1335052-44-2

Basic information

• Product Name: 2,6-diMethyliMidazo[1,2-a]pyriMidine-3-carboxylic acid
• Synonyms: 2,6-diMethyliMidazo[1,2-a]pyriMidine-3-carboxylic acid
• CAS NO: 1335052-44-2
• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.18666
• Mol File: 1335052-44-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-diMethyliMidazo[1,2-a]pyriMidine-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-diMethyliMidazo[1,2-a]pyriMidine-3-carboxylic acid(1335052-44-2)
• EPA Substance Registry System: 2,6-diMethyliMidazo[1,2-a]pyriMidine-3-carboxylic acid(1335052-44-2)

Safety Data

• Hazardous Substances Data: 1335052-44-2(Hazardous Substances Data)

Usage

General Description

2,6-diMethyliMidazo[1,2-a]pyriMidine-3-carboxylic acid is a chemical compound with the molecular formula C10H10N4O2. It is a pyrimidine derivative and is commonly used as a building block for the synthesis of pharmaceuticals and agrochemicals. 2,6-diMethyliMidazo[1,2-a]pyriMidine-3-carboxylic acid has potential biological activities and is under research for its anti-inflammatory and antitumor properties. It is also used as a reagent in organic synthesis and as a precursor in the production of various pharmaceutical drugs.

Upstream product

• 1335054-73-3 ethyl 2,6-dimethylimidazo[1,2-a]pyrimidine-3-carboxylate 
• 50840-23-8 5-methylpyrimidin-2-amine 

Downstream Products

• 1300031-42-8 N-benzyl-2,6-dimethyl-imidazo[1,2-a]pyrimidine-3-carboxamide 
• 1300031-43-9 N-(3-methoxybenzyl)-2,6-dimethylimidazo[1,2-a]pyrimidine-3-carboxamide 

Relevant articles and documents

Scaffold-switching: An exploration of 5,6-fused bicyclic heteroaromatics systems to afford antituberculosis activity akin to the imidazo[1,2-a]pyridine- 3-carboxylates

A set of 5,6-fused bicyclic heteroaromatic scaffolds were investigated for their in vitro anti-tubercular activity versus replicating and non-replicating strains of Mycobacterium tuberculosis (Mtb) in an attempt to find an alternative scaffold to the imidazo[1,2-a]pyridine and imidazo[1,2-a]pyrimidines that were previously shown to have potent activity against replicating and drug resistant Mtb. The five new bicyclic heteroaromatic scaffolds explored in this study include a 2,6-dimethylimidazo[1,2-b]pyridazine-3-carboxamide (7), a 2,6-dimethyl-1H-indole-3-carboxamide (8), a 6-methyl-1H-indazole-3-carboxamide (9), a 7-methyl-[1,2,4]triazolo[4,3-a]pyridine-3-carboxamide (10), and a 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxamide (11). Additionally, imidazo[1,2-a]pyridines isomers (2 and 12) and a homologous imidazo[1,2-a] pyrimidine isomer (6) were prepared and compared. Compounds 2 and 6 were found to be the most potent against H37Rv Mtb (MIC's of 0.1 μM and 1.3 μM) and were inactive (MIC >128 μM) against Staphylococcus aureus, Escherichia coli and Candida albicans. Against other non-tubercular mycobacteria strains, compounds 2 and 6 had activity against Mycobacterium avium (16 and 122 μM, respectively), Mycobacterium kansasii (4 and 19 μM, respectively), Mycobacterium bovis BCG (1 and 8 μM, respectively) while all the other scaffolds were inactive (>128 μM).