Cas no 75985-25-0 (3-(aminomethyl)-6-methylpyridin-2-ol)

3-(Aminomethyl)-6-methylpyridin-2-ol is a heterocyclic organic compound featuring both an aminomethyl substituent and a hydroxyl group on a methylated pyridine backbone. This structure imparts versatility as a building block in pharmaceutical and agrochemical synthesis, particularly for ligands or intermediates in metal coordination chemistry. The presence of reactive functional groups (amine and hydroxyl) enables further derivatization, facilitating the development of tailored compounds. Its methyl substitution enhances stability while maintaining reactivity. The compound’s balanced polarity and moderate solubility in common organic solvents make it suitable for diverse synthetic applications. Careful handling is advised due to potential sensitivity to air or moisture.
3-(aminomethyl)-6-methylpyridin-2-ol structure
75985-25-0 structure
Product Name:3-(aminomethyl)-6-methylpyridin-2-ol
CAS No:75985-25-0
MF:C7H10N2O
MW:138.167101383209
CID:538672
PubChem ID:20483600
Update Time:2025-06-15

3-(aminomethyl)-6-methylpyridin-2-ol Chemical and Physical Properties

Names and Identifiers

    • 2(1H)-Pyridinone, 3-(aminomethyl)-6-methyl-
    • 3-(aminomethyl)-6-methyl-1H-pyridin-2-one
    • 3-(aminomethyl)-6-methylpyridin-2-ol
    • DTXSID90607901
    • 3-(Aminomethyl)-6-methylpyridin-2(1H)-one
    • EN300-180099
    • CHEMBL4546606
    • SCHEMBL11143457
    • SCHEMBL20160825
    • AKOS024048034
    • 3-(aminomethyl)-6-methyl-1,2-dihydropyridin-2-one
    • 3-Aminomethyl-6-methyl-1H-pyridin-2-one
    • 75985-25-0
    • VS-0273
    • AKOS010920588
    • CS-0282219
    • Inchi: 1S/C7H10N2O/c1-5-2-3-6(4-8)7(10)9-5/h2-3H,4,8H2,1H3,(H,9,10)
    • InChI Key: JQXJUWBJDXAIEA-UHFFFAOYSA-N
    • SMILES: O=C1C(=CC=C(C)N1)CN

Computed Properties

  • Exact Mass: 138.0794
  • Monoisotopic Mass: 138.079312947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 216
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0
  • Topological Polar Surface Area: 55.1?2

Experimental Properties

  • PSA: 55.12

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Additional information on 3-(aminomethyl)-6-methylpyridin-2-ol

Introduction to 3-(aminomethyl)-6-methylpyridin-2-ol (CAS No. 75985-25-0)

3-(aminomethyl)-6-methylpyridin-2-ol, identified by its Chemical Abstracts Service (CAS) number 75985-25-0, is a significant compound in the realm of pharmaceutical chemistry and bioorganic synthesis. This heterocyclic alcohol features a pyridine core substituted with an aminomethyl group at the 3-position and a methyl group at the 6-position, alongside a hydroxyl group at the 2-position. Its unique structural framework makes it a valuable intermediate in the development of various pharmacologically active molecules.

The compound's molecular structure, characterized by a nitrogen-containing pyridine ring, contributes to its potential biological activity. Pyridine derivatives are well-documented for their role in medicinal chemistry, often serving as key motifs in drugs targeting neurological disorders, infectious diseases, and cancer. The presence of both an amine and a hydroxyl group in 3-(aminomethyl)-6-methylpyridin-2-ol enhances its reactivity, making it a versatile building block for further functionalization.

In recent years, there has been growing interest in exploring the pharmacological properties of pyridine-based compounds. Researchers have leveraged the scaffold of 3-(aminomethyl)-6-methylpyridin-2-ol to design novel molecules with enhanced binding affinity and selectivity. For instance, studies have highlighted its potential in modulating enzyme activities and receptor interactions, which are critical for therapeutic intervention. The compound's ability to serve as a precursor for more complex structures has positioned it as a focal point in drug discovery initiatives.

The synthesis of 3-(aminomethyl)-6-methylpyridin-2-ol involves multi-step organic transformations that highlight the ingenuity of synthetic chemists. The introduction of the aminomethyl group at the 3-position and the hydroxyl group at the 2-position requires precise control over reaction conditions to ensure high yield and purity. Advances in catalytic methods and green chemistry principles have further refined these synthetic pathways, making the production of this compound more efficient and environmentally sustainable.

One of the most compelling aspects of 3-(aminomethyl)-6-methylpyridin-2-ol is its role in developing targeted therapies. Researchers have investigated its derivatives as potential candidates for treating conditions such as inflammation, pain, and neurodegenerative diseases. The compound's structural flexibility allows for modifications that can fine-tune its pharmacokinetic properties, including solubility, bioavailability, and metabolic stability. These attributes are crucial for translating laboratory findings into effective clinical treatments.

The intersection of computational chemistry and experimental pharmacology has accelerated the discovery process for compounds like 3-(aminomethyl)-6-methylpyridin-2-ol. Molecular modeling techniques enable scientists to predict how modifications to the pyridine core will affect biological activity. This predictive power has been instrumental in guiding synthetic efforts and optimizing lead compounds for further development. Collaborative approaches between chemists, biologists, and computer scientists are yielding unprecedented insights into the structure-activity relationships of this class of molecules.

Recent publications have demonstrated the utility of 3-(aminomethyl)-6-methylpyridin-2-ol in designing small-molecule inhibitors targeting specific disease pathways. For example, derivatives of this compound have shown promise in inhibiting kinases associated with cancer progression. The ability to modulate these enzymes is critical for developing therapies that disrupt aberrant signaling networks without harming healthy cells. Such findings underscore the importance of investing in fundamental research to uncover novel pharmacophores like 3-(aminomethyl)-6-methylpyridin-2-ol.

The future prospects for 3-(aminomethyl)-6-methylpyridin-2-ol are bright, given its versatility and potential therapeutic applications. As drug discovery continues to evolve, this compound is likely to play an increasingly significant role in developing next-generation therapeutics. Innovations in synthetic methodologies will continue to enhance access to its derivatives, enabling broader exploration of their biological effects.

In conclusion, 3-(aminomethyl)-6-methylpyridin-2-ol (CAS No. 75985-25-0) represents a cornerstone in pharmaceutical chemistry. Its unique structural features and reactivity make it an indispensable tool for researchers striving to develop innovative treatments for human diseases. The ongoing exploration of its pharmacological properties promises to yield groundbreaking advancements in medicine.

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