Cas no 819058-36-1 (7-Fluoro-4-iodo-1H-indazol-3-amine)

7-Fluoro-4-iodo-1H-indazol-3-amine is a fluorinated and iodinated indazole derivative with significant potential in medicinal chemistry and pharmaceutical research. The presence of both fluorine and iodine substituents enhances its reactivity and utility as a versatile intermediate in the synthesis of biologically active compounds. The fluorine atom improves metabolic stability and binding affinity, while the iodine moiety facilitates further functionalization via cross-coupling reactions. This compound is particularly valuable in the development of kinase inhibitors and other therapeutic agents targeting cancer and inflammatory diseases. Its well-defined structure and high purity make it suitable for precise synthetic applications in drug discovery and development.
7-Fluoro-4-iodo-1H-indazol-3-amine structure
819058-36-1 structure
Product Name:7-Fluoro-4-iodo-1H-indazol-3-amine
CAS No:819058-36-1
MF:C7H5FIN3
MW:277.037576436996
CID:3221149
PubChem ID:16125377
Update Time:2025-10-21

7-Fluoro-4-iodo-1H-indazol-3-amine Chemical and Physical Properties

Names and Identifiers

    • 1H-INDAZOL-3-AMINE, 7-FLUORO-4-IODO-
    • 7-Fluoro-4-iodo-1H-indazol-3-amine
    • SB13553
    • 819058-36-1
    • SCHEMBL419576
    • Inchi: 1S/C7H5FIN3/c8-3-1-2-4(9)5-6(3)11-12-7(5)10/h1-2H,(H3,10,11,12)
    • InChI Key: OSMJHSFOMAITSM-UHFFFAOYSA-N
    • SMILES: N1C2=C(C(I)=CC=C2F)C(N)=N1

Computed Properties

  • Exact Mass: 276.95122Da
  • Monoisotopic Mass: 276.95122Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 180
  • 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
  • Topological Polar Surface Area: 54.7?2

7-Fluoro-4-iodo-1H-indazol-3-amine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PBLJ0436-100MG
7-Fluoro-4-iodo-1H-indazol-3-amine
819058-36-1 95%
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¥ 237.00 2023-04-13
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
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Additional information on 7-Fluoro-4-iodo-1H-indazol-3-amine

Professional Introduction to Compound with CAS No. 819058-36-1 and Product Name: 7-Fluoro-4-iodo-1H-indazol-3-amine

The compound with CAS No. 819058-36-1 and the product name 7-Fluoro-4-iodo-1H-indazol-3-amine represents a significant advancement in the field of pharmaceutical chemistry. This heterocyclic compound, featuring a fluorine and iodine substituent on an indazole core, has garnered considerable attention due to its versatile structural framework and potential applications in drug discovery. The presence of both fluoro and iodo groups makes it a valuable intermediate for further functionalization, enabling the synthesis of more complex molecules with tailored biological activities.

Recent studies have highlighted the importance of fluorinated aromatic compounds in medicinal chemistry. The introduction of a fluoro group at the 7-position of the indazole ring enhances metabolic stability and binding affinity, which are critical factors in the development of novel therapeutics. Similarly, the iodo substituent at the 4-position provides a reactive handle for cross-coupling reactions, such as Suzuki-Miyaura and Stille couplings, which are widely employed in the construction of biaryl structures. These transformations are pivotal in generating libraries of compounds for high-throughput screening (HTS) and identifying lead candidates for further optimization.

The indazole scaffold itself is a well-documented motif in pharmacophore design, with numerous examples demonstrating its efficacy in modulating biological pathways. For instance, indazole derivatives have been explored as inhibitors of kinases, receptors, and other enzymes relevant to cancer and inflammatory diseases. The amine group at the 3-position of 7-Fluoro-4-iodo-1H-indazol-3-amine offers additional opportunities for derivatization, allowing chemists to introduce various pharmacophoric elements or linkers for targeted drug delivery systems.

In the realm of oncology research, halogenated indoles have shown promise as kinase inhibitors due to their ability to engage with ATP-binding pockets or allosteric sites. The combination of fluoro and iodo substituents in this compound may enhance its interactions with biological targets by improving lipophilicity and reducing polarity, thereby optimizing pharmacokinetic profiles. Preclinical studies have begun to explore the potential of such derivatives as single-agent therapies or in combination regimens to overcome drug resistance.

The synthetic utility of 7-Fluoro-4-iodo-1H-indazol-3-amine extends beyond oncology. Its structural features make it a valuable building block for developing treatments against neurological disorders, where indazole derivatives have demonstrated neuroprotective and anti-inflammatory properties. Additionally, the compound’s reactivity allows for modifications that could enhance its solubility or bioavailability, addressing a common challenge in drug development.

Advances in computational chemistry have further accelerated the design and optimization of molecules like 7-Fluoro-4-iodo-1H-indazol-3-amine. Molecular modeling techniques predict binding affinities and identify potential hotspots for structural modifications, reducing the time required for experimental validation. This synergy between theory and practice has enabled researchers to screen vast chemical spaces efficiently, identifying promising candidates with minimal trial-and-error experimentation.

The role of fluorine in medicinal chemistry cannot be overstated. Its electronic properties influence both physical characteristics (such as solubility) and biological interactions (such as receptor binding). The introduction of a fluoro group into indazole derivatives often leads to improved pharmacokinetic properties, including enhanced oral bioavailability and reduced clearance rates. These attributes are particularly desirable in long-term therapeutic applications where consistent drug levels are essential.

Similarly, the iodo substituent serves multiple purposes beyond serving as a coupling partner. Iodine can modulate electronic distributions within aromatic systems, influencing reactivity patterns and metabolic pathways. This dual functionality makes 7-Fluoro-4-iodo-1H-indazol-3-amine a versatile precursor for generating structurally diverse libraries without sacrificing potency or selectivity.

Future directions in the study of this compound may include exploring its role in photodynamic therapy (PDT) or as a photosensitizer when combined with appropriate catalysts or sensitizers. The ability to generate reactive oxygen species upon irradiation could provide an additional mechanism for targeting pathogenic cells while minimizing side effects associated with traditional chemotherapeutic agents.

In conclusion,7-Fluoro-4-iodo-1H-indazol-3-aminedeserves attention as a multifaceted intermediate with broad applications across multiple therapeutic areas. Its unique structural features—combining both fluoro and iodo substituents—enhance its synthetic utility while offering opportunities for optimizing biological activity through further derivatization efforts。With ongoing research uncovering new methodologies for functionalizing heterocyclic scaffolds,this compound is poised to play an important role in next-generation drug discovery initiatives。

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