34658-67-8

Usage

Uses

Used in Pharmaceutical Research and Development:
2-(3-nitrophenyl)H-iMidazo[1,2-a]pyridine is used as a pharmacological agent for its potential to act as an agonist or antagonist at various receptor sites in the body, which can be leveraged for the development of new drugs targeting specific biological pathways.
Used in Drug Discovery:
2-(3-nitrophenyl)H-iMidazo[1,2-a]pyridine serves as a potential candidate for drug discovery due to its ability to interact with receptor sites and its potential for chemical modifications, which can lead to the creation of novel compounds with enhanced biological activities.
Used in Medicinal Chemistry:
2-(3-nitrophenyl)H-iMidazo[1,2-a]pyridine is used as a scaffold in medicinal chemistry for developing new drug molecules, taking advantage of its complex molecular structure and the opportunities it presents for chemical modifications and derivatization.
Used in Chemical Modifications and Derivatization:
The nitrophenyl group in the molecule provides opportunities for chemical modifications and derivatization, which can be utilized to create novel compounds with enhanced biological activities, further expanding the compound's applications in drug discovery and medicinal chemistry.

InChI:InChI=1/C13H9N3O2/c17-16(18)11-5-3-4-10(8-11)12-9-15-7-2-1-6-13(15)14-12/h1-9H

Upstream product

• 504-29-0 2-aminopyridine 
• 444681-65-6 1,1-dibromo-2-(3-nitrophenyl)ethene 
• 882-26-8 3-nitro-β-nitrostyrene 
• 3034-94-4 3-nitrophenylacetylene 
• 110-86-1 pyridine 
• 586-39-0 1-nitro-3-vinyl-benzene 
• 53534-16-0 1-(1,2-dibromoethyl)-3-nitrobenzene 
• 121231-58-1 1-(1-azidovinyl)-3-nitrobenzene 
• 121-89-1 3-Nitroacetophenone 
• 2227-64-7 3'-nitro-2-bromoacetophenone 

Downstream Products

• 313231-71-9 3-(imidazo[1,2-a]pyridine-2-yl)aniline 
• 1417910-21-4 C₁₄H₁₀N₆O₂ 
• 1417910-30-5 2-(3-nitrophenyl)-3-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)-1H-imidazo[1,2-a]pyridine 
• 817172-42-2 C₁₄H₉N₃O₃ 

Relevant academic research and scientific papers

Solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines by grindstone chemistry

The present work describes the solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines in excellent to nearly quantitative yields from 2-aminopyridines and a wide variety of ω-bromomethylketones using a grindstone procedure at 25°C to 30°C for 3 to

Molecular iodine enabled generation of iminyl radicals from oximes: A facile route to imidazo[1,2-a]pyridines and its regioselective C-3 sulfenylated products from simple pyridines

An iodine promoted simple and environment friendly protocol has been developed to access imidazo[1,2-a]pyridines from unfunctionalized pyridines and oxime esters. This straightforward method efficiently converts the substrates into corresponding products affording moderate to good yields with large functional group tolerance. Additionally extensive investigation revealed that regioselective domino C-3 methyl sulfenylated imidazo[1,2-a]pyridines were also accessible first time from pyridines and oxime esters in DMSO solvent. The reaction operates through metal-free generation of iminyl radicals from easily accessible oxime esters, to build up the second heterocyclic ring on pyridines.

Iodine mediated oxidative cross coupling of 2-aminopyridine and aromatic terminal alkyne: A practical route to imidazo[1,2-: A] pyridine derivatives

A novel, transition-metal free route leading to imidazo[1,2-a]pyridine derivatives via iodine mediated oxidative coupling between 2-aminopyridine and aromatic terminal alkyne has been demonstrated. This newly developed method discloses an operationally simple way for the construction of imidazoheterocycles. Commercially available antiulcer drug zolimidine may readily be synthesized employing this method.

One-Pot Sequential Bromination and Fluorination to Access 3-Fluoroimidazo[1,2-a]pyridines from Arylketones

3-Fluoro-2-arylimidazo[1,2-a]pyridines were selectively synthesised in one-pot from acetophenones and 2-aminopyridines under mild conditions. The sequence of reactions involved bromination, condensation, and late-stage fluorination. Two halogenating reagents play key roles in the process. We found that tetrabutylammonium tribromide and SelectfluorTM gave excellent yields of the desired products in the one-pot sequential reaction.

Facile synthesis of imidazo[1,2-a]pyridines promoted by room-temperature ionic liquids under ultrasound irradiation

Abstract: A simple and efficient procedure for the synthesis of substituted imidazo[1,2-a]pyridines under ultrasound irradiation has been developed. The reactions were carried out using ionic liquids as catalyst. The reaction procedure demonstrated a broad substrate scope for both acetophenones and 2-aminopyridines, and provided convenient access to a wide variety of imidazo[1,2-a]pyridines. The present method offers several advantages compared to traditional heating methods such as higher yields, shorter reaction times, milder reaction conditions, and easier work-up procedure. Graphical abstract: [Figure not available: see fulltext.].

Method for synthesizing novel imidazole pyranone compounds containing chalcogens

The invention discloses a method for synthesizing novel imidazole pyranone compounds containing chalcogens. The method comprises the steps as follows: firstly, 4-hydroxycoumarin compounds and triflicanhydride react, and 4-triflate-based coumarins are gene

Easy and efficient selenocyanation of imidazoheterocycles using triselenodicyanide

The regioselective selenocyanation of imidazoheterocycles using triselenodicyanide at room temperature is reported. The electrophilic aromatic substitution of a broad range of substrates is promoted by the triselenodicyanide obtained by oxidative coupling

Highly Efficient and Practical Thiocyanation of Imidazopyridines Using an N-Chlorosuccinimide/NaSCN Combination

A direct C–H thiocyanation of imidazo[1,2-a]pyridines, and a practical sequential one-pot condensation/C–H thiocyanation process, using a combination of N-chlorosuccinimide/NaSCN for the synthesis of 3-thiocyanatoimidazo[1,2-a]pyridines have been develope

Switching the regioselectivity in the copper-catalyzed synthesis of iodoimidazo[1,2-: A] pyridines

A unique copper-catalyzed binucleophilic switching of 2-aminopyridine has been developed for the regioselective synthesis of 2- and 3-iodoimidazo[1,2-a]pyridines using alkenes/alkynes as coupling partners in the presence of molecular iodine under aerobic

Iodine–ammonium acetate promoted reaction between 2-aminopyridine and aryl methyl ketones: a novel approach towards the synthesis of 2-arylimidazo[1,2-a]pyridines

I2–NH4OAc was found to be an efficient system for the metal-free synthesis of diversely substituted imidazo[1,2-a]pyridines 3a–r from 2-aminopyridine 1 and aryl methyl ketones 2a–r in one pot. 2-Arylimidazo[1,2-a]pyridines 3a–r were