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SYNTHESIS OF 1-AMINOMETHYL DERIVA- TIVES OF 3-BENZYL - 4 - ETHYL - 1,2,4 - TRIAZOLINE - 5 - THIONE

Monika Pitucha ,  Monika Wujec ,  Maria Dobosz 

Medical University, Faculty of Pharmacy, Department of Organic Chemistry, Staszica 6, Lublin 20-081, Poland

Abstract

Depending on the nature of substituents, some derivatives 1,2,4-triazoline-5-thione show various biological activities, such as antiinflammatory, antifungal, analgesic and antibacterial. In previous paper we have described antibacterial activity against Gram-negative bacteria of aminomethyl derivatives of 1,2,4-triazoline-5-thione [1]. This work is a continuation of the research on the new compounds with promissing biological activities. Thus, 3-benzyl-4-ethyl-1,2,4-triazoline-5-thione (1) were subjected to the reaction with piperazine derivatives and next transformed into the corresponding 1-aminomethyl-3-benzyl-4-ethyl-1,2,4-triazoline-5-thione derivatives (2, 3). The aminomethylation reactions were carried out in ethanolic solution, in the presence of a small amount of formalin, by using N-phenyl piperazine and 1-(4-methoxyphenyl) piperazine. The conditions of the reactions were established experimentally.

rysunek_1.gif

R= C6H5, 4-OCH3C6H4

The structure of all new compounds was confirmed by elemental analysis, as well as by the IR, and 1H NMR spectra.

[1]. Pitucha M., Wujec M., Dobosz M., Kosikowska U., Malm A.: Acta Pol. Pharm., 2005, 62, 443.

 

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Submitted: 2006-02-03 09:52
Revised:   2009-06-07 00:44