1018186-39-4

Basic information

• Product Name: N-(2-methylphenyl)-N'-(6-chlorobenzothiazol-2-yl)urea
• CAS NO: 1018186-39-4
• Molecular Weight: 317.799
• Mol File: 1018186-39-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(2-methylphenyl)-N'-(6-chlorobenzothiazol-2-yl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-methylphenyl)-N'-(6-chlorobenzothiazol-2-yl)urea(1018186-39-4)
• EPA Substance Registry System: N-(2-methylphenyl)-N'-(6-chlorobenzothiazol-2-yl)urea(1018186-39-4)

Safety Data

• Hazardous Substances Data: 1018186-39-4(Hazardous Substances Data)

Upstream product

• 95-24-9 6-chloro-2-aminobenzothiazole 
• 614-68-6 2-tolyl isocyanate 
• 56311-79-6 ethyl (6-chloro-1,3-benzo[d]thiazol-2-yl)carbamate 
• 95-53-4 o-toluidine 
• 4257-87-8 N-(2-methylphenyl)-2,2,2,-trichloroacetamide 

Downstream Products

• 1187488-27-2 1-(6-chloro-1,3-benzothiazol-2-yl)-3-(2-methylphenyl)hexahydro-2,4,6-pyrimidinetrione 

Relevant articles and documents

Benzothiazole-containing analogues of triclocarban with potent antibacterial activity

Triclocarban (TCC) is a polychlorinated, aromatic, antimicrobial agent commercially used since the 1950s in personal care products for the prevention of spoilage and infections. Humans are frequently exposed to TCC due to its widespread use, leading to its substantial release into the aquatic environment. With the recent ban of TCC from some personal care products, implemented in 2016, many replacement antimicrobial compounds have been studied by researchers. Herein, we report the synthesis and biological activity of a series of diarylureas, analogues of TCC that bear the benzothiazole nucleus as one of the two aryl moieties. Among the studied compounds, 2bF and 2eC showed the highest antimicrobial activity against Staphylococcus aureus, being also more active than TCC, with MIC values of 8 μg/mL versus 16 μg/mL of TCC. Moreover, compound 2bB was much more active than TCC against Enterococcus faecalis, a Gram-positive bacterium that is, unfortunately, strongly responsible for nosocomial infections. Finally, interesting results were found for compound 2bG that, even though less active than the others, exerts an interesting bactericidal action.

Microwave promoted environmentally benign synthesis of 2- aminobenzothiazoles and their urea derivatives

2-Aminobenzothiazoles were efficiently synthesized using stable, crystalline tetrabutylammonium tribromide instead of toxic, corrosive liquid bromine under solvent-free and microwave irradiation condition. Furthermore, benzothiazol-2-ylureas were synthesized in good to high yield by reactions of 2-aminobenzothiazoles with N-trichloroacetanilides, which were used as a substitute for toxic, unstable isocyanates, under microwave irradiation condition. This protocol has advantages of no utilization of hazardous chemicals, rapid reaction rate, high yield, and easy work-up procedure. Copyright Taylor & Francis Group, LLC.