3323-26-0

Basic information

• Product Name: 2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine
• Synonyms: Imidazo(1,2-a)pyridine, 2-(p-nitrophenyl)-;2-(p-Nitrophenyl)imidazo(1,2-a)pyridine
• CAS NO: 3323-26-0
• Molecular Formula: C₁₃H₉N₃O₂
• Molecular Weight: 239.24
• Product Categories: Fused Ring Systems
• Mol File: 3323-26-0.mol
• Article Data: 42

Chemical Properties

• Appearance: /
• Density: 1.34 g/cm³
• Refractive Index: 1.686
• CAS DataBase Reference: 2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine(3323-26-0)
• EPA Substance Registry System: 2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine(3323-26-0)

Safety Data

• Hazardous Substances Data: 3323-26-0(Hazardous Substances Data)

Usage

General Description

2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine is a chemical compound with a molecular formula C16H10N4O2. It belongs to the class of imidazo[1,2-a]pyridine compounds and contains a nitrophenyl group. 2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine has been studied for its potential biological activities, including its use as an anti-cancer agent and for its anti-inflammatory and antiviral properties. It is also used in the field of medicinal chemistry for the development of novel drugs. Additionally, 2-(4-Nitro-phenyl)-imidazo[1,2-a]pyridine has been investigated for its potential use in materials science, particularly for its fluorescence properties and potential applications in organic light-emitting diodes and other optoelectronic devices.

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

Upstream product

• 14150-95-9 2-aminopyridine N-oxide 
• 937-31-5 (4-Nitrophenyl)acetylene 
• 504-29-0 2-aminopyridine 
• 110944-98-4 2-iodo-1-(4-nitrophenyl)ethanone 
• 100-12-9 4-ethylnitrobenzene 
• 75-52-5 nitromethane 
• 555-16-8 4-nitrobenzaldehdye 
• 100-13-0 4-nitrostyrene 
• 110-86-1 pyridine 
• 90844-47-6 [1-(4-Nitro-phenyl)-eth-(E)-ylidene]-[1,2,4]triazol-4-yl-amine 
• 51738-10-4 2,2-dibromo-1-(4-nitrophenyl)ethene 
• 25407-30-1 4-nitrophenacylpyridinium bromide 
• 99-81-0 4-Nitrophenacyl bromide 
• 1021019-74-8 imidazo[1,2-a]pyridin-2-yl trifluoromethanesulfonate 

Downstream Products

• 774238-52-7 4-(5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-2-yl)phenylamine 
• 139705-74-1 2-(4-aminophenyl)imidazo<1,2-a>pyridine 
• 3323-01-1 2-(4'-nitrophenyl)-3-nitrosoimidazo[1,2-a]pyridine 
• 22244-95-7 3-bromo-2-(4'-nitrophenyl)imidazo[1,2-a]pyridine 
• 1353511-86-0 2-(4-nitrophenyl)-3-phenylimidazo[1,2-a]pyridine 

Relevant articles and documents

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.

Microwave-assisted synthesis and luminescent activity of imidazo[1,2-a]pyridine derivatives

In this work, a series of phenacyl bromide derivatives was synthesized and employed as key intermediate for the synthesis of substituted imidazo[1,2-a]pyridines. First, phenacyl bromide molecules were obtained from the bromination reaction of acetophenones assisted by microwave irradiation, obtaining the products 4a-v in a 15 minutes reaction with yields in the range of 50% to 99%. Subsequently, the conjugation of these molecules with 2-aminopyridine conduced to the production of imidazo[1,2-a]pyridine derivatives (7a-v) in a 60-second reaction with yields of 24% to 99%. Improved yields were determined with respect to those obtained with more tedious methodologies like thermally and mechanically assisted routes. Intense luminescence emissions in the purple and blue regions of the electromagnetic spectra were observed under UV excitation according to the nature of the substituents. This environmentally friendly methodology is expected to constitute an important class of organic compounds for the development of biomarkers, photochemical sensors, and medicinal applications.

Imidazopyridine compound, pharmaceutical composition containing the same, and preparation method and application thereof (by machine translation)

Specifically discloses a pharmaceutical composition containing the compound and a pharmaceutically acceptable salt or a pharmaceutically acceptable solvate [1,2 - a] of the compound, and the preparation method, comprises the following steps of inhibiting, protein selectivity, drug effect strong STAT3 patent medicine, safety and the like, and the like . is particularly suitable for preventing and, or treating tumor growth and metastasis as well as pharmaceutical composition and pharmaceutical acceptable salt or pharmaceutically acceptable salt or pharmaceutically acceptable solvate of the compound in preparing STAT3 high-expression cell abnormal proliferation, form change and exercise function hyperthyroidism, and other related diseases / and are disclosed in the present invention. (by machine translation)