21422-66-2

Usage

Uses

Used in Pharmaceutical Industry:
1H-Imidazo[4,5-b]pyridine, 6-chlorois used as a building block for the synthesis of various pharmaceuticals and biologically active molecules. It is studied for its potential use in the development of new drugs for the treatment of various diseases and conditions.
Used in Organic Synthesis:
1H-Imidazo[4,5-b]pyridine, 6-chlorois used in organic synthesis for the creation of various compounds with potential applications in different fields.
Used as a Research Tool in Medicinal Chemistry:
1H-Imidazo[4,5-b]pyridine, 6-chlorois also investigated as a research tool in the field of medicinal chemistry, aiding in the discovery and understanding of new drug candidates and their mechanisms of action.

Upstream product

• 25710-20-7 5-chloro-2,3-diaminopyridine 
• 64-18-6 formic acid 
• 149-73-5 trimethyl orthoformate 
• 124-38-9 carbon dioxide 
• 122-51-0 orthoformic acid triethyl ester 
• 5409-39-2 2-amino-5-chloro-3-nitropyridine 

Downstream Products

• 273-21-2 1H-Imidazo[4,5-b]pyridine 
• 19918-37-7 6-chloro-1H-imidazo[4,5-b]pyridine-2(3H)-thione 
• 109014-44-0 3-Benzyl-6-chloro-3H-imidazo[4,5-b]pyridine 

Relevant academic research and scientific papers

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.]

CARBONYL LINKED BICYCLIC HETEROARYL N-BENZIMIDAZOLES AND ANALOGS AS ANTIBIOTIC TOLERANCE INHIBITORS

The disclosure provides compounds and pharmaceutical compositions of includes carbonyl linked bicyclic heteroaryl N-benzimidazole compounds useful for treating chronic and acute bacterial infections. Certain of the compounds are compounds of general Formula (I) or a pharmaceutically acceptable salt or prodrug thereof. Certain compounds of this disclosure are MvfR inhibitors. MvfR inhibitors reduce the formation of antibiotic tolerant bacterial strains and are useful for treating Gram-negative bacterial infections and reducing the virulence of Pseudomonas aeruginosa. Methods of treating bacterial infections in a subject, including Pseudomonas aeruginosa infections, are also provided by the disclosure.

Microwave-Assisted C-2 Direct Alkenylation of Imidazo[4,5-b]pyridines: Access to Fluorescent Purine Isosteres with Remarkably Large Stokes Shifts

We describe herein the first C-2 direct alkenylation of the valuable 3H-imidazo[4,5-b]pyridine promoted by microwave-assisted Pd/Cu co-catalysis. The reaction is rapid and compatible with a wide range of functional groups either on the imidazo[4,5-b]pyridine ring or on the styryl bromides thereby leading to the isolation of 23 compounds with moderate to good yields. The relevance of this method is demonstrated by its application to the synthesis of new cross-conjuguated push-pull 2-vinyl- and 2-alkynylimidazo[4,5-b]pyridines characterized by satisfactory fluorescence quantum yields and remarkable solvatofluorochromic properties.

3-[3'-hydroxymethyl)-4'-hydroxybutyl]imidazo[4,5-b]pyridines - Novel antiviral agents

Derivatives of 3- and 1-(4'-hydroxy-3'-(hydroxymethyl)butyl)-imidazo[4,5-b]pyridine were prepared in several steps from 2-amino-5-chloropyridine. Selected compounds were evaluated against human cytomegalovirus (HCMV), herpes simplex viruses (HSV1/HSV2) and varicella tester virus (VZV). Details of their synthesis and biological activities are presented.