31562-99-9

Usage

Uses

Used in Organic Synthesis:
4-IMIDAZO[1,2-A]PYRIDIN-2-YLPHENYL METHYL ETHER is used as a building block in organic synthesis for the creation of various biologically active compounds. Its unique structure allows it to be a valuable component in the development of new organic molecules with specific properties.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-IMIDAZO[1,2-A]PYRIDIN-2-YLPHENYL METHYL ETHER is utilized as a key intermediate for the synthesis of pharmaceuticals. Its structural features and potential to interact with biological targets make it a promising candidate for the development of new drugs.
Used in Pharmaceutical Development:
4-IMIDAZO[1,2-A]PYRIDIN-2-YLPHENYL METHYL ETHER may have potential pharmaceutical applications due to its structural attributes and interactions with biological targets. However, further research is necessary to fully explore its properties and understand its full potential in the pharmaceutical industry.

Upstream product

• 504-29-0 2-aminopyridine 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 93435-57-5 α-tosyloxy-p-methoxyacetophenone 
• 123466-30-8 [(4-methoxyphenyl)ethynyl](phenyl)iodonium tosylate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 54187-96-1 1-(chloromethyl)-1H-benzotriazole 
• 25407-31-2 N-(p-methoxyphenacyl)pyridinium bromide 
• 768-60-5 4-methoxyphenylacetylen 
• 3179-10-0 1-methoxy-4-(2-nitro-vinyl)-benzene 
• 110-86-1 pyridine 
• 38435-51-7 4-methoxybenzenehydroximic acid chloride 
• 70-11-1 α-bromoacetophenone 
• 96155-57-6 1-(4-methoxyphenyl)ethanone O-acetyl oxime 

Downstream Products

• 365213-42-9 1-(2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine 
• 365213-70-3 [2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid 
• 113468-24-9 2-[2-(4-methoxy-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetamide 
• 89185-34-2 2-(4-methoxyphenyl)-3-nitrosoimidazo<1,2-a>pyridine 
• 138023-17-3 2-(4-Methoxyphenyl)-3-bromoimidazo<1,2-a>pyridine 
• 1092577-22-4 C₁₄H₈⁽²⁾H₄N₂O 
• 426239-77-2 2-(4-methoxyphenyl)imidazo[1,2-a]pyridine-3-carbaldehyde 
• 324741-47-1 2-(4-methoxyphenyl)-3-phenylimidazo[1,2-a]pyridine 
• 1353511-89-3 C₂₀H₁₅N₃O₃ 
• 1360127-35-0 N-((4-chlorophenyl)(2-(4-methoxyphenyl)-imidazo[1,2-a]pyridin-3-yl)methyl)acetamide 
• 1360127-42-9 N-((2-(4-methoxyphenyl)-imidazo[1,2-a]pyridin-3-yl)(3-nitrophenyl)methyl)acetamide 
• 1360127-40-7 N-((2-(4-methoxyphenyl)-imidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)acetamide 
• 1360127-37-2 N-((4-methoxyphenyl)(2-(4-methoxyphenyl)-imidazo[1,2-a]pyridin-3-yl)methyl)acetamide 
• 1360127-39-4 N-((3,4-dimethoxyphenyl)(2-(4-methoxyphenyl)-imidazo[1,2-a]pyridin-3-yl)methyl)acetamide 

Relevant academic research and scientific papers

Hypervalent Iodine in Synthesis. 94. A Facile Synthesis of 2-Substituted-imidazo[1,2-a]pyridines by Cyclocondensation of Alkynyl(phenyl) iodonium Salts and 2-Aminopyridine

A facile method for the synthesis of 2-substituted-imidazo[1,2-a]pyridines is achieved by cyclocondensation of alkynyl(phenyl)iodonium salts with 2-aminopyridine.

MECHANISM OF THE REACTION OF 2-HALOKETONES WITH 2-AMINOPYRIDINE

Time-dependent 1H NMR spectra of DMSO-d6 solutions of p-substituted phenacyl bromides and 2-aminopyridine indicate that the formation of imidazopyridines occurs via two relatively long-lived intermediates, C and D, which are in equilibrium with eac

Eucalyptol: A new solvent for the synthesis of heterocycles containing oxygen, sulfur and nitrogen

We report here the first investigation of the use of eucalyptol as a new solvent for organic transformations. Heterocycles containing oxygen, sulfur and nitrogen were chosen as targets or as starting materials for widely used palladium-catalysed cross-cou

A multi pathway coupled domino strategy: I2/ TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization

I2/TBHP-promoted, one-pot, multi pathway synthesis of imidazopyridines and thiazoles has been achieved through readily available ethylarenes, ethylenearenes and ethynearenes. I2/TBHP as an initiator and oxidant is used to realize the C-H functionalization of this domino reaction. Simple and available starting materials, wide range of functional group tolerance, high potential for drug activity of the products and application in production are the advantageous features of this method.

Synthetic method of imidazopyridine compounds

The invention provides a novel method for synthesizing imidazopyridine compounds. According to the invention, aminopyridine compounds and sulfur ylide are used as original reaction substrates, iron phthalocyanine (FeIIPc) is used as a catalyst, and a series of the imidazopyridine compounds are obtained under the condition that the advantages of mildness, greenness, high efficiency, wide substrateuniversality and the like are achieved.

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

Gold-catalyzed oxidation of terminal alkynes to glyoxals and their reactions with 2-phenylimidazo[1,2-a]pyridines: one-pot synthesis of 1,2-diones

A novel one-pot protocol for the convenient and efficient synthesis of (2-phenylimidazo[1,2-a]pyridin-3-yl)alkane-1,2-diones (3) in good yields (32-88%) from 2-phenylimidazo[1,2-a]pyridines (1) and terminal alkynes (2) has been established with a wide range of substrate scope. A tandem reaction sequence containing gold-catalyzed double oxidations of terminal alkynes to generate glyoxals, nucleophilic addition of 2-phenylimidazo[1,2-a]pyridines to glyoxals to yield α-hydroxyl ketones, and oxygenation of the α-hydroxyl ketones to afford the final products3under air atmosphere is involved in this method. Simple operation, mild reaction conditions, and widely available substrates make this strategy more affordable.

Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines

Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.

Iodine-Mediated Sulfenylation of Imidazo[1,2- a ]pyridines with Ethyl Arylsulfinates

A simple iodine-mediated approach is reported for the synthesis of sulfenylated imidazo[1,2- a ]pyridines through the reaction of imidazo[1,2- a ]pyridines with ethyl arylsulfinates under mild conditions. The reaction scope was investigated, and a plausible mechanism is proposed to elucidate the reaction process and activation mode. The results indicate that ethyl sulfinates are efficient sulfur sources for the construction of C-S bonds.

Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles

We report herein, the design, synthesis and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines and their analogues. A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives were synthesized. Whereby elusive amendments to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate anticancer activity in seven different human cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds 4e (naphthalene), 4f (styrene) and 4h (thiomethyl) showed potent activity towards human liver cancer cells HepG2. Cell cycle analysis results revealed that these compounds arrested the cell cycle at G2/M phase and induced apoptosis in human liver cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.