derivatives of a new heterocyclic system – pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines: synthesis, docking analysis and neurotropic activity

E. G. Paronikyan, A. Petrou, M. Fesatidou, A. Geronikaki, S. Sh. Dashyan, S. S. Mamyan, R. G. Paronikyan, I. M. Nazaryan and H. H. Hakopyan, Med. Chem. Commun., 2019, 10, 1399
DOI: 10.1039/C9MD00187E

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