Cas no 380394-86-5 (6-(Aminomethyl)pyridin-2-amine trihydrochloride)

6-(Aminomethyl)pyridin-2-amine trihydrochloride is a versatile organic compound featuring both primary amine and pyridine functional groups, making it a valuable intermediate in pharmaceutical and chemical synthesis. Its trihydrochloride salt form enhances stability and solubility, facilitating handling and storage. The compound’s bifunctional structure allows for selective reactivity, enabling applications in the development of heterocyclic compounds, ligands, and bioactive molecules. High purity and consistent quality ensure reliable performance in research and industrial processes. Its utility in cross-coupling reactions and as a building block for complex molecular architectures underscores its importance in medicinal chemistry and material science.
6-(Aminomethyl)pyridin-2-amine trihydrochloride structure
380394-86-5 structure
Product Name:6-(Aminomethyl)pyridin-2-amine trihydrochloride
CAS No:380394-86-5
MF:C6H12Cl3N3
MW:232.538578033447
CID:4828357
Update Time:2026-02-27

6-(Aminomethyl)pyridin-2-amine trihydrochloride Chemical and Physical Properties

Names and Identifiers

    • 6-(Aminomethyl)pyridin-2-amine trihydrochloride
    • SB21451
    • Inchi: 1S/C6H9N3.3ClH/c7-4-5-2-1-3-6(8)9-5;;;/h1-3H,4,7H2,(H2,8,9);3*1H
    • InChI Key: CGDWUZRAIIZRFC-UHFFFAOYSA-N
    • SMILES: Cl.Cl.Cl.N1C(=CC=CC=1CN)N

Computed Properties

  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 84.4
  • Topological Polar Surface Area: 64.9

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Additional information on 6-(Aminomethyl)pyridin-2-amine trihydrochloride

Recent Advances in the Application of 6-(Aminomethyl)pyridin-2-amine Trihydrochloride (CAS: 380394-86-5) in Chemical Biology and Pharmaceutical Research

6-(Aminomethyl)pyridin-2-amine trihydrochloride (CAS: 380394-86-5) is a versatile chemical compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its pyridine core and aminomethyl functional group, serves as a valuable building block in the synthesis of various bioactive molecules. Recent studies have explored its utility in drug discovery, particularly in the development of kinase inhibitors, antimicrobial agents, and modulators of protein-protein interactions. The trihydrochloride salt form enhances its solubility and stability, making it particularly suitable for biological assays and medicinal chemistry applications.

A 2023 study published in the Journal of Medicinal Chemistry highlighted the role of 6-(Aminomethyl)pyridin-2-amine trihydrochloride as a key intermediate in the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors. The researchers demonstrated that derivatives of this compound exhibited potent inhibitory activity against BTK, a target of interest for the treatment of B-cell malignancies and autoimmune diseases. The study also provided insights into the structure-activity relationship (SAR) of these derivatives, emphasizing the importance of the aminomethyl group for binding affinity and selectivity.

In addition to its applications in kinase inhibitor development, 6-(Aminomethyl)pyridin-2-amine trihydrochloride has been investigated for its antimicrobial properties. A recent preprint on bioRxiv reported the synthesis of a series of pyridine-based compounds using this building block, which showed promising activity against multidrug-resistant bacterial strains. The researchers attributed the observed antibacterial effects to the compound's ability to disrupt bacterial cell wall synthesis and inhibit essential enzymes involved in nucleic acid metabolism. These findings suggest potential avenues for the development of new antibiotics to address the growing threat of antimicrobial resistance.

Another area of active research involves the use of 6-(Aminomethyl)pyridin-2-amine trihydrochloride in the design of small-molecule probes for studying protein-protein interactions (PPIs). A 2024 study in ACS Chemical Biology described the development of a fluorescently labeled derivative of this compound, which was used to visualize and quantify PPIs in live cells. The probe's high specificity and low background signal make it a valuable tool for elucidating the dynamics of PPIs in real time, offering new opportunities for drug discovery and target validation.

The synthetic accessibility of 6-(Aminomethyl)pyridin-2-amine trihydrochloride has also been a focus of recent investigations. A team of researchers from the University of Cambridge recently published a streamlined synthetic route for this compound in Organic Letters, achieving higher yields and improved purity compared to traditional methods. This advancement is expected to facilitate its broader adoption in medicinal chemistry and chemical biology research, enabling more efficient exploration of its therapeutic potential.

In conclusion, 6-(Aminomethyl)pyridin-2-amine trihydrochloride (CAS: 380394-86-5) continues to emerge as a valuable scaffold in chemical biology and pharmaceutical research. Its diverse applications, ranging from kinase inhibitor development to antimicrobial agent design and PPI modulation, underscore its versatility and potential impact on drug discovery. Future research is likely to further expand its utility, particularly in the context of targeted therapies and precision medicine. As synthetic methodologies improve and our understanding of its biological activities deepens, this compound is poised to play an increasingly important role in addressing unmet medical needs.

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