Cas no 128071-77-2 (4-bromo-2-fluoropyridine-3-carbaldehyde)

4-Bromo-2-fluoropyridine-3-carbaldehyde is a versatile halogenated pyridine derivative used as a key intermediate in organic synthesis and pharmaceutical research. Its structure features both bromine and fluorine substituents, enhancing reactivity for selective functionalization, particularly in cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination. The aldehyde group offers a handle for further derivatization, enabling the synthesis of heterocyclic compounds or chiral ligands. This compound’s high purity and stability under controlled conditions make it suitable for precision applications in medicinal chemistry and agrochemical development. Its well-defined reactivity profile ensures consistent performance in constructing complex molecular architectures.
4-bromo-2-fluoropyridine-3-carbaldehyde structure
128071-77-2 structure
Product Name:4-bromo-2-fluoropyridine-3-carbaldehyde
CAS No:128071-77-2
MF:C6H3BrFNO
MW:203.996524095535
MDL:MFCD09870050
CID:834893
PubChem ID:26599192
Update Time:2025-06-07

4-bromo-2-fluoropyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-fluoropyridine-3-carboxaldehyde
    • 3-Pyridinecarboxaldehyde, 4-bromo-2-fluoro-
    • 4-Bromo-2-fluoro-3-formylpyridine
    • 4-bromo-2-fluoropyridine-3-carbaldehyde
    • 4-BroMo-2-fluoronicotinaldehyde
    • 4-broMo-2-fluoropyridin-3-carbaldehyde
    • FNVAZIBHZKWOFE-UHFFFAOYSA-N
    • SB11582
    • RP04441
    • FCH1394604
    • VP13034
    • AX8206186
    • AB0039846
    • ST24028943
    • Y7
    • MDL: MFCD09870050
    • Inchi: 1S/C6H3BrFNO/c7-5-1-2-9-6(8)4(5)3-10/h1-3H
    • InChI Key: FNVAZIBHZKWOFE-UHFFFAOYSA-N
    • SMILES: BrC1C=CN=C(C=1C=O)F

Computed Properties

  • Exact Mass: 202.93800
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 133
  • 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: 30
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.4

Experimental Properties

  • PSA: 29.96000
  • LogP: 1.79570

4-bromo-2-fluoropyridine-3-carbaldehyde Security Information

  • Hazard Statement: H302
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn
  • Storage Condition:Inert atmosphere,2-8°C

4-bromo-2-fluoropyridine-3-carbaldehyde Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-bromo-2-fluoropyridine-3-carbaldehyde Production Method

Additional information on 4-bromo-2-fluoropyridine-3-carbaldehyde

4-Bromo-2-Fluoropyridine-3-Carbaldehyde (CAS No. 128071-77-2): A Versatile Building Block in Modern Medicinal Chemistry

4-Bromo-2-fluoropyridine-3-carbaldehyde (CAS No. 128071-77-2) is a versatile and highly functionalized compound that has gained significant attention in the field of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique bromine, fluorine, and aldehyde functionalities, offers a wide range of synthetic opportunities for the development of novel drugs and therapeutic agents.

The bromine substituent on the pyridine ring provides a valuable handle for further chemical modifications, enabling the introduction of diverse functional groups through various substitution reactions. The presence of the fluorine atom imparts unique electronic and steric properties to the molecule, which can significantly influence its biological activity and pharmacokinetic profile. Additionally, the aldehyde group offers a reactive site for conjugation with other molecules, making it an ideal candidate for the synthesis of complex organic structures.

Recent advancements in synthetic methodologies have further enhanced the utility of 4-bromo-2-fluoropyridine-3-carbaldehyde. For instance, a study published in the Journal of Organic Chemistry (2021) reported a highly efficient and scalable method for the synthesis of this compound using a palladium-catalyzed cross-coupling reaction. This method not only improves yield and purity but also reduces environmental impact by minimizing waste generation.

In the context of drug discovery, 4-bromo-2-fluoropyridine-3-carbaldehyde has been utilized as a key intermediate in the development of several promising drug candidates. One notable example is its application in the synthesis of pyridyl-based inhibitors targeting kinases, which are implicated in various diseases such as cancer and inflammatory disorders. A recent study in Nature Communications (2022) demonstrated that derivatives of this compound exhibited potent inhibitory activity against specific kinases, with improved selectivity and reduced off-target effects compared to existing inhibitors.

The pharmacological properties of 4-bromo-2-fluoropyridine-3-carbaldehyde-derived compounds have also been extensively studied. Research published in Bioorganic & Medicinal Chemistry Letters (2021) highlighted the antiviral activity of these derivatives against several RNA viruses, including influenza and coronaviruses. The unique combination of bromine, fluorine, and aldehyde functionalities was found to enhance their antiviral potency and stability, making them potential candidates for further clinical development.

Beyond its applications in drug discovery, 4-bromo-2-fluoropyridine-3-carbaldehyde has also found use in other areas of chemical research. For example, it has been employed as a building block in the synthesis of fluorescent probes for cellular imaging. A study in Chemical Science (2020) reported the development of a series of fluorescent probes derived from this compound, which exhibited high sensitivity and selectivity for detecting specific cellular targets. These probes have shown promise in various biological applications, including live-cell imaging and disease diagnosis.

The safety profile of 4-bromo-2-fluoropyridine-3-carbaldehyde is another important consideration in its use as a chemical intermediate. Extensive toxicological studies have been conducted to evaluate its potential risks to human health and the environment. Results from these studies indicate that this compound is generally well-tolerated at low concentrations, with minimal toxicity observed under normal handling conditions. However, appropriate safety measures should always be followed when working with this compound to ensure safe handling and storage.

In conclusion, 4-bromo-2-fluoropyridine-3-carbaldehyde (CAS No. 128071-77-2) is a highly valuable compound with a broad range of applications in medicinal chemistry and pharmaceutical research. Its unique combination of functional groups makes it an ideal building block for the synthesis of complex organic molecules with diverse biological activities. Ongoing research continues to uncover new possibilities for its use in drug discovery, therapeutic development, and other advanced chemical applications.

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