Cas no 19283-07-9 (1,2-Diazinan-3-one)

1,2-Diazinan-3-one is a heterocyclic compound featuring a six-membered ring structure with two nitrogen atoms and a ketone functional group at the 3-position. This scaffold is of significant interest in medicinal and synthetic chemistry due to its versatility as a building block for biologically active molecules. Its rigid yet modifiable framework allows for the development of novel pharmacophores, particularly in the design of enzyme inhibitors and agrochemicals. The compound’s stability and reactivity make it suitable for further functionalization, enabling tailored applications in drug discovery and material science. Its synthetic accessibility and structural diversity further enhance its utility in advanced organic synthesis.
1,2-Diazinan-3-one structure
1,2-Diazinan-3-one structure
Product Name:1,2-Diazinan-3-one
CAS No:19283-07-9
MF:C4H8N2O
MW:100.119120597839
MDL:MFCD21875293
CID:4735174
PubChem ID:20058737
Update Time:2025-11-02

1,2-Diazinan-3-one Chemical and Physical Properties

Names and Identifiers

    • 1,2-Diazinan-3-one
    • tetrahydropyridazinone
    • MDL: MFCD21875293
    • Inchi: 1S/C4H8N2O/c7-4-2-1-3-5-6-4/h5H,1-3H2,(H,6,7)
    • InChI Key: LYZCWDIVOAXKQP-UHFFFAOYSA-N
    • SMILES: O=C1CCCNN1

Computed Properties

  • Exact Mass: 100.063662883g/mol
  • Monoisotopic Mass: 100.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 81.8
  • 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
  • Topological Polar Surface Area: 41.1
  • XLogP3: -0.6

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Additional information on 1,2-Diazinan-3-one

Exploring the Versatile Compound: 1,2-Diazinan-3-one (CAS No. 19283-07-9)

1,2-Diazinan-3-one (CAS No. 19283-07-9) is a heterocyclic organic compound that has garnered significant attention in the fields of medicinal chemistry, material science, and synthetic organic chemistry. This six-membered ring structure, containing two nitrogen atoms and a carbonyl group, serves as a crucial building block for various pharmaceutical intermediates and specialty chemicals. Its unique molecular architecture makes it a valuable scaffold for designing novel bioactive molecules.

The compound's systematic name, 1,2-Diazinan-3-one, reveals its core structure: a diazine ring (two nitrogen atoms) with a ketone functionality at the 3-position. Researchers often refer to it by alternative names such as tetrahydropyridazin-3-one or 3-oxo-1,2-diazinane, which are frequently searched in scientific databases. The CAS registry number 19283-07-9 serves as a unique identifier for this compound across global chemical inventories.

From a chemical perspective, 1,2-Diazinan-3-one exhibits interesting properties that make it valuable for drug discovery applications. The presence of both nitrogen atoms in the ring creates multiple sites for hydrogen bonding and molecular interactions, while the carbonyl group offers opportunities for further chemical modifications. These features have led to its incorporation in various medicinal chemistry projects, particularly in the development of enzyme inhibitors and receptor modulators.

Recent trends in green chemistry have highlighted the importance of 1,2-Diazinan-3-one derivatives as sustainable alternatives in organic synthesis. The compound's ability to participate in cascade reactions and multicomponent syntheses aligns with current demands for atom-efficient processes. Many research groups are exploring its use in catalyzed transformations, where it serves as both a reactant and a directing group.

The pharmaceutical industry has shown particular interest in 1,2-Diazinan-3-one derivatives due to their potential biological activities. Several studies have demonstrated that appropriately substituted versions of this scaffold exhibit anti-inflammatory, antimicrobial, and central nervous system activities. These findings have spurred numerous patent applications and research publications, making 19283-07-9 a frequently cited compound in recent medicinal chemistry literature.

In material science applications, 1,2-Diazinan-3-one has emerged as a precursor for functional polymers and coordination complexes. Its ability to form stable complexes with various metal ions has been exploited in the development of novel catalysts and luminescent materials. The compound's electronic properties also make it interesting for organic electronics applications, particularly in the design of electron-transport materials.

The synthesis of 1,2-Diazinan-3-one typically involves cyclization reactions of appropriately functionalized precursors. Modern synthetic approaches emphasize regioselective methods that allow for the introduction of diverse substituents at specific positions on the ring. Recent advances in flow chemistry have enabled more efficient production of this compound and its derivatives on larger scales.

Analytical characterization of 1,2-Diazinan-3-one employs standard techniques including NMR spectroscopy, mass spectrometry, and X-ray crystallography. The compound typically shows characteristic signals in the 1H NMR spectrum between δ 3.0-4.0 ppm for the protons adjacent to the nitrogen atoms, and the carbonyl carbon appears around 170 ppm in the 13C NMR spectrum. These spectral features help researchers identify and quantify the compound in complex mixtures.

From a commercial perspective, 1,2-Diazinan-3-one (CAS 19283-07-9) is available from several specialty chemical suppliers, typically in research quantities. The global market for this compound and its derivatives has shown steady growth, driven by increasing demand from pharmaceutical research and material science applications. Current pricing trends reflect its status as a high-value intermediate rather than a bulk commodity.

Safety considerations for handling 1,2-Diazinan-3-one follow standard laboratory protocols for organic compounds. While not classified as highly hazardous, proper personal protective equipment should be used when working with this material. Storage recommendations typically suggest keeping the compound in a cool, dry place away from strong oxidizing agents.

The future research directions for 1,2-Diazinan-3-one chemistry appear promising. Several groups are investigating its use in bioconjugation strategies and as a proteolysis-targeting chimera (PROTAC) warhead. The compound's versatility ensures it will remain an important tool for chemists working in drug discovery, materials development, and chemical biology for years to come.

For researchers seeking additional information about 1,2-Diazinan-3-one (CAS 19283-07-9), numerous scientific databases contain detailed property data and synthetic procedures. The compound's growing importance in multiple fields ensures that new applications and derivatives will continue to emerge in the scientific literature, making it a compound worth watching in contemporary chemical research.

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