Cas no 1256822-80-6 (3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine)

3-Bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine is a heterocyclic compound featuring a pyrazolo[3,4-b]pyridine core substituted with bromine and fluorine at the 3- and 5-positions, respectively. This structure imparts significant reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The bromo substituent facilitates further functionalization via cross-coupling reactions, while the fluoro group enhances metabolic stability and bioavailability in drug development. Its rigid aromatic framework contributes to high thermal and chemical stability, ensuring reliable performance in synthetic applications. This compound is particularly useful in the design of kinase inhibitors and other biologically active molecules, offering precise control over molecular architecture.
3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine structure
1256822-80-6 structure
Product Name:3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine
CAS No:1256822-80-6
MF:C6H3BrFN3
MW:216.010523080826
MDL:MFCD18261249
CID:1218449
PubChem ID:71251254
Update Time:2025-05-21

3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-5-fluoro-2h-pyrazolo[3,4-b]pyridine
    • 3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine
    • AS-42556
    • QKRFTNZERDLUQL-UHFFFAOYSA-N
    • G10311
    • SY243059
    • DB-204413
    • AKOS027254338
    • CS-0051467
    • SCHEMBL14685108
    • MFCD18261249
    • 1H-Pyrazolo[3,4-b]pyridine, 3-bromo-5-fluoro-
    • 1256822-80-6
    • MDL: MFCD18261249
    • Inchi: 1S/C6H3BrFN3/c7-5-4-1-3(8)2-9-6(4)11-10-5/h1-2H,(H,9,10,11)
    • InChI Key: QKRFTNZERDLUQL-UHFFFAOYSA-N
    • SMILES: BrC1=C2C=C(C=NC2=NN1)F

Computed Properties

  • Exact Mass: 214.94944g/mol
  • Monoisotopic Mass: 214.94944g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 157
  • 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: 1.9
  • Topological Polar Surface Area: 41.6?2

3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine Pricemore >>

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Additional information on 3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine

3-Bromo-5-Fluoro-1H-Pyrazolo[3,4-B]Pyridine: A Comprehensive Overview

3-Bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine, identified by the CAS number CAS No. 1256822-80-6, is a heterocyclic aromatic compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is characterized by its unique pyrazolo[3,4-b]pyridine scaffold, which incorporates bromine and fluorine substituents at the 3 and 5 positions, respectively. The combination of these substituents imparts distinctive electronic and steric properties to the molecule, making it a valuable building block in drug discovery and materials science.

The synthesis of 3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine typically involves multi-step processes that leverage advanced methodologies in organic synthesis. Recent advancements have focused on optimizing reaction conditions to enhance yield and purity while minimizing environmental impact. For instance, researchers have explored the use of microwave-assisted synthesis and catalytic systems to streamline the production of this compound. These methods not only improve efficiency but also align with the principles of green chemistry.

In terms of applications, 3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine has shown promise in various therapeutic areas. Its ability to modulate key biological targets, such as kinases and G-protein coupled receptors (GPCRs), has made it a subject of interest in drug development. Recent studies have demonstrated its potential as a lead compound for treating conditions like cancer and neurodegenerative diseases. For example, a 2023 study published in Nature Communications highlighted its role in inhibiting a novel kinase pathway associated with glioblastoma multiforme.

The structural versatility of CAS No. 1256822-80-6 also extends to its use in materials science. Its aromaticity and heteroatom content make it suitable for applications in organic electronics and optoelectronics. Researchers have investigated its potential as a component in organic light-emitting diodes (OLEDs) and photovoltaic devices. Preliminary results indicate that it could enhance device performance by improving charge transport properties.

From a pharmacokinetic standpoint, 3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine exhibits favorable absorption profiles in preclinical models. Studies conducted in rodents suggest that it achieves systemic concentrations sufficient for therapeutic efficacy without inducing significant toxicity. However, further research is required to evaluate its long-term safety profile and potential for bioaccumulation.

In conclusion, CAS No. 1256822-80-6, or 3-bromo-5-fluoro-1H-pyrazolo[3,4-b]pyridine, represents a versatile compound with diverse applications across multiple scientific disciplines. Its unique chemical structure and promising biological activity position it as a valuable tool for advancing both medical treatments and technological innovations. As research continues to uncover its full potential, this compound is poised to play an increasingly important role in the development of novel therapies and materials.

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