28279-49-4

Basic information

• Product Name: 6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE
• Synonyms: 6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE;1H-Imidazo[4,5-b]pyridine,6-bromo-(8CI,9CI);6-Bromoimidazo[4,5-b]pyridine;6-Bromo-4H-imidazo[4,5-b]...;6-Bromo-4-azabenzimidazole;3H-IMidazo[4,5-b]pyridine, 6-broMo-;5-Bromo-7-azabenzimidazole;6-Bromo-1H-imidazo[4,5-b]pyridine 6-Bromo-3H-imidazo[4,5-b]pyridine
• CAS NO: 28279-49-4
• Molecular Formula: C₆H₄BrN₃
• Molecular Weight: 198.02006
• Product Categories: PYRIDINE;Halides;Fused Ring Systems;Heterocycle-Pyridine series
• Mol File: 28279-49-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: 227-228℃ (water )
• Boiling Point: 415.678 °C at 760 mmHg
• Flash Point: 205.195 °C
• Appearance: /
• Density: 1.895 g/cm³
• Vapor Pressure: 9.76E-07mmHg at 25°C
• Refractive Index: 1.745
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 7.02±0.20(Predicted)
• CAS DataBase Reference: 6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE(28279-49-4)
• EPA Substance Registry System: 6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE(28279-49-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 28279-49-4(Hazardous Substances Data)

Usage

General Description

6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE is a chemical compound with the molecular formula C7H5BrN2. It is a heterocyclic compound that contains both imidazole and pyridine rings. This chemical is commonly used in pharmaceutical research as a building block for the synthesis of various biologically active compounds. It is also utilized in the development of novel drugs and agrochemicals due to its versatile reactivity and potentially valuable properties. Additionally, it has been studied for its potential use as an anti-cancer agent and has shown promise in inhibiting certain enzymes and receptors associated with cancer progression. Overall, 6-BROMO-4H-IMIDAZO[4,5-B]PYRIDINE is a valuable and versatile chemical compound with potential applications in medical, agricultural, and pharmaceutical fields.

InChI:InChI=1/C6H4BrN3/c7-4-1-5-6(8-2-4)10-3-9-5/h1-3H,(H,8,9,10)

Upstream product

• 38875-53-5 5-bromo-pyridine-2,3-diamine 
• 64-18-6 formic acid 
• 6945-68-2 5-bromo-3-nitro-pyridin-2-ylamine 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 
• 68-12-2 N,N-dimethyl-formamide 
• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 124-38-9 carbon dioxide 
• 273-21-2 3H-imidazo[4,5-b]pyridine 

Downstream Products

• 83472-57-5 6-Bromoimidazo<4,5-b>pyridine 4-Oxide 
• 93752-20-6 6-bromo-1H-imidazo[4,5-b]pyridine-2(3H)-thione 
• 83472-62-2 6-bromo-7-chloro-3H-imidazo[4,5-b]pyridine 
• 1021919-30-1 tert-butyl 6-bromo-3H-imidazo[4,5-b]pyridine-3-carboxylate 
• 1254697-46-5 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-imidazo [4,5-b]pyridine 
• 1394912-36-7 (Z)-2-(6-bromo-3H-imidazo[4,5-b]pyridin-3-yl)-1-phenylethenol 
• 1428156-49-3 3-((2-methoxyethoxy)methyl)-2-(3-methoxyphenyl)-6-methyl-3H-imidazo[4,5-b]pyridine 
• 1428156-50-6 6-cyclopropyl-3-((2-methoxyethoxy)methyl)-2-phenyl-3H-imidazo[4,5-b]pyridine 
• 1428156-52-8 2-(4-fluorophenyl)-3-((2-methoxyethoxy)methyl)-6-(1-methyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridine 
• 1428156-53-9 2-(4-fluorophenyl)-3-((2-methoxyethoxy)methyl)-N,N-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxamide 
• 1428156-31-3 3-((2-methoxyethoxy)methyl)-6-phenyl-3H-imidazo[4,5-b]-pyridine 

Relevant articles and documents

Design, synthesis, biological evaluation and cellular imaging of imidazo[4,5-b]pyridine derivatives as potent and selective TAM inhibitors

The TAM kinase family arises as a new effective and attractive therapeutic target for cancer therapy, autoimmune and viral diseases. A series of 2,6-disubstituted imidazo[4,5-b]pyridines were designed, synthesized and identified as highly potent TAM inhib

Convenient synthesis of imidazo[1,5-a]pyrimidine derivatives and their unusual recyclization into 3H-imidazo[4,5-b]pyridine derivatives

[Figure not available: see fulltext.] New derivatives of imidazo[1,5-a]pyrimidine have been synthesized by cyclization of in situ generated 1H-imidazol-4(5)-amine with 1,3-diketones or malondialdehyde derivatives. Utilization of asymmetrical 1,3-diketones leads to the formation of a mixture of regioisomers. The discovered conversion of imidazo[1,5-a]pyrimidine core into 3H-imidazo[4,5-b]pyridine that takes place only under acidic conditions can be considered as a new version of Dimroth rearrangement involving cleavage of C–N bond and formation of C–C bond.

Cu@U-g-C3N4 Catalyzed Cyclization of o-Phenylenediamines for the Synthesis of Benzimidazoles by Using CO2 and Dimethylamine Borane as a Hydrogen Source

Abstract: This work reports a green and sustainable route for the synthesis of benzimidazoles via C–N bond formation using carbon dioxide (CO2) as a C1 carbon source. In this work, Cu@U-g-C3N4 catalyst was prepared from urea derived porous graphitic carbon?nitride (U-g-C3N4) and CuCl2 and characterized by FT-IR, XRD, XPS, SEM, TPD etc. The Cu@U-g-C3N4 as a heterogeneous recyclable catalyst has been employed first time for the cyclization of o-phenylenediamines (OPD) with CO2 to benzimidazoles using dimethylamine borane (DMAB). The proposed protocol becomes sustainable and efficient due to the use of propylene carbonate/water as a suitable biodegradable, economical and environmentally benign solvent system. The proposed catalytic system showed a wide range of substrate scope for the synthesis of benzimidazoles in good to excellent yields. Graphical Abstract: [Figure not available: see fulltext.]