Synthesis and antimicrobial activity of some 3-[1-phenylethyl]-5-substituted-2H-tetrahydro-1, 3, 5-thiadiazine-2-thione derivatives

ABSTRACT

In a search for potential antimicrobial compounds thirteen new 3-[1-phenylethyl,]-5- substituted-tetrahydro-2H-1, 3, 5-thiadiazine-2-thiones were synthesized by the reaction of alpha-phenethylamine with carbon disulfide and potassium hydroxide, followed by formaldehyde and the appropriate alkyl, aralkylamines, glycine or ethyl glycinate [Scheme 1]. The chemical structure of the synthesized compounds was elucidated by spectral data and elemental analysis. The title compounds were tested in vitro, for antimicrobial activity against Gram-positive, Gram-negative bacteria, and some fungi, using agar disc method. The antimicrobial activity was found to be affected by the bulkiness of the side chain and presence of polar group at N [5] position. The highest activity was obtained with compounds 41 and 4m [R = CH [2]-COOH, CH [2]- COOC [2] H [5]]