71047-48-8

Basic information

• Product Name: Ethanone, 1-[4-methyl-2-[(4-methylphenyl)amino]-5-thiazolyl]-
• CAS NO: 71047-48-8
• Molecular Formula: C13H14N2OS
• Molecular Weight: 246.333
• Mol File: 71047-48-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[4-methyl-2-[(4-methylphenyl)amino]-5-thiazolyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[4-methyl-2-[(4-methylphenyl)amino]-5-thiazolyl]-(71047-48-8)
• EPA Substance Registry System: Ethanone, 1-[4-methyl-2-[(4-methylphenyl)amino]-5-thiazolyl]-(71047-48-8)

Safety Data

• Hazardous Substances Data: 71047-48-8(Hazardous Substances Data)

Upstream product

• 622-52-6 p-methylphenylthiourea 
• 1694-29-7 3-chloropentane-2,4-dione 
• 333-20-0 potassium thioacyanate 
• 106-49-0 p-toluidine 
• 123-54-6 acetylacetone 
• 3043-28-5 3-bromopentane-2,4-dione 

Downstream Products

• 71047-59-1 1-[4-methyl-2-(4-methyl-anilino)-thiazol-5-yl]-3-phenyl-propenone 
• 112833-42-8 (E)-1-(4-Methyl-2-p-tolylamino-thiazol-5-yl)-3-pyridin-2-yl-propenone 
• 112833-44-0 (E)-1-(4-Methyl-2-p-tolylamino-thiazol-5-yl)-3-thiophen-2-yl-propenone 
• 88324-04-3 1-(4-Methyl-2-p-tolylamino-thiazol-5-yl)-ethanone oxime 
• 112833-41-7 (E)-1-(4-Methyl-2-p-tolylamino-thiazol-5-yl)-3-p-tolyl-propenone 
• 112833-40-6 (E)-1-(4-Methyl-2-p-tolylamino-thiazol-5-yl)-3-(4-nitro-phenyl)-propenone 
• 85545-56-8 (E)-3-(4-Methoxy-phenyl)-1-(4-methyl-2-p-tolylamino-thiazol-5-yl)-propenone 
• 112833-38-2 (E)-3-(2-Hydroxy-phenyl)-1-(4-methyl-2-p-tolylamino-thiazol-5-yl)-propenone 
• 1333391-22-2 {4-[2-(p-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-N-phenylamine 
• 1333391-32-4 {4-[2-(p-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-m-tolylamine 
• 1333391-26-6 {4-[2-(p-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-(3-chlorophenyl)amine 
• 1286280-96-3 {4-[2-(p-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-(3-methoxyphenyl)amine 
• 1333391-52-8 {4-[2-(p-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-(4-fluorophenyl)amine 
• 1286280-97-4 3-dimethylamino-1-[4-methyl-2-(methyl(p-tolyl)amino)thiazol-5-yl]propenone 

Relevant articles and documents

Mechanochemical synthesis of 5-acetylthiazole: A step toward green and sustainable chemistry

Mechanochemical synthesis of 5-acetylthiazole derivatives by one-pot three-component procedure over Silica Sulfuric acid under solvent-free conditions, has been developed. The durability of the catalyst was tested. The environmentally benign protocol introduced herein characterized by no hazardous organic solvent used, recyclability of the catalyst up to five runs without loss of its catalytic activity and high yields of products that confirm the utilization of some green chemistry principles in the mentioned protocol.

Substituted N-Phenyl-5-(2-(phenylamino)thiazol-4-yl)isoxazole-3-carboxamides Are Valuable Antitubercular Candidates that Evade Innate Efflux Machinery

Tuberculosis remains one of the deadliest infectious diseases in the world, and the increased number of multidrug-resistant and extremely drug-resistant strains is a significant reason for concern. This makes the discovery of novel antitubercular agents a cogent priority. We have previously addressed this need by reporting a series of substituted 2-aminothiazoles capable to inhibit the growth of actively replicating, nonreplicating persistent, and resistant Mycobacterium tuberculosis strains. Clues from the structure-activity relationships lining up the antitubercular activity were exploited for the rational design of improved analogues. Two compounds, namely N-phenyl-5-(2-(p-tolylamino)thiazol-4-yl)isoxazole-3-carboxamide 7a and N-(pyridin-2-yl)-5-(2-(p-tolylamino)thiazol-4-yl)isoxazole-3-carboxamide 8a, were found to show high inhibitory activity toward susceptible M. tuberculosis strains, with an MIC90 of 0.125-0.25 μg/mL (0.33-0.66 μM) and 0.06-0.125 μg/mL (0.16-0.32 μM), respectively. Moreover, they maintained good activity also toward resistant strains, and they were selective over other bacterial species and eukaryotic cells, metabolically stable, and apparently not susceptible to the action of efflux pumps.

Study on condensation of N-aryl thioureas with 3-bromo-acetylacetone: Synthesis of aminothiazoles and iminodihydrothiazoles, and their in vitro antiproliferative activity on human cervical cancer cells

The condensation of N-aryl thioureas with 3-bromo-acetylacetone in neutral solvent acetone not only led to 5-acetyl-4-methyl-2-(substituted anilino) thiazoles 3 but also 2-imino-3-(substituted phenyl)-4-methyl-5-acetyl-2,3- dihydrothiazoles 4. Further study found that different reaction solvents displayed an important role toward the ratio of aminothiazoles 3 and iminodihydrothiazoles 4, and the reaction scope was extended. A plausible mechanism involving solvent effect and in situ hydrobromic acid catalyzation was proposed. Some selected isomers exhibited moderate in vitro antiproliferative activity on human cervical cancer cell lines (Hela, Siha).