112833-16-6

Basic information

• Product Name: 1-[2-(4-bromoanilino)-4-methyl-1,3-thiazol-5-yl]ethanone
• Synonyms: 1-[2-(4-bromoanilino)-4-methyl-1,3-thiazol-5-yl]ethanone
• CAS NO: 112833-16-6
• Molecular Formula: C₁₂H₁₁BrN₂OS
• Molecular Weight: 311.19754
• Mol File: 112833-16-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-[2-(4-bromoanilino)-4-methyl-1,3-thiazol-5-yl]ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-(4-bromoanilino)-4-methyl-1,3-thiazol-5-yl]ethanone(112833-16-6)
• EPA Substance Registry System: 1-[2-(4-bromoanilino)-4-methyl-1,3-thiazol-5-yl]ethanone(112833-16-6)

Safety Data

• Hazardous Substances Data: 112833-16-6(Hazardous Substances Data)

Upstream product

• 1985-12-2 4-Bromophenyl isothiocyanate 
• 106-40-1 4-bromo-aniline 
• 1414781-39-7 C₇H₆BrNS₂*C₆H₁₂N₂ 
• 2646-30-2 1-(4-bromophenyl)thiourea 
• 1694-29-7 3-chloropentane-2,4-dione 

Downstream Products

• 112833-29-1 (E)-1-[2-(4-Bromo-phenylamino)-4-methyl-thiazol-5-yl]-3-pyridin-2-yl-propenone 
• 112833-30-4 (E)-1-[2-(4-Bromo-phenylamino)-4-methyl-thiazol-5-yl]-3-furan-2-yl-propenone 
• 112833-27-9 (E)-1-[2-(4-Bromo-phenylamino)-4-methyl-thiazol-5-yl]-3-p-tolyl-propenone 
• 112833-28-0 (E)-1-[2-(4-Bromo-phenylamino)-4-methyl-thiazol-5-yl]-3-(4-methoxy-phenyl)-propenone 
• 112853-08-4 (E)-1-[2-(4-Bromo-phenylamino)-4-methyl-thiazol-5-yl]-3-(2-hydroxy-phenyl)-propenone 
• 112833-74-6 (4-Bromo-phenyl)-{4-methyl-5-[5-(4-nitro-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-thiazol-2-yl}-amine 
• 112834-30-7 2-{3-[2-(4-Bromo-phenylamino)-4-methyl-thiazol-5-yl]-4,5-dihydro-isoxazol-5-yl}-phenol 
• 112833-71-3 2-{5-[2-(4-Bromo-phenylamino)-4-methyl-thiazol-5-yl]-3,4-dihydro-2H-pyrazol-3-yl}-phenol 
• 112833-76-8 (4-Bromo-phenyl)-{5-[5-(4-methoxy-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-4-methyl-thiazol-2-yl}-amine 
• 112834-34-1 (4-Bromo-phenyl)-{5-[5-(4-methoxy-phenyl)-4,5-dihydro-isoxazol-3-yl]-4-methyl-thiazol-2-yl}-amine 
• 112834-32-9 (4-Bromo-phenyl)-{5-[5-(4-bromo-phenyl)-4,5-dihydro-isoxazol-3-yl]-4-methyl-thiazol-2-yl}-amine 
• 112833-73-5 (4-Bromo-phenyl)-{5-[5-(4-bromo-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-4-methyl-thiazol-2-yl}-amine 
• 112834-31-8 (4-Bromo-phenyl)-{5-[5-(4-chloro-phenyl)-4,5-dihydro-isoxazol-3-yl]-4-methyl-thiazol-2-yl}-amine 
• 112833-72-4 (4-Bromo-phenyl)-{5-[5-(4-chloro-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-4-methyl-thiazol-2-yl}-amine 

Relevant articles and documents

Design, synthesis, X-ray crystallographic analysis, and biological evaluation of thiazole derivatives as potent and selective inhibitors of human dihydroorotate dehydrogenase

Human dihydroorotate dehydrogenase (HsDHODH) is a flavin-dependent mitochondrial enzyme that has been certified as a potential therapeutic target for the treatment of rheumatoid arthritis and other autoimmune diseases. On the basis of lead compound 4, which was previously identified as potential HsDHODH inhibitor, a novel series of thiazole derivatives were designed and synthesized. The X-ray complex structures of the promising analogues 12 and 33 confirmed that these inhibitors bind at the putative ubiquinone binding tunnel and guided us to explore more potent inhibitors, such as compounds 44, 46, and 47 which showed double digit nanomolar activities of 26, 18, and 29 nM, respectively. Moreover, 44 presented considerable anti-inflammation effect in vivo and significantly alleviated foot swelling in a dose-dependent manner, which disclosed that thiazole-scaffold analogues can be developed into the drug candidates for the treatment of rheumatoid arthritis by suppressing the bioactivity of HsDHODH.