142349-14-2

Upstream product

• 142348-97-8 C₂₀H₁₆N₂S₂⁽²⁺⁾*2CH₃O₄S^(1-) 
• 142348-94-5 C₂₀H₁₆N₂S₂⁽²⁺⁾*2Br^(1-) 
• 142348-93-4 5,12-(dimethyl)thioquinanthrenediinium bis(chloride) 
• 142348-95-6 C₂₀H₁₆N₂S₂⁽²⁺⁾*2I^(1-) 
• 100-44-7 benzyl chloride 
• 142349-08-4 1-methyl-3-(mercapto)quinoline-4(1H)-thione 

Relevant academic research and scientific papers

5,12-DI(1-ALKYL)THIOQUINANTHRENEDIINIUM BIS-SALTS AND 1-ALKYL-3-ALKYLTHIO-1,4-DIHYDRO-4-THIOOXOQUINOLINES

The preparation of 5,12-di(1-alkyl)thienoquinanthrenediinium bis-salts and their transformation into 1-alkyl-3-alkylthio-1,4-dihydro-4-thiooxoquinolines are described.

Synthesis and antimicrobial activity of sulfur derivatives of quinolinium salts

A novel method for cleavage of the dithiine ring in 5,12-(dimethyl)-thioqinantrenium bis-chloride 1 “via” reaction with sodium hydrosulfide leads to 1-methyl-3-mercaptoquinoline-4(1H)-thione 2. Further transformation of thiol and thione functions of compound 2 leads to a series of sulfide and disulfide derivatives of quinolinium salts 4 and 6. 1-Methyl-4-chloro-3-benzylthioquinoline chloride 8 was obtained by N-alkylating 4-chloro-3-benzylthioquinoline using dimethyl sulfate. Antimicrobial activity of the obtained compounds was investigated using six Gram-positive and six Gram-negative bacterial strains, as well as Candida albicans yeast. Greater activity was demonstrated towards Gram-positive strains. MIC values for compounds and with benzylthio 4d and benzoylthio 4f substituents in 3-quinoline position were found to be in the 0.5–1 μg/mL range, at a level similar to that of ciprofloxacin (reference). Compounds 4d and 4f also demonstrated interesting antifungal properties (MIC = 1).