16429-44-0

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene is used as a building block for the synthesis of various pharmaceuticals due to their aromatic amine structure, which can be incorporated into the molecular structures of drugs to enhance their therapeutic properties.
Used in Agrochemical Industry:
5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene is used as a building block for the development of agrochemicals, such as pesticides and herbicides, to improve their effectiveness in controlling pests and weeds in agricultural settings.
Used in Fine Chemicals Industry:
5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene is used as a key intermediate in the synthesis of fine chemicals, including specialty dyes and pigments, to provide specific color properties and improve their performance in various applications.
Used in Chemical Research and Development:
5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene is used as an important intermediate in the synthesis of complex organic compounds, facilitating the development of new chemical entities and advancing the field of organic chemistry.

InChI:InChI=1/C6H6BrClN2/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,9-10H2

Upstream product

• 34033-41-5 2-chloro-4-bromo-6-nitroaniline 
• 875-51-4 4-Bromo-2-nitroaniline 

Downstream Products

• 16429-33-7 6-bromo-4-chloro-2-phenyl-1H-benzo[d]imidazole 
• 99757-26-3 2-p-methylphenacylthio-4-chloro-6-bromobenzimidazole 
• 99757-30-9 2-phenacylthio-4-chloro-6-bromobenzimidazole 
• 99757-31-0 3-phenyl-6-bromo-8-chlorothiazolo<3,2-a>benzimidazole 

Relevant academic research and scientific papers

Discovery and Structure–Activity Relationships of N-Aryl 6-Aminoquinoxalines as Potent PFKFB3 Kinase Inhibitors

Energy and biomass production in cancer cells are largely supported by aerobic glycolysis in what is called the Warburg effect. The process is regulated by key enzymes, among which phosphofructokinase PFK-2 plays a significant role by producing fructose-2,6-biphosphate; the most potent activator of the glycolysis rate-limiting step performed by phosphofructokinase PFK-1. Herein, the synthesis, biological evaluation and structure–activity relationship of novel inhibitors of 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase 3 (PFKFB3), which is the ubiquitous and hypoxia-induced isoform of PFK-2, are reported. X-ray crystallography and docking were instrumental in the design and optimisation of a series of N-aryl 6-aminoquinoxalines. The most potent representative, N-(4-methanesulfonylpyridin-3-yl)-8-(3-methyl-1-benzothiophen-5-yl)quinoxalin-6-amine, displayed an IC50 of 14 nm for the target and an IC50 of 0.49 μm for fructose-2,6-biphosphate production in human colon carcinoma HCT116 cells. This work provides a new entry in the field of PFKFB3 inhibitors with potential for development in oncology.

2-AMINO-BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS 5-LIPOXYGENASE AND/OR PROSTAGLANDIN E SYNTHASE INHIBITORS

The present invention relates to benzimidazole derivatives having the general formula I, wherein n is 0 or 1; X1 and X2 are independently, at each occurrence, CR5 or N; Y is C1-C6 alkylene, wherein alkylene is optionally substituted with one to two C1-C3 alkyl groups; R1 is selected from the group consisting of hydrogen, halogen, C1-C6 alkoxy, -NH2, -NHR6, -NR7R8 and -NH-(R9)n-R10, n being 0 or 1; R2 is selected from the group consisting of hydrogen, halogen, C1-C6 alkyl, -NH2, -NHR6, - NR7R8 and -NH-(R9)n-R10; R3 is selected from the group consisting of hydrogen, hydroxyl, OR11, -NR7R8, C1-C6 alkoxy, C1-C6 alkyl, C3-C10 cycloalkyl, C1-C3 haloalkyl, -C(O)NHR11, aryl, heteroaryl and heterocyclyl, wherein each of said cycloalkyl, aryl, heteroaryl and heterocyclyl is optionally and independently substituted with one to four Ra groups; and R4 is selected from the group consisting of -NH2, -N(R12)(V)pR13, - NH(V)p-OR14, -NHC(O)R15, and groups of formula la shown below, and their use in the treatment of diseases, in particular inflammatory diseases, cancer, stroke and/or Alzheimer's disease.

Reaction of 2-Mercapto-4-chloro-6-bromobenzimidazole with Chloroacetic acid, &α-Halogenoketones and Alkyl Bromides

The syntheses of 6-bromo-8-chlorothiazolobenzimidazol-3(2H)-one (4), 3-aryl-6-bromo-8-chlorothiazolobenzimidazoles (6), 2,3-dihydro-6-bromo-8-chloro-thiazolobenzimidazole (7) and 4H-2,3-dihydro-7-bromo-9-chlorothiazinobenz