Cas no 2090315-40-3 (5-fluoro-7-iodo-1H-indazole)

5-Fluoro-7-iodo-1H-indazole is a halogenated indazole derivative with significant utility in pharmaceutical and agrochemical research. Its structure, featuring both fluorine and iodine substituents, enhances its reactivity and versatility as a building block in heterocyclic chemistry. The electron-withdrawing effects of the halogens make it a valuable intermediate for cross-coupling reactions, such as Suzuki or Sonogashira couplings, enabling the synthesis of more complex bioactive molecules. Its stability under standard conditions and high purity make it suitable for precision applications in medicinal chemistry, particularly in the development of kinase inhibitors and other targeted therapeutics. The compound’s well-defined properties ensure reproducibility in synthetic workflows.
5-fluoro-7-iodo-1H-indazole structure
5-fluoro-7-iodo-1H-indazole structure
Product Name:5-fluoro-7-iodo-1H-indazole
CAS No:2090315-40-3
MF:C7H4FIN2
MW:262.022936820984
CID:4636768
PubChem ID:131579108
Update Time:2025-10-27

5-fluoro-7-iodo-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 5-fluoro-7-iodo-1H-indazole
    • Inchi: 1S/C7H4FIN2/c8-5-1-4-3-10-11-7(4)6(9)2-5/h1-3H,(H,10,11)
    • InChI Key: BADYIEVRHUJBJY-UHFFFAOYSA-N
    • SMILES: IC1=CC(=CC2C=NNC=21)F

Computed Properties

  • Exact Mass: 261.94032g/mol
  • Monoisotopic Mass: 261.94032g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 155
  • 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: 2.3
  • Topological Polar Surface Area: 28.7

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Additional information on 5-fluoro-7-iodo-1H-indazole

5-Fluoro-7-Iodo-1H-lndazole: A Comprehensive Overview

The compound 5-fluoro-7-iodo-1H-indazole, identified by the CAS number 2090315-40-3, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the indazole family, which is a heterocyclic aromatic system with two nitrogen atoms in the ring. The presence of fluorine and iodine substituents at specific positions on the indazole ring imparts unique electronic and structural properties to this molecule, making it a valuable tool in various research and industrial applications.

Recent studies have highlighted the potential of 5-fluoro-7-iodo-1H-indazole as a precursor in the synthesis of bioactive compounds. Its ability to undergo various nucleophilic aromatic substitutions and cross-coupling reactions has made it a versatile building block in medicinal chemistry. For instance, researchers have utilized this compound to develop novel anti-cancer agents with enhanced selectivity and efficacy. The fluorine substituent at position 5 plays a critical role in modulating the electronic properties of the molecule, while the iodine atom at position 7 serves as an excellent leaving group, facilitating further functionalization.

In addition to its role in drug discovery, 5-fluoro-7-iodo-1H-indazole has also been explored for its applications in materials science. The indazole core is known for its high thermal stability and strong electron-withdrawing properties, which make it suitable for use in organic semiconductors and optoelectronic devices. Recent advancements in this area have demonstrated that derivatives of this compound can exhibit desirable charge transport properties, paving the way for their integration into next-generation electronic materials.

The synthesis of 5-fluoro-7-iodo-1H-indazole typically involves multi-step processes that require precise control over reaction conditions. One common approach involves the substitution of an iodine atom onto an indazole derivative followed by fluorination at the appropriate position. Researchers have optimized these steps to achieve high yields and purity levels, ensuring that the compound meets the stringent requirements of modern pharmaceutical and materials research.

From a structural standpoint, 5-fluoro-7-ioto-iindazole exhibits a planar geometry due to the aromaticity of the indazole ring. The electronegative substituents at positions 5 and 7 introduce significant electron-withdrawing effects, which influence both its chemical reactivity and physical properties. These characteristics make it an ideal candidate for exploring novel chemical transformations and for designing molecules with tailored functionalities.

In conclusion, 5-fluoro-iiodo-iindazole stands out as a versatile and valuable compound with diverse applications across multiple disciplines. Its unique combination of electronic properties and structural features positions it as a key player in contemporary research efforts aimed at developing innovative solutions in medicine, materials science, and beyond.

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