• 1. An anti-leakage liquid metal thermal interface material
  Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
• 2. An approach to biodegradable star polymeric architectures using disulfide coupling?
  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
• 3. An air-stable organometallic polymer containing titanafluorene moieties obtained by the Sonogashira–Hagihara cross-coupling polycondensation?
  Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043
• 4. An analysis of the WTC fires using CIB correlations and simple modeling
  JGQuintiere
• 5. An ion-gating multinanochannel system based on a copper-responsive self-cleaving DNAzyme?
  Yang Chen,Di Zhou,Zheyi Meng,Jin Zhai Chem. Commun., 2016,52, 10020-10023

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids and derivatives Pyridinecarboxylic acids

methyl 2-amino-5-bromopyridine-3-carboxylate (CAS No.50735-34-7): A Versatile Building Block in Modern Medicinal Chemistry

methyl 2-amino-5-bromopyridine-3-carboxylate (CAS No.50735-34-7) is a structurally unique heterocyclic compound that has garnered significant attention in the field of medicinal chemistry due to its dual functional groups and strategic substitution pattern. This compound features a pyridine ring with an amino group at the 2-position, a bromine atom at the 5-position, and an ester functional group at the 3-position, creating a molecular scaffold that is highly amenable to further chemical modifications. Recent studies have demonstrated its potential as a key intermediate in the synthesis of bioactive molecules, particularly in the development of novel antimicrobial agents, antineoplastic drugs, and neuroprotective compounds.

The chemical structure of methyl 2-amino-5-bromopyridine-3-carboxylate is characterized by a 6-membered aromatic ring with three heteroatoms (two nitrogens and one oxygen) distributed across the ring system. The presence of the nitrogen-containing amino group and the electron-deficient bromine substituent creates a molecular environment that is particularly favorable for nucleophilic substitution reactions. This property has been exploited in several recent synthetic strategies, where the bromine atom serves as a reactive handle for coupling reactions with a variety of nucleophiles. For instance, a 2023 study published in Journal of Medicinal Chemistry highlighted the use of this compound as a starting material for the synthesis of pyridine-based kinase inhibitors with improved selectivity profiles.

In the context of drug discovery programs, methyl 2-amino-5-bromopyridine-3-carboxylate has emerged as a valuable precursor for the development of small molecule therapeutics. The amino group at the 2-position provides a site for potential hydrogen bonding interactions, while the carboxylate ester at the 3-position allows for controlled hydrolysis under physiological conditions. These features make the compound particularly suitable for the design of prodrugs with enhanced bioavailability. A recent review article in ACS Medicinal Chemistry Letters (2024) emphasized the role of this compound in the development of selective GPCR modulators, where the strategic placement of substituents enabled the fine-tuning of receptor affinity.

The synthetic versatility of methyl 2-amino-5-bromopyridine-3-carboxylate has been further demonstrated in the field of organic synthesis. The bromine atom at the 5-position can be readily substituted with a wide range of functional groups, including amine derivatives, thiol groups, and alkoxy moieties. A 2024 paper in Organic Letters reported a novel C–H activation strategy that utilized this compound as a substrate for transition-metal catalyzed reactions, resulting in the efficient synthesis of tricyclic heterocycles with potential applications in antiviral drug development.

Recent advances in computational chemistry have further expanded the utility of methyl 2-amino-5-bromopyridine-3-carboxylate in drug design. Molecular docking studies have shown that the compound can adopt multiple conformations that are compatible with biological targets such as tyrosine kinases and histone deacetylases. These findings have prompted the development of structure-activity relationship (SAR) studies aimed at optimizing the compound's pharmacokinetic properties. A 2023 publication in ChemMedChem described the use of machine learning algorithms to predict the binding affinity of derivatives of this compound to metabotropic glutamate receptors, highlighting its potential in neurodegenerative disease research.

The industrial applications of methyl 2-amino-5-bromopyridine-3-carboxylate are also expanding rapidly. In the field of agrochemicals, this compound has been used as a building block for the synthesis of herbicides and fungicides with improved selectivity and environmental profiles. A 2024 report from Agrochemicals Today noted the development of a new class of herbicides based on this scaffold, which exhibited enhanced activity against resistant weed species. The ester functionality in the molecule allows for controlled release mechanisms, making it particularly useful in controlled release formulations.

From a green chemistry perspective, methyl 2-amino-5-bromopyridine-3-carboxylate has been evaluated as a sustainable starting material for various synthetic routes. The atom economy of reactions involving this compound is generally high, and the biodegradability of the compound has been confirmed in several environmental impact studies. A 2023 article in Green Chemistry proposed the use of this compound in flow chemistry processes that reduce waste generation and improve process efficiency, aligning with the principles of sustainable manufacturing.

Looking ahead, the future prospects for methyl 2-amino-5-bromopyridine-3-carboxylate are highly promising. Ongoing research is focused on optimizing its solubility characteristics for oral drug delivery applications, as well as exploring its potential in combination therapies. The modular nature of the compound's structure allows for the synthesis of library compounds with diverse chemical diversity, which is particularly valuable in high-throughput screening campaigns. As the field of medicinal chemistry continues to evolve, methyl 2-amino-5-bromopyridine-3-carboxylate is poised to remain a cornerstone molecule in the development of next-generation therapeutics.

Methyl 2-Amino-5-Bromopyridine-3-Carboxylate (CAS No. 50735-34-7): A Versatile Building Block in Modern Medicinal Chemistry Overview Methyl 2-amino-5-bromopyridine-3-carboxylate (CAS No. 50735-34-7) is a structurally unique compound with a pyridine ring substituted with an amino group at the 2-position, a bromine atom at the 5-position, and an ester functional group at the 3-position. Its strategic substitution pattern makes it a valuable intermediate in the development of bioactive molecules, including antimicrobial agents, antineoplastic drugs, and neuroprotective compounds. Synthetic Utility The compound's synthetic versatility is highlighted by the reactivity of the bromine atom, which serves as a handle for nucleophilic substitution reactions. This has enabled the synthesis of pyridine-based kinase inhibitors and other bioactive molecules. Recent studies have demonstrated its utility in C–H activation strategies and the development of tricyclic heterocycles with potential antiviral applications. Drug Discovery and Design As a precursor in drug discovery, the compound's amino group and carboxylate ester provide opportunities for prodrug design and receptor interactions. It has been used in the development of selective GPCR modulators and kinase inhibitors, with structure-activity relationship (SAR) studies aiming to optimize pharmacokinetic properties. Computational and Industrial Applications Computational chemistry has revealed the compound's potential to interact with biological targets such as tyrosine kinases and histone deacetylases. In agrochemicals, derivatives of the compound have shown enhanced herbicidal activity. The compound is also being explored for sustainable manufacturing processes, including flow chemistry. Future Prospects Ongoing research focuses on improving solubility for oral delivery and exploring combination therapies. The modular nature of the molecule allows for the synthesis of diverse library compounds, making it a cornerstone in the development of next-generation therapeutics. Key Takeaways - Synthetic Flexibility: Enables a wide range of chemical transformations. - Drug Development: Used in the design of targeted therapies and prodrugs. - Sustainability: Aligns with green chemistry principles through efficient synthetic routes. - Future Potential: A promising scaffold for diverse therapeutic and industrial applications.

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)