63111-80-8

Usage

Heterocyclic compound

A compound that contains a ring structure with at least one ring atom not being carbon In this case, the compound contains an imidazole ring fused with a pyridine ring.

Imidazole ring

A five-membered ring structure with one nitrogen atom The compound contains an imidazole ring which is a common structural motif in many biologically active molecules.

Pyridine ring

A six-membered aromatic ring structure with one nitrogen atom The compound also contains a pyridine ring which is commonly found in many pharmaceutical drugs.

2,4-dichlorophenyl group

A phenyl group substituted with two chlorine atoms at the 2 and 4 positions The presence of this group in the compound may contribute to its biological activity.

Medicinal chemistry

The use of 2-(2,4-DICHLORO-PHENYL)-IMIDAZO[1,2-A]PYRIDINE as a starting point for the development of pharmaceutical drugs This indicates the potential applications of the compound in the field of drug discovery.

Building block

The use of 2-(2,4-DICHLORO-PHENYL)-IMIDAZO[1,2-A]PYRIDINE in the synthesis of various biologically active molecules This suggests that the compound may be useful as an intermediate in the synthesis of other compounds with potential biological activity.

Upstream product

• 504-29-0 2-aminopyridine 
• 4252-78-2 2,2',4'-trichloroacetophenone 
• 75717-77-0 1-(2-((2,4-dichlorophenyl)ethynyl)phenyl)ethanone 
• 2631-72-3 2,4-dichlorophenacyl bromide 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 109-69-3 n-Butyl chloride 
• 144-55-8 sodium hydrogencarbonate 

Downstream Products

• 898389-45-2 2-(2,4-dichlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde 
• 1175964-89-2 {2-(2,4-dichlorophenyl)imidazo[1,2-a]pyridin-3-yl}methanol 

Relevant academic research and scientific papers

SELECTIVE LIGANDS OF HUMAN CONSTITUTIVE ANDROSTANE RECEPTOR

The present invention provides a structurally novel class of heterocyclic compounds of general formula I wherein L1 is heteroaryl and L2 is heteroaryl or aryl. The novel compounds are useful in a method of prevention or treatment of a condition which is m

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.

Some Aspects of the Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction

Some peculiar features of two most commonly used catalytic systems (Cul and CuSOVsodium ascorbate) controlling the regioselectivity of 1,3-dipolar cycloaddition of azides to terminal alkynes have been studied. Their potentialities, main disadvantages, and limitations have been demonstrated by a number of examples, including reactions of low-molecular-weight azides and alkynes containing heterocyclic substituents. The possibility of using novel reagents in click reactions is discussed.

Novel one step synthesis of imidazo[1,2-a]pyridines and Zolimidine via iron/iodine-catalyzed Ortoleva-King type protocol

Imidazo[1,2-a]pyridines form versatile scaffolds in pharmaceutical industry arising from their diverse biological activities. The synthesis of these molecules thus has been of great interest and resulted in the development of a large number of new methodologies. Herein we describe the first iron-catalyzed Ortoleva-King type protocol towards the synthesis of these fused heterocyclic compounds. This methodology employs cheap and easily available FeCl3·6H2O and molecular iodine as the catalytic system. The procedure has been well explored by extending the substrate scope with a variety of aromatic ketones and 2-aminopyridines to furnish different imidazo[1,2-a]pyridine derivatives in moderate to good yields. A successful application of this protocol was also demonstrated by achieving direct one step synthesis of the gastro protective drug, Zolimidine.

Green procedure for highly efficient, rapid synthesis of imidazo[1,2-a]pyridine and its late stage functionalization

We unfold a rapid synthetic protocol for the preparation of imidazo[1,2-a]pyridine in cyclohexane. This methodology includes several advantages like shorter reaction time, catalyst free, broader substrate scope, and good yields of the desired products. La

Design, Synthesis and Biological Evaluation of Imidazo[1,2-a]pyridine Derivatives as Novel DPP-4 Inhibitors

A new series of DPP-4 inhibitors with imidazo[1,2-a]pyridine scaffold were designed by exploiting scaffold hopping strategy and docking study. Based on docking binding model, structural modifications of 2-benzene ring and pyridine moieties of compound 5a led to the identification of compound 5d with 2, 4-dichlorophenyl group at the 2-position as a potent (IC50 = 0.13 μm), selective (DPP-8/DPP-4 = 215 and DPP-9/DPP-4 = 192) and in vivo efficacious DPP-4 inhibitor. Further, molecular docking revealed that compound 5d could retain key binding features of DPP-4 with the pyridine moiety of imidazo[1,2-a]pyridine ring providing an additional π-π interaction with Phe357 of DPP-4. Compound 5d might be a promising lead for further development of novel DPP-4 inhibitor treating T2DM.

One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions

One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions in the presence of Na2CO3, gave the corresponding 2-phenylimidazo[1,2-α]pyridines in excel

Microwave-assisted, one-pot three component synthesis of 2-phenyl H-imidazo[1, 2-α]pyridine

A novel synthesis of 2-phenylH-imidazio[1, 2-α] pyridines is described from a one-pot, three-component reaction between pyridine, guanidine (urea or thiourea) and α-bromoketones under microwave irradiation and solvent-free conditions in excellent yields.

IMIDAZOPYRIDINE COMPOUNDS

The invention relates to compounds of formula (I): and their pharmaceutically acceptable salts and solvates, which are inhibitors of SSAO activity. The invention further relates to pharmaceutical compositions comprising these compounds and to the use of these compounds for the treatment or prevention of medical conditions wherein inhibition of SSAO activity is beneficial, such as inflammatory diseases and immune disorders.

Substituted phenylheterocyclic herbicides

This invention relates to certain phenylheterocyclic compounds, herbicidal compositions thereof and a method for their use as general and selective preemergent or postemergent herbicides or plant growth regulants.