Synthesis, lipophilicity and antimicrobial activity of new derivatives of thiosemicarbazides and 1,2,4-triazoline-5-thione.
In the reaction of hydrazide of 3,4-dimethoxyphenylacetic acid (1) with isothiocyanate the respective thiosemicarbazide derivatives (2) were obtained. Further cyclization with 2% NaOH led to the formation of 3-[(3,4-dimethoxyphenyl)methyl]-4-substituted-1,2,4-triazoline-5-thiones (3). The structures of all new products were confirmed by analytical and spectroscopic methods. All compounds were screened for their in vitro activity against some species of aerobic bacteria and fungi. The lipophilicity of the synthesized molecules was also studied.
Wujec
Monika
M
Department of Organic Chemistry, Medical University, 6 Staszica St., 20-081 Lublin, Poland. monika.wujec@am.lublin.pl
Stefańska
Joanna
J
Siwek
Agata
A
Tatarczak
Małgorzata
M
D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001420:Bacteria, Aerobic / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D057927:Hydrophobic and Hydrophilic Interactions; D012663:Semicarbazides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013871:Thiones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
D000890:Anti-Infective Agents; D012663:Semicarbazides; D013871:Thiones; D014230:Triazoles; C005151:thiosemicarbazide