Cas no 1257535-15-1 (6-fluoro-3-iodo-1-methyl-1h-indazole)

6-Fluoro-3-iodo-1-methyl-1H-indazole is a halogenated indazole derivative with significant utility in pharmaceutical and agrochemical research. Its key structural features—a fluorine substituent at the 6-position and an iodine at the 3-position—enhance its reactivity, making it a versatile intermediate for cross-coupling reactions such as Suzuki-Miyaura or Sonogashira couplings. The 1-methyl group improves stability and modulates electronic properties, facilitating further functionalization. This compound is particularly valuable in medicinal chemistry for the synthesis of bioactive molecules, including kinase inhibitors and other heterocyclic scaffolds. Its high purity and well-defined reactivity profile ensure consistent performance in synthetic applications.
6-fluoro-3-iodo-1-methyl-1h-indazole structure
1257535-15-1 structure
Product Name:6-fluoro-3-iodo-1-methyl-1h-indazole
CAS No:1257535-15-1
MF:C8H6FIN2
MW:276.049517154694
MDL:MFCD12756569
CID:1222213
PubChem ID:51342056
Update Time:2025-10-28

6-fluoro-3-iodo-1-methyl-1h-indazole Chemical and Physical Properties

Names and Identifiers

    • 6-Fluoro-3-iodo-1-methyl-1H-indazole
    • 6-Fluoro-3-iodo-indazole
    • CTK5G0758
    • ANW-39060
    • 6-Fluoro-3-iodo-1h-indazole,
    • ACMC-209que
    • SureCN2595185
    • 1H-INDAZOLE,6-FLUORO-3-IODO-
    • PC5521
    • DA-36151
    • 6-fluoro-3-iodo-1-methylindazole
    • 1257535-15-1
    • SCHEMBL17610229
    • CS-0443472
    • MFCD12756569
    • 6-fluoro-3-iodo-1-methyl-1h-indazole
    • MDL: MFCD12756569
    • Inchi: 1S/C8H6FIN2/c1-12-7-4-5(9)2-3-6(7)8(10)11-12/h2-4H,1H3
    • InChI Key: OXRRUHBRZWKTKV-UHFFFAOYSA-N
    • SMILES: IC1C2C=CC(=CC=2N(C)N=1)F

Computed Properties

  • Exact Mass: 275.95597g/mol
  • Monoisotopic Mass: 275.95597g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 178
  • 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: 2.4
  • Topological Polar Surface Area: 17.8?2

6-fluoro-3-iodo-1-methyl-1h-indazole Pricemore >>

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abcr
AB444750-100 mg
6-Fluoro-3-iodo-1-methyl-1H-indazole, min. 95%; .
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€223.10 2023-07-18
abcr
AB444750-250 mg
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abcr
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Additional information on 6-fluoro-3-iodo-1-methyl-1h-indazole

6-Fluoro-3-Iodo-1-Methyl-1H-Indazole: A Comprehensive Overview

CAS No. 1257535-15-1, commonly referred to as 6-fluoro-3-iodo-1-methyl-1H-indazole, is a unique organic compound that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound belongs to the indazole family, a class of heterocyclic aromatic compounds with two nitrogen atoms in their structure. The presence of fluorine and iodine substituents at specific positions imparts distinctive electronic and steric properties, making it a valuable molecule for various applications.

The structure of 6-fluoro-3-iodo-1-methyl-1H-indazole consists of an indazole ring system with a fluorine atom at the 6-position, an iodine atom at the 3-position, and a methyl group at the 1-position. This substitution pattern not only enhances the compound's stability but also influences its reactivity in chemical reactions. Recent studies have highlighted its potential as a building block in the synthesis of advanced materials, such as organic semiconductors and optoelectronic devices.

One of the most promising applications of CAS No. 1257535-15-1 lies in its role as an intermediate in drug discovery. Its unique electronic properties make it an ideal candidate for designing bioactive molecules targeting various therapeutic areas, including cancer and neurodegenerative diseases. Researchers have reported that this compound exhibits selective binding to certain proteins, which could pave the way for the development of novel pharmaceutical agents.

In terms of synthesis, 6-fluoro-3-iodo-1-methyl-1H-indazole can be prepared through a variety of methods, including nucleophilic aromatic substitution and coupling reactions. Recent advancements in catalytic methodologies have enabled more efficient and scalable production of this compound, reducing costs and improving yields. These developments have further solidified its position as a key intermediate in organic synthesis.

The electronic properties of CAS No. 1257535-15-1 have also been explored in the context of organic electronics. Its ability to act as an electron-deficient acceptor makes it suitable for applications in organic field-effect transistors (OFETs) and photovoltaic devices. Studies conducted under ambient conditions have demonstrated its potential for use in flexible electronics, where stability and performance are critical factors.

Moreover, the steric effects introduced by the fluorine and iodine substituents play a crucial role in modulating the compound's reactivity. This has led to its use in asymmetric synthesis, where precise control over stereochemistry is essential. The methyl group at the 1-position further enhances its versatility, allowing for diverse functionalization strategies.

In conclusion, 6-fluoro-3-iodo-1-methyl-1H-indazole, with its distinctive structure and versatile properties, continues to be a focal point in both academic research and industrial applications. Its role as an intermediate in drug discovery, material science, and organic synthesis underscores its importance in advancing modern chemistry. As research into this compound progresses, new insights into its potential applications are expected to emerge, further cementing its significance in the scientific community.

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