187744-90-7Relevant academic research and scientific papers
Synthesis and antibacterial activity of N-(5-benzylthio-1,3,4-thiadiazol-2- yl) and N-(5-benzylsulfonyl-1,3,4-thiadiazol-2-yl)piperazinyl quinolone derivatives
Foroumadi, Alireza,Emami, Saeed,Hassanzadeh, Abdolreza,Rajaee, Majid,Sokhanvar, Kazem,Moshafi, Mohammad Hassan,Shafiee, Abbas
, p. 4488 - 4492 (2007/10/03)
A series of N-(5-benzylthio-1,3,4-thiadiazol-2-yl) and N-(5-benzylsulfonyl- 1,3,4-thiadiazol-2-yl) derivatives of piperazinyl quinolones was synthesized and evaluated for antibacterial activity against Gram-positive and Gram-negative microorganisms. Some of these derivatives exhibit high activity against Gram-positive bacteria; Staphylococcus aureus and Staphylococcus epidermidis, comparable or more potent than their parent N-piperazinyl quinolones norfloxacin and ciprofloxacin as reference drugs. The SAR of this series indicates that both the structure of the benzyl unit and the S or SO2 linker dramatically impact antibacterial activity.
Syntheses of arylsulfonyl-1,3,4-thiadiazoles
Shafiee,Foroumadi
, p. 1611 - 1614 (2007/10/03)
Reaction of sodium arylsulfinate with 2-aryl-5-chloro-1,3,4-thiadiazole gave 2-aryl-5-arylsulfonyl-1,3,4-thiadiazole (3) in good yield. Starting from readily available 2-amino-5-benzylmercapto-1,3,4-thiadiazole compound 7 was obtained in three steps in moderate yield. Reaction of compound 7 with sodium arylsulfinate afforded 2,5-diarylsulfonyl-1,3,4-thiadiazole (11). Oxidation of compound 10 with hydrogen peroxide in acetic acid gave 2-arylsulfonyl-5-benzylsulfonyl-1,3,4-thiadiazole (12), in high yield.
