61578-87-8

Upstream product

• 65252-01-9 S-methyl-N,N'-di-p-tolyl-isothiourea 
• 622-58-2 p-Tolylisocyanate 
• 74-88-4 methyl iodide 
• 19708-81-7 methyl O-methyldithiocarbonate 
• 106-49-0 p-toluidine 
• 1220704-68-6 4-methyl-2-(methylthio)-3-(2-(3-p-tolylureido)phenyl)thiazol-3-ium iodide 
• 1220704-67-5 4-methyl-2-(methylthio)-3-(2-(3-phenylureido)phenyl)thiazol-3-iumiodide 
• 1220704-77-7 2-(decylthio)-4-methyl-3-(2-(3-p-tolylureido)phenyl)thiazol-3-ium iodide 
• 7664-93-9 sulfuric acid 

Downstream Products

• 74-93-1 methylthiol 
• 622-51-5 p-tolylurea 

Relevant academic research and scientific papers

A facile, safe and inexpensive preparation of S -methyl arylcarbamothioates by methylthiocarbonylation of primary arylamines with O, S -dimethyl carbonodithioate

O,S-Dimethyl carbonodithioate is proposed as a suitable and safely handled reagent that can be used in the methylthiocarbonylation of primary arylamines to give S-methyl arylcarbamothioates. Optimal conditions involved a one-step procedure that was carried out at 45C in a solvent-free system, in the presence of triethyl(methyl)ammonium S-methyl carbonodithioate as a reaction promoter. The title products were obtained pure in yields that, with one exception, varied between 72 and 91% (average yield of the 12 considered examples was 83%). The by-product S,S-dimethyl carbonodithioate is also a valuable reagent. Georg Thieme Verlag Stuttgart · New York.

Metathetic sulfur transfer mediated by N-(2-aminophenyl)-4-methyl-thiazolin-2-thione derivatives: a route to diversely substituted S-alkylcarbamothioates

A new route to S-alkylcarbamothioates is disclosed. In a first step, N-(2-aminophenyl)-4-methyl-thiazolin-2-thione is transformed into a mono- or disubstituted urea at nitrogen, and then in a second step, alkylated at sulfur. The resulting salts, after treatment with a base, gave S-alkylcarbamothioates in high isolated yields together with 3-methyl[1,3]thiazolo[3,2-a]benzimidazole under very mild conditions.

Potent inhibitory effects of N-aryl S-alkylthiocarbamate derivatives on the dopa oxidase activity of mushroom tyrosinase

This study reports the potent inhibitory effect of N-aryl S-alkylthiocarbamate derivatives on mushroom tyrosinase (MT) activity. N-Aryl S-alkylthiocarbamate derivatives were found to exhibit a potent inhibitory effect on the dopa (3,4-dihydroxyphenylalanine) oxidase activity of mushroom tyrosinase. Most of the N-aryl S-alkylthiocarbamate derivatives (compounds from A to J) exhibited higher inhibitory effects than kojic acid (IC50=318 μm), a well known tyrosinase inhibitor. Tyrosinase was the most inhibited by S-phenetyl N-phenylthiocarbamate (compound E, IC50=7.25 μM), and this inhibition was 44 times stronger than that of kojic acid. Compound E exhibited 95.0% of inhibition at 100 μM. A kinetic study of MT inhibition by compound E using the Lineweaver-Burk plots analysis was performed. And the kinetics profiles observed suggest that compound E competitively inhibits MT.

Synthesis of N-aryl S-alkylthiocarbamates

The synthesis of N-aryl S-alkylthiocarbamates was discussed. The carbamates were synthesized by reactions of isocyanates with LiAlHSH and then with alkyl halides. Melting points were determined by using Yanagimoto micromelting point apparatus and were corrected. It was found that LiAlHSH behaved in a similar fashion as LiAlHSeH.