Synthesis and psychotropic properties of azomethine derivatives of thiophene

Abstract

A series of azomethine derivatives was obtained by condensation of 2-thiophenaldehyde and 5-substituted (alkyl, bromine, tert-butyl, trimethylsilyl)-2-thiophenaldehydes with semicarbazide, thiosemicarbazide, aminohydantoin, and 2-semicarbazide acetic acid. Their psychotropic activity was investigated. It was found that incorporation of a tert-butyl group in position 5 of the thiophene ring potentiates the toxicity of the compound. 5-Trimethylsilyl- and 5-tert-butyl-2-thiophenaldehyde thiosemicarbazones exhibit elevated neurotropic activity. These compounds cause the stimulating effect of phenamine to appear, increasing the motor activity of animals by two times and prolonging the effect of hexenal-induced sleep. Substitution of thiosemicarbazone by semicarbazone decreases the activity except for hexenal sleep, where the 5-tert-butyl-2-thiophenaldehyde semicarbazone was 1.5 times more active than the thiosemicarbazone.

How to Cite
Khokhlova, L. N.; Germane, S.; Erchak, N. P.; Lukevits, E. Chem. Heterocycl. Compd. 1995, 31, 553. [Khim. Geterotsikl. Soedin. 1995, 629.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01166328