847446-55-3

Basic information

• Product Name: Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate
• Synonyms: Ethyl 8-bromo-6-methylimidazo[1,2-a)pyridine-2-;Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate;Ethyl 5-bromo-7-methylimidazo-[1,2-a]pyridine-2-carboxylate;8-BroMo-6-Methyl-iMidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester
• CAS NO: 847446-55-3
• Molecular Formula: C₁₁H₁₁BrN₂O₂
• Molecular Weight: 283.12
• Product Categories: blocks;Bromides;Imidazoles;Pyridines
• Mol File: 847446-55-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 149-150 °C
• Appearance: /
• Density: 1.54 g/cm³
• Refractive Index: 1.624
• PKA: 0?+-.0.50(Predicted)
• CAS DataBase Reference: Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate(847446-55-3)
• EPA Substance Registry System: Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate(847446-55-3)

Safety Data

• Hazardous Substances Data: 847446-55-3(Hazardous Substances Data)

Usage

General Description

Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate is a chemical compound with the molecular formula C11H11BrN3O2. It is an organic ester that contains a pyridine ring with a bromine atom and a methyl group attached at specific positions. Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-2-carboxylate is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It has potential applications in the development of new drugs due to its unique structure and reactivity. Additionally, it is important to handle this chemical with care, as it may present potential health hazards if not properly managed.

InChI:InChI=1/C11H11BrN2O2/c1-3-16-11(15)9-6-14-5-7(2)4-8(12)10(14)13-9/h4-6H,3H2,1-2H3

Upstream product

• 70-23-5 ethyl Bromopyruvate 
• 17282-00-7 3-bromo-5-methylpyridin-2-amine 

Relevant articles and documents

Synthesis and biological evaluation of novel imidazo[1,2-a]pyridine-oxadiazole hybrids as anti-proliferative agents: Study of microtubule polymerization inhibition and DNA binding

Efforts towards the development of potential anticancer agents, a new series of imidazo[1,2-a]pyridine-oxadiazole hybrids were synthesized and evaluated for their in vitro anticancer activity against lung cancer (A549) and prostate cancer (PC-3, DU-145) cell lines. Amongst the compounds tested, 6d showed the highest potency on A549 cells with an IC50 value of 2.8 ± 0.02 μM. Flow cytometric analysis of compound 6d treated A549 cells showed apoptosis induction by annexin-v/PI dual staining assay and the effect of 6d on different phases of cell cycle was also analyzed. Target based studies demonstrated the inhibition of tubulin polymerization by 6d at an IC50 value of 3.45 ± 0.51 μM and its effective binding with CT-DNA. Further, the molecular modelling studies revealed that 6d has a prominent binding affinity towards α/β-tubulin receptor with admirable physico-chemical properties.