Cas no 929885-09-6 (5-bromo-6-fluoro-1,3-dimethyl-1H-indazole)

5-Bromo-6-fluoro-1,3-dimethyl-1H-indazole is a halogenated indazole derivative with potential applications in pharmaceutical and agrochemical research. The presence of bromo and fluoro substituents enhances its reactivity, making it a versatile intermediate for further functionalization. The 1,3-dimethyl substitution pattern contributes to improved stability and selectivity in synthetic pathways. This compound is particularly valuable in medicinal chemistry for the development of kinase inhibitors and other biologically active molecules. Its well-defined structure and high purity ensure consistent performance in cross-coupling reactions and other transformations. Suitable for use under controlled conditions, it is an important building block for advanced organic synthesis.
5-bromo-6-fluoro-1,3-dimethyl-1H-indazole structure
929885-09-6 structure
Product Name:5-bromo-6-fluoro-1,3-dimethyl-1H-indazole
CAS No:929885-09-6
MF:C9H8BrFN2
MW:243.08
MDL:MFCD28502328
CID:5096068
PubChem ID:58834709
Update Time:2026-03-02

5-bromo-6-fluoro-1,3-dimethyl-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-6-fluoro-1,3-dimethyl-1H-indazole
    • 5-bromo-6-fluoro-1,3-dimethylindazole
    • SB17616
    • SY322187
    • MFCD28502328
    • 929885-09-6
    • SCHEMBL8221075
    • BS-43433
    • D84833
    • MDL: MFCD28502328
    • Inchi: 1S/C9H8BrFN2/c1-5-6-3-7(10)8(11)4-9(6)13(2)12-5/h3-4H,1-2H3
    • InChI Key: YKKXTPMGWNSYAE-UHFFFAOYSA-N
    • SMILES: N1(C)C2=C(C=C(Br)C(F)=C2)C(C)=N1

Computed Properties

  • Exact Mass: 241.98549g/mol
  • Monoisotopic Mass: 241.98549g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 202
  • 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: 2.8
  • Topological Polar Surface Area: 17.8?2

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Additional information on 5-bromo-6-fluoro-1,3-dimethyl-1H-indazole

5-Bromo-6-Fluoro-1,3-Dimethyl-1H-Indazole: A Comprehensive Overview

The compound 5-bromo-6-fluoro-1,3-dimethyl-1H-indazole (CAS No. 929885-09-6) is a highly specialized organic molecule belonging to the indazole family of heterocyclic compounds. Indazoles are known for their unique structural properties and have found applications in various fields, including pharmaceuticals, agrochemicals, and materials science. The presence of bromine and fluorine substituents at the 5 and 6 positions, respectively, along with methyl groups at positions 1 and 3, imparts this compound with distinctive chemical and physical characteristics that make it a subject of interest in contemporary research.

Recent studies have highlighted the potential of 5-bromo-6-fluoro-1,3-dimethyl-1H-indazole as a precursor in the synthesis of bioactive molecules. Its structure facilitates the formation of hydrogen bonds and π–π interactions, which are crucial for molecular recognition in biological systems. Researchers have explored its role in drug design, particularly in the development of kinase inhibitors and other enzyme-targeting agents. The bromine and fluorine atoms contribute to the molecule's electronic properties, enhancing its ability to interact with biological targets.

The synthesis of 5-bromo-6-fluoro-1,3-dimethyl-1H-indazole involves a multi-step process that typically begins with the preparation of indazole derivatives through condensation reactions of o-amino pyridines with carbonyl compounds. The introduction of bromine and fluorine substituents is achieved through electrophilic aromatic substitution or nucleophilic aromatic substitution methods, depending on the specific conditions required to achieve high yields and purity.

One of the most promising applications of this compound lies in its use as an intermediate in the synthesis of advanced materials. For instance, its ability to form stable coordination complexes with transition metals has been leveraged in the development of novel catalysts for organic transformations. Additionally, its electronic properties make it a candidate for use in optoelectronic devices such as organic light-emitting diodes (OLEDs) and photovoltaic cells.

In terms of toxicity and environmental impact, 5-bromo-6-fluoro-1,3-dimethyl-1H-indazole has undergone preliminary safety assessments. These studies indicate that while it exhibits moderate cytotoxicity against certain cancer cell lines, its acute toxicity profile suggests that it poses minimal risk under controlled conditions. However, further long-term studies are required to fully understand its environmental fate and potential ecological effects.

Looking ahead, the demand for 5-bromo-6-fluoro-1,3-dimethyl-1H-indazole is expected to grow as researchers continue to uncover its potential applications in diverse fields. Its unique combination of structural features makes it a valuable tool in both academic research and industrial development. As advancements in synthetic methodologies and analytical techniques continue to evolve, this compound is poised to play an increasingly significant role in the creation of innovative solutions across multiple disciplines.

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