16429-44-0

Basic information

• Product Name: 5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene
• Synonyms: 5-Bromo-3-chlorobenzene-1,2-diamine 97+%;5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene;1,2-Diamino-5-bromo-3-chlorobenzene;5-Bromo-3-chlorobenzene-1,2-diamine;1,2-Diamino-5-bromo-3-chlorobenzene 97%
• CAS NO: 16429-44-0
• Molecular Formula: C₆H₆BrClN₂
• Molecular Weight: 221.48224
• Mol File: 16429-44-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 57-60°C
• Boiling Point: 306.1°C at 760 mmHg
• Flash Point: 138.9°C
• Appearance: /
• Density: 1.813g/cm³
• Vapor Pressure: 0.00079mmHg at 25°C
• Refractive Index: 1.702
• Storage Temp.: 2-8°C
• PKA: 2.03±0.10(Predicted)
• CAS DataBase Reference: 5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene(16429-44-0)
• EPA Substance Registry System: 5-Bromo-3-chlorophenylene-1,2-diamine, 5-Bromo-3-chloro-1,2-diaminobenzene(16429-44-0)

Safety Data

• Hazard Codes: C
• Statements: 34-43
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3259PSN1 8 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 16429-44-0(Hazardous Substances Data)

Usage

General Description

5-Bromo-3-chlorophenylene-1,2-diamine and 5-Bromo-3-chloro-1,2-diaminobenzene are two closely related chemicals that are commonly used in the field of organic synthesis. They both belong to the class of aromatic amines and are used as building blocks in the production of various pharmaceuticals, agrochemicals, and other fine chemicals. These chemicals are also used as intermediates in the synthesis of dyes and pigments. Both 5-Bromo-3-chlorophenylene-1,2-diamine and 5-Bromo-3-chloro-1,2-diaminobenzene are important in the production of complex organic compounds and are widely used in chemical research and development.

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

Upstream product

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

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.

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