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Turkish Journal of Chemistry

DOI

10.3906/kim-2002-24

Abstract

The presented work is devoted to the development of synthesis methods for novel 2-[(3-aminoalkyl-(alkaryl-, aryl-))-1$H$-1,2,4-triazolo]anilines. Abovementioned compounds were obtained via hydrazinolysis (Ing-Manske procedure) and acid hydrolysis of corresponding $N$-acylated {([1,2,4]triazolo[1,5-$c$]quinazolin-2-yl)alkyl-(alkaryl-, aryl-)} amines. The regioselectivity of hydrazinolysis and hydrolysis were established. The features of spectral characteristics were studied and discussed. Characteristic patterns of protons signals splitting in $^{1}$H NMR of the synthesized compounds were established. The effect of the synthesized compounds on the pentylenetetrazol seizures was studied. It was found that according to some indicators, anticonvulsant activity of 2-[(3-aminoalkyl-(alkaryl-, aryl-))-1$H$-1,2,4-triazolo]anilines superior or comparable with effect of the reference drug "Lamotrigine". It is a valid argument for their further structural modification, in-depth study of activity mechanisms and further study of anticonvulsant activity on other experimental seizures models.

Keywords

$N$-acylated{([1, 2, 4]triazolo[1, 5-$c$]quinazolin-2-yl)alkyl-(alkaryl-, aryl-)}amines, 2-[(3-aminoalkyl-(alkaryl-, aryl-))-1$H$-1, 2, 4-triazolo]anilines, hydrazinolysis, acidic hydrolysis, anticonvulsant activity

First Page

746

Last Page

755

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