Cas no 1546230-00-5 (2-bromo-4,5,6-trimethylpyridin-3-amine)

2-Bromo-4,5,6-trimethylpyridin-3-amine is a brominated pyridine derivative featuring a reactive bromine substituent and an amine functional group, making it a versatile intermediate in organic synthesis. Its trimethyl substitution pattern enhances steric and electronic properties, which can influence reactivity in coupling reactions or further functionalization. The compound is particularly useful in pharmaceutical and agrochemical research, where its structure serves as a key building block for heterocyclic compounds. The bromine atom allows for selective cross-coupling reactions, while the amine group offers additional derivatization opportunities. Its stability under standard conditions ensures reliable handling and storage.
2-bromo-4,5,6-trimethylpyridin-3-amine structure
1546230-00-5 structure
Product Name:2-bromo-4,5,6-trimethylpyridin-3-amine
CAS No:1546230-00-5
MF:C8H11BrN2
MW:215.090340852737
MDL:MFCD26381829
CID:4609332
Update Time:2025-08-05

2-bromo-4,5,6-trimethylpyridin-3-amine Chemical and Physical Properties

Names and Identifiers

    • 2-bromo-4,5,6-trimethylpyridin-3-amine
    • 2-Bromo-4,5,6-trimethyl-pyridin-3-ylamine
    • 3-Pyridinamine, 2-bromo-4,5,6-trimethyl-
    • MDL： MFCD26381829
    • Inchi： 1S/C8H11BrN2/c1-4-5(2)7(10)8(9)11-6(4)3/h10H2,1-3H3
    • InChI Key： WLIVTFUPLCLWQY-UHFFFAOYSA-N
    • SMILES： C1(Br)=NC(C)=C(C)C(C)=C1N

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2-bromo-4,5,6-trimethylpyridin-3-amine Related Literature

Additional information on 2-bromo-4,5,6-trimethylpyridin-3-amine

Professional Introduction to 2-bromo-4,5,6-trimethylpyridin-3-amine (CAS No. 1546230-00-5)

2-bromo-4,5,6-trimethylpyridin-3-amine is a significant compound in the realm of chemical and pharmaceutical research, characterized by its unique molecular structure and versatile applications. This compound, identified by the CAS number 1546230-00-5, has garnered attention due to its role as a key intermediate in the synthesis of various pharmacologically active molecules. The presence of a bromine substituent at the 2-position, combined with methyl groups at the 4, 5, and 6 positions, imparts distinct reactivity that makes it a valuable building block in medicinal chemistry.

The< strong>2-bromo-4,5,6-trimethylpyridin-3-amine molecule exhibits a pyridine core, which is a common scaffold in many biologically active compounds. The pyridine ring itself is known for its ability to interact with biological targets due to its electron-deficient nature and aromatic stability. The bromine atom at the 2-position enhances the electrophilicity of the ring, making it susceptible to nucleophilic substitution reactions. This property is particularly useful in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing complex organic molecules.

In recent years, there has been a surge in research focused on developing novel therapeutic agents targeting neurological disorders. The< strong>2-bromo-4,5,6-trimethylpyridin-3-amine compound has emerged as a promising intermediate in this field. Its structural motif is reminiscent of several known neuroactive compounds that modulate neurotransmitter systems. For instance, derivatives of this compound have been investigated for their potential to interact with serotonin receptors, which are implicated in conditions such as depression and anxiety. The< strong>methyl groups at the 4, 5, and 6 positions provide steric hindrance that can fine-tune binding affinity and selectivity.

The< strong>2-bromo-4,5,6-trimethylpyridin-3-amine (CAS No. 1546230-00-5) has also found applications in the development of antiviral agents. The bromine substituent allows for further functionalization via palladium-catalyzed reactions, enabling the introduction of diverse pharmacophores. Recent studies have demonstrated its utility in synthesizing compounds that exhibit inhibitory activity against viral proteases and polymerases. These findings are particularly relevant in the context of emerging infectious diseases where rapid development of antiviral drugs is crucial.

, the< strong>2-bromo-4,5,6-trimethylpyridin-3-amine compound has been explored in materials science applications. Its ability to form coordination complexes with transition metals makes it a candidate for designing catalysts and luminescent materials. The< strong>methyl groups contribute to steric effects that can influence the electronic properties of metal complexes derived from this ligand. Such complexes have potential applications in photovoltaic devices and magnetic materials.

The synthesis of< strong>2-bromo-4,5,6-trimethylpyridin-3-amine involves multi-step organic transformations that highlight its synthetic utility. Starting from commercially available pyridine derivatives, a series of bromination and alkylation reactions are typically employed to construct the desired framework. Advanced synthetic techniques such as flow chemistry have been applied to improve yield and purity. These methods are particularly advantageous in industrial settings where scalability and reproducibility are paramount.

In conclusion,< strong>2-bromo-4,5,6-trimethylpyridin-3-amine (CAS No. 1546230-00-5) is a versatile compound with significant implications in pharmaceutical and materials science research. Its unique structural features make it a valuable intermediate for developing drugs targeting neurological disorders and antiviral agents. Additionally,< strong>methyl-substituted pyridines continue to be explored for their potential in catalysis and material design. As research progresses,< strong>2-bromo-4,5,6-trimethylpyridin-3-amines will undoubtedly play an increasingly important role in advancing scientific understanding and innovation.

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