Cas no 1204298-53-2 (6-Bromopyrido2,3-bpyrazine)

6-Bromopyrido[2,3-b]pyrazine is a heterocyclic compound featuring a pyrido[2,3-b]pyrazine core substituted with a bromine atom at the 6-position. This structure serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. The bromine substituent enhances reactivity, enabling efficient cross-coupling reactions such as Suzuki, Stille, or Buchwald-Hartwig couplings for further functionalization. Its rigid aromatic framework contributes to stability, while the electron-deficient pyrazine ring facilitates applications in coordination chemistry and ligand design. The compound is typically handled under inert conditions due to its sensitivity to moisture and air. Proper characterization via NMR, HPLC, and mass spectrometry ensures high purity for research and industrial use.
6-Bromopyrido2,3-bpyrazine structure
6-Bromopyrido2,3-bpyrazine structure
Product Name:6-Bromopyrido2,3-bpyrazine
CAS No:1204298-53-2
MF:C7H4BrN3
MW:210.030759811401
MDL:MFCD13185282
CID:1027791
PubChem ID:54759071
Update Time:2025-10-17

6-Bromopyrido2,3-bpyrazine Chemical and Physical Properties

Names and Identifiers

    • 6-Bromopyrido[2,3-b]pyrazine
    • 6-bromo-Pyrido[2,3-b]pyrazine
    • 6-Bromo-1,4,5-triazanaphthalene
    • AB0051751
    • Z8231
    • ST24029702
    • AKOS015908278
    • DB-061741
    • EN300-7321935
    • 1204298-53-2
    • A892206
    • AS-30650
    • MFCD13185282
    • CS-0136262
    • DTXSID60716675
    • 6-Bromopyrido2,3-bpyrazine
    • MDL: MFCD13185282
    • Inchi: 1S/C7H4BrN3/c8-6-2-1-5-7(11-6)10-4-3-9-5/h1-4H
    • InChI Key: JLMAHBCUEYQXKS-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C2C(N=CC=N2)=N1

Computed Properties

  • Exact Mass: 208.95900
  • Monoisotopic Mass: 208.95886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 142
  • 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: 38.7
  • XLogP3: 1.5

Experimental Properties

  • PSA: 38.67000
  • LogP: 1.78730

6-Bromopyrido2,3-bpyrazine 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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Additional information on 6-Bromopyrido2,3-bpyrazine

Introduction to 6-Bromopyrido[2,3-b]pyrazine (CAS No. 1204298-53-2)

6-Bromopyrido[2,3-b]pyrazine (CAS No. 1204298-53-2) is a versatile heterocyclic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique brominated pyrido-pyrazine scaffold, offers a wide range of potential applications in drug discovery and development. The chemical structure of 6-Bromopyrido[2,3-b]pyrazine consists of a pyridine ring fused with a pyrazine ring, with a bromine atom substituting at the 6-position. This structural feature imparts unique electronic and steric properties that make it an attractive candidate for various biological studies.

In recent years, the interest in 6-Bromopyrido[2,3-b]pyrazine has been driven by its potential as a lead compound for the development of novel therapeutic agents. Research has shown that compounds derived from this scaffold exhibit a broad spectrum of biological activities, including anti-inflammatory, antiviral, and anticancer properties. For instance, studies have demonstrated that derivatives of 6-Bromopyrido[2,3-b]pyrazine can effectively inhibit the activity of key enzymes involved in inflammatory pathways, making them promising candidates for the treatment of inflammatory diseases.

The pharmacological profile of 6-Bromopyrido[2,3-b]pyrazine has also been explored in the context of antiviral therapy. Recent research has highlighted its potential to inhibit viral replication by targeting specific viral proteins or host factors essential for viral infection. This makes 6-Bromopyrido[2,3-b]pyrazine an attractive scaffold for the development of broad-spectrum antiviral agents capable of combating multiple viral infections.

In the realm of cancer research, 6-Bromopyrido[2,3-b]pyrazine has shown promising anticancer activity against various cancer cell lines. Studies have indicated that derivatives of this compound can induce apoptosis and cell cycle arrest in cancer cells, thereby inhibiting tumor growth and metastasis. The mechanism of action is believed to involve the modulation of key signaling pathways implicated in cancer progression, such as the PI3K/AKT and MAPK pathways.

The synthetic accessibility of 6-Bromopyrido[2,3-b]pyrazine is another factor contributing to its popularity in medicinal chemistry. The brominated pyrido-pyrazine core can be synthesized through a series of well-established chemical reactions, allowing for the facile preparation of diverse derivatives with tailored biological activities. This synthetic flexibility enables researchers to optimize the pharmacological properties of these compounds through structure-activity relationship (SAR) studies.

Beyond its direct therapeutic applications, 6-Bromopyrido[2,3-b]pyrazine has also found use as a valuable building block in combinatorial chemistry and high-throughput screening (HTS) campaigns. Its unique structural features make it an excellent starting point for the generation of large libraries of compounds that can be screened for various biological activities. This approach has led to the identification of several hit compounds with promising pharmacological profiles.

The safety and toxicity profiles of 6-Bromopyrido[2,3-b]pyrazine and its derivatives are crucial considerations in their development as therapeutic agents. Preclinical studies have generally shown favorable safety profiles for these compounds, with minimal toxicity observed at therapeutic concentrations. However, further investigations are necessary to fully understand their long-term safety and potential side effects.

In conclusion, 6-Bromopyrido[2,3-b]pyrazine (CAS No. 1204298-53-2) represents a promising scaffold with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and versatile biological activities make it an attractive candidate for the development of novel therapeutic agents targeting inflammatory diseases, viral infections, and cancer. Ongoing research continues to uncover new insights into the mechanisms underlying its pharmacological effects, further solidifying its importance in the field.

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