136117-93-6

Basic information

• Product Name: 8-Bromo-6-methylimidazo[1,2-a]pyridine
• Synonyms: 8-Bromo-6-methylimidazo[1,2-a]pyridine;8-Bromo-6-methylimidazo[1,2-a]pyridine 98%;8-Bromo-6-methylimidazo[1,2-a]pyridine98%
• CAS NO: 136117-93-6
• Molecular Formula: C8H7BrN2
• Molecular Weight: 211.05858
• Product Categories: blocks;Bromides;Imidazoles;Pyridines
• Mol File: 136117-93-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.6 g/cm³
• Refractive Index: 1.663
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 8-Bromo-6-methylimidazo[1,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Bromo-6-methylimidazo[1,2-a]pyridine(136117-93-6)
• EPA Substance Registry System: 8-Bromo-6-methylimidazo[1,2-a]pyridine(136117-93-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 136117-93-6(Hazardous Substances Data)

Usage

General Description

8-Bromo-6-methylimidazo[1,2-a]pyridine is a heterocyclic aromatic compound that is structurally similar to the DNA base guanine. It is a known mutagen and has been shown to induce tumors in animal models. This chemical is commonly found in cooked meat and has been identified as a potential carcinogen. It is formed during the cooking process of meat at high temperatures and is a member of a class of chemicals known as heterocyclic amines, which are formed from the reaction of amino acids and creatine in meat. Studies have suggested that exposure to 8-Bromo-6-methylimidazo[1,2-a]pyridine through the consumption of cooked meat may increase the risk of certain types of cancer, particularly colon and breast cancer. Therefore, there is interest in developing methods to reduce the formation of this compound in cooked meat and limit human exposure.

InChI:InChI=1/C8H7BrN2/c1-6-4-7(9)8-10-2-3-11(8)5-6/h2-5H,1H3

Upstream product

• 107-20-0 2-chloroethanal 
• 17282-00-7 3-bromo-5-methylpyridin-2-amine 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 

Relevant articles and documents

Influence of 6- or 8-substitution on the antiviral activity of 3-arylalkylthiomethylimidazo[1,2-a]pyridine against human cytomegalovirus (CMV) and varicella-zoster virus (VZV): Part II

The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and diversely substituted on the 6 or 8 position, and their antiviral activities are reported. From the synthesized compounds, the imidazo[1,2-a]pyridines b

Imidazo[1,2-a]pyridines. Synthesis and inotropic activity of new 5-imidazo[1,2-a]pyridinyl-2(1H)-pyridinone derivatives

A series of 1,2-dihydro-5-imidazo[1,2-a]pyridinyl-2(1H)-pyridinones was synthesized and evaluated for positive inotropic activity. 1,2-Dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-3- pyridinecarbonitrile (11a) hydrochloride monohydrate (E-1020) was found to be a potent and selective inhibitor of phosphodiesterase III and a long-acting, potent, orally active positive inotropic agent. Additional imidazo[1,2-a]pyridin-2-yl (3a), -3-yl (16), -7-yl (20) and -8-yl (24a) compounds were also prepared. Altering the pyridine substitution from the 2-position to the 6-position produced a 2-fold increase in the i.v. cardiotonic potency (ED50) from 52 to 23 μg/kg, while substitution at the 3-, 7- or 8-position reduced potency. In the 2-positional isomers, introduction of halogen groups enhanced the activity and 3-chloro-1,2-dihydro-5-(6-fluoroimidazo[1,2-a]pyridin-2-yl)-6-methyl-2(1H)- pyridinone (3a) was the most potent (i.v. ED50 11 μg/kg) in this seris. E-1020 is presently under development for the treatment of congestive heart failure.