Cas no 54231-41-3 (3-Bromo-2-hydrazinylpyridine)

3-Bromo-2-hydrazinylpyridine is a versatile heterocyclic compound featuring both bromine and hydrazine functional groups on a pyridine scaffold. This structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and coordination complexes. The bromine substituent offers a reactive site for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the hydrazinyl group enables further derivatization into hydrazones, triazoles, or other nitrogen-containing heterocycles. Its well-defined reactivity profile and stability under standard conditions make it a practical choice for researchers in medicinal chemistry and materials science. The compound is typically handled under inert conditions to preserve its functional group integrity.
3-Bromo-2-hydrazinylpyridine structure
3-Bromo-2-hydrazinylpyridine structure
Product Name:3-Bromo-2-hydrazinylpyridine
CAS No:54231-41-3
MF:C5H6BrN3
MW:188.025239467621
MDL:MFCD00490113
CID:940152
PubChem ID:50999406
Update Time:2025-11-02

3-Bromo-2-hydrazinylpyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-2-hydrazinylpyridine
    • (3-BROMO-PYRIDIN-2-YL)-HYDRAZINE
    • 1-(3-bromopyridin-2-yl)hydrazine
    • 2-HYDRAZINE-3-BROMOPYRIDINE
    • 3-BroMo-2-hydrazinopyridine
    • (3-bromopyridin-2-yl)hydrazine
    • A870514
    • C91522
    • DTXSID90679502
    • AKOS010633667
    • (3-bromo-(pyridin-2-yl))hydrazine
    • SY065982
    • 3-bromo-2-hydrazono-1,2-dihydropyridine
    • DA-05051
    • MB01287
    • AS-61056
    • CS-0060371
    • GS0002
    • SCHEMBL360202
    • AMY36363
    • DUQSXMSCIRLMCP-UHFFFAOYSA-N
    • MFCD00490113
    • 54231-41-3
    • EN300-94261
    • MDL: MFCD00490113
    • Inchi: 1S/C5H6BrN3/c6-4-2-1-3-8-5(4)9-7/h1-3H,7H2,(H,8,9)
    • InChI Key: DUQSXMSCIRLMCP-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CN=C1NN

Computed Properties

  • Exact Mass: 186.97500
  • Monoisotopic Mass: 186.97451g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 88.3
  • 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: 1.1
  • Topological Polar Surface Area: 50.9?2

Experimental Properties

  • PSA: 50.94000
  • LogP: 1.90300

3-Bromo-2-hydrazinylpyridine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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3-Bromo-2-hydrazinylpyridine Production Method

Additional information on 3-Bromo-2-hydrazinylpyridine

Exploring the Versatile Applications and Properties of 3-Bromo-2-hydrazinylpyridine (CAS No. 54231-41-3)

3-Bromo-2-hydrazinylpyridine (CAS No. 54231-41-3) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This compound, featuring a pyridine core substituted with bromine and hydrazine functional groups, serves as a crucial intermediate in synthesizing various biologically active molecules. Its unique structural attributes make it invaluable for developing novel drug candidates and crop protection agents.

One of the most compelling aspects of 3-Bromo-2-hydrazinylpyridine is its role in medicinal chemistry. Researchers are increasingly exploring its potential in designing kinase inhibitors, which are pivotal in treating cancers and inflammatory diseases. The bromine atom at the 3-position enhances the compound's reactivity, enabling precise modifications for targeted drug development. Meanwhile, the hydrazinyl group offers a versatile handle for further derivatization, making it a favorite among chemists working on structure-activity relationship (SAR) studies.

In the realm of agrochemical innovation, 3-Bromo-2-hydrazinylpyridine is gaining traction as a precursor for pesticide formulations. Its ability to act as a chelating agent and form stable complexes with metals is particularly useful in creating environmentally friendly pest control solutions. With the global push toward sustainable agriculture, this compound aligns perfectly with the demand for bio-based agrochemicals that minimize ecological impact.

The synthesis of 3-Bromo-2-hydrazinylpyridine typically involves the bromination of 2-hydrazinylpyridine under controlled conditions. Advanced techniques like microwave-assisted synthesis have been employed to improve yield and purity, addressing common challenges such as byproduct formation. Analytical methods such as HPLC and NMR spectroscopy are routinely used to characterize this compound, ensuring it meets the stringent quality standards required for pharmaceutical applications.

From a market perspective, the demand for 3-Bromo-2-hydrazinylpyridine is on the rise, driven by its expanding applications in drug discovery and crop science. Suppliers and manufacturers are focusing on scalable production methods to meet the needs of research institutions and industrial players. Additionally, the compound's compatibility with green chemistry principles makes it a preferred choice for companies aiming to reduce their environmental footprint.

For researchers and industry professionals, understanding the physicochemical properties of 3-Bromo-2-hydrazinylpyridine is essential. The compound exhibits moderate solubility in polar organic solvents, which facilitates its use in various reaction conditions. Stability studies indicate that it should be stored under inert conditions to prevent degradation, ensuring long-term usability in laboratory settings.

Looking ahead, the future of 3-Bromo-2-hydrazinylpyridine appears promising, with ongoing studies exploring its potential in neurological therapeutics and material science. Its adaptability and functional diversity position it as a key player in next-generation chemical innovations. As the scientific community continues to uncover new applications, this compound is poised to make significant contributions across multiple disciplines.

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