Cas no 1056619-82-9 (3-methoxy-1h-indazol-6-amine)

3-methoxy-1h-indazol-6-amine structure
3-methoxy-1h-indazol-6-amine structure
Product Name:3-methoxy-1h-indazol-6-amine
CAS No:1056619-82-9
MF:C8H9N3O
MW:163.176561117172
MDL:MFCD20725809
CID:1158947
PubChem ID:68444932
Update Time:2025-07-20

3-methoxy-1h-indazol-6-amine Chemical and Physical Properties

Names and Identifiers

    • 3-methoxy-1h-indazol-6-amine
    • PB13945
    • SY098536
    • AKOS023412429
    • 1056619-82-9
    • AS-34736
    • MFCD20725809
    • A895966
    • SCHEMBL2929869
    • 3-methoxy-1H-indazol-6-ylamine
    • CS-0051294
    • SNLFSJXHGYDERQ-UHFFFAOYSA-N
    • MDL: MFCD20725809
    • Inchi: 1S/C8H9N3O/c1-12-8-6-3-2-5(9)4-7(6)10-11-8/h2-4H,9H2,1H3,(H,10,11)
    • InChI Key: SNLFSJXHGYDERQ-UHFFFAOYSA-N
    • SMILES: O(C)C1C2C=CC(=CC=2NN=1)N

Computed Properties

  • Exact Mass: 163.074561919g/mol
  • Monoisotopic Mass: 163.074561919g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 164
  • 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: 1.2
  • Topological Polar Surface Area: 63.9?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 406.3±25.0 °C at 760 mmHg
  • Flash Point: 199.5±23.2 °C
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

3-methoxy-1h-indazol-6-amine Security Information

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Additional information on 3-methoxy-1h-indazol-6-amine

Research Brief on 3-Methoxy-1H-indazol-6-amine (CAS: 1056619-82-9): Recent Advances and Applications in Chemical Biology and Medicine

The compound 3-methoxy-1H-indazol-6-amine (CAS: 1056619-82-9) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile pharmacological properties and potential therapeutic applications. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and emerging roles in drug discovery and development. The compound's unique indazole scaffold and methoxy-amine functionalization make it a promising candidate for targeting various disease pathways, particularly in oncology and inflammation.

Recent studies have highlighted the synthetic accessibility of 3-methoxy-1H-indazol-6-amine through optimized multi-step organic reactions, including palladium-catalyzed cross-coupling and selective functional group modifications. Researchers have reported improved yields and purity profiles, which are critical for its application in high-throughput screening and structure-activity relationship (SAR) studies. The compound's physicochemical properties, such as solubility and stability under physiological conditions, have also been characterized, providing a foundation for its further development as a drug-like molecule.

In the context of biological activity, 3-methoxy-1H-indazol-6-amine has demonstrated potent inhibitory effects on key enzymes involved in inflammatory and proliferative pathways. For instance, it has been identified as a selective inhibitor of certain kinases, such as JAK and PI3K isoforms, which are implicated in autoimmune diseases and cancer. Mechanistic studies using cell-based assays and x-ray crystallography have elucidated its binding modes and interactions with active sites, offering insights for the design of more potent and selective derivatives.

Moreover, preclinical evaluations of 3-methoxy-1H-indazol-6-amine derivatives have shown promising results in animal models of cancer and chronic inflammation. Notably, some analogs exhibit favorable pharmacokinetic profiles, including oral bioavailability and minimal off-target effects, positioning them as potential candidates for clinical translation. Collaborative efforts between academic and industrial researchers are underway to optimize these compounds for human trials, with a focus on enhancing efficacy and reducing toxicity.

In conclusion, 3-methoxy-1H-indazol-6-amine represents a valuable scaffold in medicinal chemistry, with broad applicability in targeting disease-relevant pathways. Ongoing research aims to expand its therapeutic potential through structural optimization and combination therapies. This brief underscores the importance of continued investment in the exploration of this compound and its derivatives, which may lead to novel treatments for unmet medical needs.

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