874605-59-1

Basic information

• Product Name: 2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID
• Synonyms: 2,8-Dimethylimidazo[1,2-a]pyridine-3-carboxylicacid
• CAS NO: 874605-59-1
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.2
• Mol File: 874605-59-1.mol

Chemical Properties

• Melting Point: 122-123°
• Appearance: /
• Density: 1.31g/cm³
• Refractive Index: 1.635
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.53±0.41(Predicted)
• CAS DataBase Reference: 2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID(874605-59-1)
• EPA Substance Registry System: 2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID(874605-59-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 874605-59-1(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID is utilized as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its specific structural features and potential biological activities make it a valuable candidate for the development of new drugs and therapeutic agents.
Used in Research and Development:
In the pharmaceutical industry, 2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID serves as a key component in research and development efforts. It aids scientists in understanding the compound's properties, interactions, and potential applications in drug discovery and design.
Used in Drug Synthesis:
2,8-DIMETHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID is used as a building block in the synthesis of complex organic molecules with potential medicinal properties. Its presence in the molecular structure can influence the pharmacokinetics, pharmacodynamics, and overall efficacy of the synthesized drugs.

InChI:InChI=1/C10H10N2O2/c1-6-4-3-5-12-8(10(13)14)7(2)11-9(6)12/h3-5H,1-2H3,(H,13,14)

Upstream product

• 1603-40-3 3-methylpyridin-2-ylamine 
• 241146-66-7 ethyl 2,8-dimethylimidazo[1,2-a]pyridine-3-carboxylate 

Downstream Products

• 1440650-79-2 N-(4-(4-fluorophenoxy)benzyl)-2,8-dimethylimidazo[1,2-a]pyridine-3-carboxamide 

Relevant articles and documents

Design, synthesis and biological activity of N-(2-phenoxy)ethyl imidazo[1,2-a]pyridine-3-carboxamides as new antitubercular agents

A series of N-(2-phenoxy)ethyl imidazo[1,2-a]pyridine-3-carboxamides (IPAs), based on the structure of WZY02 discovered in our lab, were designed and synthesized as new anti-TB agents. Results reveal that many of them exhibit excellent in vitro inhibitory activity with low nanomolar MIC values against both drug-sensitive MTB strain H37Rv and drug-resistant clinical isolates. Compounds 15b and 15d display good safety and pharmacokinetic profiles, suggesting their promising potential to be lead compounds for future antitubercular drug discovery.

Advancement of imidazo[1,2-a]pyridines with improved pharmacokinetics and nM activity vs. Mycobacterium tuberculosis

A set of 14 imidazo[1,2-a]pyridine-3-carboxamides was synthesized and screened against Mycobacterium tuberculosis H37Rv. The minimum inhibitory concentrations of 12 of these agents were ≤1 μM against replicating bacteria and 5 compounds (9, 12, 16, 17, and 18) had MIC values ≤0.006 μM. Compounds 13 and 18 were screened against a panel of MDR and XDR drug resistant clinical Mtb strains with the potency of 18 surpassing that of clinical candidate PA-824 by nearly 10-fold. The in vivo pharmacokinetics of compounds 13 and 18 were evaluated in male mice by oral (PO) and intravenous (IV) routes. These results indicate that readily synthesized imidazo[1,2-a]pyridine-3-carboxamides are an exciting new class of potent, selective anti-TB agents that merit additional development opportunities.