Synthesis, Bioactivity, and the Anion-Binding Property of 2-Sulfydryl-1,3,4-thiodiazole Derivatives

Two new compounds ( 1 and 2 ) containing 2-sulfydryl-1,3,4-thiodiazole have been synthesized and optimized. They both showed wide antibacterial activity for colon bacillus, Staphylococcus aureus , S. albus , dysentery bacillus and inferior activity for Bacillus subtilis . In addition, their binding properties were evaluated for biologically important anions (F – , Cl – , Br – , I – , AcO – , and H 2 PO 4 – ) by theoretical investigation, UV–vis, fluorescence, and 1 H NMR titration experiments, and they displayed strong binding ability for H 2 PO 4 – without the interference of other anions tested. Especially the binding ability of compound 2 containing anthracene with H 2 PO 4 – was 1000 times stronger than that of compound 1 containing nitrobenzene. Two compounds based on 2-sulfydryl-1,3,4-thiodiazole have both properties of anion recognition and antibacterial activity.