19241-38-4

Usage

Uses

Used in Organic Synthesis:
4-Bromo-2-methylphenyl isothiocyanate is used as a reagent in organic synthesis for its ability to undergo nucleophilic substitution reactions. This property makes it a valuable component in the creation of various organic compounds.
Used in Laboratory Research:
In laboratory settings, 4-Bromo-2-methylphenyl isothiocyanate is used as a research chemical, contributing to the development of new chemical processes and the study of reaction mechanisms within organic chemistry.
Used in Chemical Production:
4-Bromo-2-methylphenyl isothiocyanate is used as an intermediate in the production of other chemical compounds, particularly in industries that require the synthesis of complex organic molecules.

InChI:InChI=1/C8H6BrNS/c1-6-4-7(10-5-11)2-3-8(6)9/h2-4H,1H3

Upstream product

• 463-71-8 thiophosgene 
• 583-75-5 4-Bromo-2-methylaniline 

Downstream Products

• 109317-23-9 1-(4-bromo-2-methyphenyl)thiourea 
• 861622-60-8 N,N'-bis-(4-bromo-2-methyl-phenyl)-thiourea 
• 52317-80-3 3-(4-Bromo-2-methyl-phenyl)-1-butyl-1-methyl-thiourea 
• 52317-86-9 3-(4-Bromo-2-methyl-phenyl)-1-sec-butyl-1-methyl-thiourea 
• 52317-87-0 3-(4-Bromo-2-methyl-phenyl)-1-(2-cyano-ethyl)-1-methyl-thiourea 
• 52317-82-5 3-(4-Bromo-2-methyl-phenyl)-1-isopropyl-1-methyl-thiourea 
• 52317-85-8 3-(4-Bromo-2-methyl-phenyl)-1-isobutyl-1-methyl-thiourea 
• 52317-83-6 3-(4-Bromo-2-methyl-phenyl)-1-methyl-1-propyl-thiourea 
• 52317-88-1 1-Benzyl-3-(4-bromo-2-methyl-phenyl)-1-methyl-thiourea 
• 285125-07-7 (4S)-2-(4-bromo-2-methylphenylimino)-4-isobutyl-1,3-thiazolidine 
• 285125-70-4 2-(4-bromo-2-methylphenylimino)-3-thia-1-azaspiro[4.4]nonane 
• 1043391-87-2 2-[2-({({[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethoxy][(4-bromo-2-methylphenyl)imino]methyl}dithio)[(4-bromo-2-methylphenyl)imino]methyl}oxy)ethyl]-1,3-dioxoisoindoline 
• 1253107-72-0 C₁₄H₁₀BrClN₂O 
• 1152595-00-0 O-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl] 4-bromo-2-methylphenylthiocarbamate 

Relevant academic research and scientific papers

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.

Novel selective and potent inhibitors of malaria parasite dihydroorotate dehydrogenase: Discovery and optimization of dihydrothiophenone derivatives

Taking the emergence of drug resistance and lack of effective antimalarial vaccines into consideration, it is of significant importance to develop novel antimalarial agents for the treatment of malaria. Herein, we elucidated the discovery and structure-activity relationships of a series of dihydrothiophenone derivatives as novel specific inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH). The most promising compound, 50, selectively inhibited PfDHODH (IC50 = 6 nM, with >14 000-fold species-selectivity over hDHODH) and parasite growth in vitro (IC50 = 15 and 18 nM against 3D7 and Dd2 cells, respectively). Moreover, an oral bioavailability of 40% for compound 50 was determined from in vivo pharmacokinetic studies. These results further indicate that PfDHODH is an effective target for antimalarial chemotherapy, and the novel scaffolds reported in this work might lead to the discovery of new antimalarial agents.