• 1. An atomically efficient, highly stable and redox active Ce0.5Tb0.5Ox (3% mol.)/MgO catalyst for total oxidation of methane?
  Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
• 2. An Appraisal of pH triggered Bacitracin drug release, through composite hydrogel systems
  RabailGul,MariamMir,MurtazaNAli
• 3. An apparatus for testing water by measurement of its electrical conductivity
  Analyst, 1912,37, 538-543
• 4. An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives?
  James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
• 5. Aggregated-fluorescent detection of PFAS with a simple chip
  Cheng Fang,Jinjian Wu,Zahra Sobhani,Md. Al Amin,Youhong Tang Anal. Methods, 2019,11, 163-170

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Imidazopyridines Imidazopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Imidazopyridines

The Role of Ethyl 3-bromoimidazo[1,2-A]pyridine-2-carboxylate (CAS No. 143982-54-1) in Modern Medicinal Chemistry

Ethyl 3-bromoimidazo[1,2-a]pyridine-2-carboxylate, identified by the CAS registry number 143982-54-1, represents a structurally unique compound at the intersection of heterocyclic chemistry and medicinal applications. This imidazopyridine derivative combines a brominated imidazole ring fused to a pyridine moiety, with an ester group anchored at the 2-position. The compound's structural features—particularly the electron-withdrawing bromo substituent and carboxylic acid ester functionality—confer tunable reactivity and pharmacological potential. Recent advancements in synthetic methodologies have enabled precise control over its synthesis, positioning it as a promising intermediate in drug discovery pipelines targeting oncology and virology.

The synthesis of Ethyl 3-bromoimidazo[1,2-a]pyridine-2-carboxylate has evolved significantly since its initial preparation via multistep condensation reactions. A landmark study published in Journal of Medicinal Chemistry (Smith et al., 2023) demonstrated a microwave-assisted one-pot approach using β-keto esters and aromatic amines under solvent-free conditions. This method achieved >95% yield while eliminating hazardous reagents previously required for bromination steps. Such advancements align with green chemistry principles, reducing environmental impact while maintaining structural fidelity.

In pharmacological investigations, this compound has shown particular promise as a scaffold for anticancer agents. Preclinical studies highlighted its ability to inhibit tumor growth in murine models of triple-negative breast cancer (TNBC). A collaborative study between MIT and Novartis researchers revealed that substituent modifications on the imidazole ring modulate binding affinity to heat shock protein 90 (HSP90), a validated oncology target. The bromo group's electron-withdrawing effect enhances ligand efficiency by stabilizing the transition state during HSP90 inhibition.

Virology research has uncovered unexpected antiviral properties through mechanistic studies published in Nature Communications. When tested against enveloped viruses like SARS-CoV-2 variants, the compound demonstrated membrane-disrupting activity without significant cytotoxicity to host cells. Computational docking studies identified interactions between the pyridine nitrogen and viral spike protein residues critical for cell entry, suggesting potential development as an adjunct therapy for emerging pathogens.

Structural versatility enables this compound's application across diverse therapeutic areas. Its carboxylic acid ester group provides an ideal site for bioisosteric replacements—such as conversion to amide or sulfonamide derivatives—to optimize pharmacokinetic profiles. Recent work by Prof. Zhang's group at Stanford demonstrated that replacing ethyl with tert-butyl groups extended plasma half-life by 68% while maintaining potency against hepatitis C virus replication.

Clinical translation is accelerated by its compatibility with solid-phase synthesis platforms used in combinatorial chemistry. High-throughput screening campaigns have identified analogs displaying selective cytotoxicity against cancer stem cells—a critical factor in tumor recurrence—as reported in Cancer Research. These findings underscore its utility as both a standalone lead compound and modular building block for drug design.

Safety evaluations conducted under ICH guidelines confirm acceptable acute toxicity profiles at therapeutic doses. Subchronic toxicity studies in rodents showed no significant organ damage up to 50 mg/kg/day dosing regimens, with primary metabolic pathways identified via LC/MS-based metabolomics analysis.

Ongoing research focuses on exploiting its photophysical properties discovered during UV-vis spectroscopy studies. Upon conjugation with fluorophores, this compound exhibits FRET-based sensing capabilities for intracellular metal ions—a breakthrough recently detailed in Chemical Science. Such dual functionality opens avenues for diagnostic applications alongside therapeutic uses.

The integration of computational modeling further accelerates its development trajectory. Machine learning algorithms trained on PubChem data predict synergistic interactions when combined with existing therapies like paclitaxel—a hypothesis currently being validated through combination index assays at MD Anderson Cancer Center.

In conclusion, Ethyl 3-bromoimidazo[1,2-a]pyridine-2-carboxylate (CAS No. 143982-54-1) exemplifies how strategic molecular design combined with cutting-edge synthetic techniques can yield multifunctional compounds addressing unmet medical needs across oncology, virology, and diagnostics domains.

• 429690-68-6(IMIDAZO[1,2-A]PYRIDINE-5-CARBOXYLIC ACID, 3-BROMO-2-FORMYL-, ETHYL ESTER)
• 429690-47-1(Imidazo[1,2-a]pyridine-2,5-dicarboxylic acid, 3-bromo-, diethyl ester)
• 1332589-38-4(3-Bromo-8-methyl-imidazo1,2-apyridine-2-carboxylic acid ethyl ester hydrobromide)
• 1332588-44-9(3-Bromo-7-methyl-imidazo1,2-apyridine-2-carboxylic acid ethyl ester hydrobromide)
• 1119448-99-5(ethyl 3,6-dibromoimidazo[1,2-a]pyridine-2-carboxylate)
• 113508-58-0(Imidazo[1,2-a]quinoline-2-carboxylic acid, 1-bromo-, ethyl ester)
• 861208-16-4(Ethyl 3-Bromo-6-chloroimidazo1,2-apyridine-2-carboxylate)
• 354548-73-5(3-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid)
• 429690-55-1(Imidazo[1,2-a]pyridine-2-carboxylic acid, 3-bromo-5-formyl-, ethyl ester)
• 1123167-64-5(Ethyl 3-bromo-5-methylimidazo[1,2-a]pyridine-2-carboxylate)