29096-60-4

Basic information

• Product Name: 3-ACETYL-2-METHYLIMIDAZO[1,2-A]PYRIDINE
• Synonyms: BUTTPARK 15\05-98;1-(2-METHYLIMIDAZO[1,2-A]PYRIDIN-3-YL)-1-ETHANONE;3-ACETYL-2-METHYLIMIDAZO[1,2-A]PYRIDINE;1-(2-MethyliMidazo[1,2-a]pyridin-3-yl)ethanone;1-(2-methyl-3-imidazo[3,2-a]pyridinyl)ethanone;1-(2-methylimidazo[3,2-a]pyridin-3-yl)ethanone
• CAS NO: 29096-60-4
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Product Categories: Heterocycle-Pyridine series
• Mol File: 29096-60-4.mol

Chemical Properties

• Melting Point: 112
• Appearance: /
• Density: 1.18g/cm³
• Refractive Index: 1.608
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-ACETYL-2-METHYLIMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETYL-2-METHYLIMIDAZO[1,2-A]PYRIDINE(29096-60-4)
• EPA Substance Registry System: 3-ACETYL-2-METHYLIMIDAZO[1,2-A]PYRIDINE(29096-60-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 29096-60-4(Hazardous Substances Data)

Usage

Uses

Given the nature of AIMP as a potent mutagen and carcinogen, there are no direct applications listed for its use in any industry. However, the focus is on understanding its presence in food products and the development of strategies to mitigate its formation and reduce its potential health risks.
Used in Food Industry:
3-ACETYL-2-METHYLIMIDAZO[1,2-A]PYRIDINE is a compound of concern for [public health and safety] in the food industry due to its presence in [processed and cooked meats]. Efforts are made to [minimize its formation and presence] in these products to [reduce the risk of cancer] associated with its consumption.
In the context of research and development, AIMP may be used as a subject for:
3-ACETYL-2-METHYLIMIDAZO[1,2-A]PYRIDINE is used as a [research subject] for [understanding its mutagenicity and carcinogenicity] in the field of [toxicology and food safety]. It is also used to [develop methods for its detection and reduction] in food products to [improve consumer health and safety].

InChI:InChI=1/C10H10N2O/c1-7-10(8(2)13)12-6-4-3-5-9(12)11-7/h3-6H,1-2H3

Upstream product

• 504-29-0 2-aminopyridine 
• 1694-29-7 3-chloropentane-2,4-dione 
• 71-43-2 benzene 
• 7732-18-5 water 
• 3043-28-5 3-bromopentane-2,4-dione 
• 5231-96-9 N-(2-pyridyl)acetamide 
• 123-54-6 acetylacetone 
• 934-37-2 2-methylimidazo[1,2-a]pyridine 
• 30384-93-1 2-metilimidazo<1,2-a>piridin-3-carbossaldeide 
• 30489-51-1 3-(1-hydroxyethyl)-2-methylimidazo<1,2-a>pyridine 

Downstream Products

• 328061-33-2 2-anilino-4-(2-methylimidazo[1,2-a]pyrid-3-yl)pyrimidine 
• 328062-37-9 4-imidazo[1,2-a]pyridin-3-yl-pyrimidin-2-ylamine 
• 264127-50-6 4-(2-methylimidazo[1,2-a]pyrid-3-yl)-2-methylthiopyrimidine 
• 328061-46-7 2-anilino-4-(imidazo[1,2-a]pyrid-3-yl)pyrimidine 
• 328062-09-5 5-bromo-2-{4-[N-(2-methoxy-ethyl)sulphamoyl]anilino}-4-(imidazo[1,2-a]pyrid-3-yl)pyrimidine 

Relevant articles and documents

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Metal free coupling of heteroaryl N-tosylhydrazones and thiols: Efficient synthesis of sulfides

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Imidazopyridinyl-arylpropenone compounds as potential new anti-infective agents

This paper describes the design by juxtaposition of anti-infectious moieties, a series of hybrid imidazopyridinyl-arylpropenone compounds. These compounds (5a-y) were synthesized by a crotonization reaction of 1-(2-methylimidazo[1,2-a]pyridin-3-yl)ethanone (3) with benzaldehyde derivatives (4). Spectral determination of structure of those compounds was performed by NMR and ESI mass spectroscopy. From the screening of antiparasitic and antimicrobial activities, the compound 5q (IC50 Combining double low line 1.52 μM) was identified for possible development against a chloroquine-resistant strain of Plasmodium falciparum. The compounds 5n, 5s and 5w showed a veterinary interest due to their nematicidal activities (LC100) against Haemonchus contortus from 7.1 to 1.5 nM. Against candidiasis, three other compounds (5e, 5g, 5v) inhibited drug-resistant strains of Candida albicans (MIQ Combining double low line 1.25 to 0.31 μg). This study showed that the arylpropenone functional group vectorised by imidazopyridine could be considered as a new pharmacophore with potential anti-infectious activities.

2-Aminopyridines as an α-Bromination Shuttle in a Transition Metal-Free One-Pot Synthesis of Imidazo[1,2-a]pyridines

A wide range of imidazo[1,2-a]pyridines are accessible from cheap and readily available 2-aminopyridines and 1,3-dicarbonyl compounds using a unique CBrCl3/2-aminopyridine system for bromination at the α-carbon. 2-Aminopyridine is not only the substrate but also acts as a bromination shuttle, transferring the bromine atom from CBrCl3 to the α-carbon of the 1,3-dicarbonyl. The reaction mechanism involves a series of reversible steps, including an addition reaction with cyclic transition state, to form a bromo-hemiaminal intermediate. Isolated yields of up to 97% were obtained under mild conditions and at short reaction times in this transition metal-free, one-pot synthesis.

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