Cas no 1211594-40-9 (4-Hydroxy-1H-indole-7-carboxamide)

4-Hydroxy-1H-indole-7-carboxamide is a heterocyclic organic compound featuring both hydroxyl and carboxamide functional groups on an indole scaffold. This structure imparts unique reactivity and potential utility in pharmaceutical and agrochemical research. The presence of the carboxamide group enhances hydrogen-bonding capacity, making it a valuable intermediate for synthesizing biologically active molecules. Its indole core is a common motif in medicinal chemistry, often associated with receptor-binding properties. The hydroxyl group at the 4-position offers additional functionalization opportunities, enabling further derivatization. This compound is particularly suited for applications requiring precise molecular modifications, such as drug discovery or material science. High purity and stability under standard conditions ensure consistent performance in synthetic workflows.
4-Hydroxy-1H-indole-7-carboxamide structure
1211594-40-9 structure
Product Name:4-Hydroxy-1H-indole-7-carboxamide
CAS No:1211594-40-9
MF:C9H8N2O2
MW:176.172021865845
CID:1078859
PubChem ID:49757998
Update Time:2025-06-08

4-Hydroxy-1H-indole-7-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 4-Hydroxy-1H-indole-7-carboxamide
    • AG-L-20822
    • CTK4B2223
    • FT-0682478
    • I10-1398
    • KB-242237
    • MolPort-016-578-807
    • DTXSID50677822
    • AKOS015856484
    • CS-0442314
    • DB-061875
    • 1211594-40-9
    • MDL: MFCD12547332
    • Inchi: 1S/C9H8N2O2/c10-9(13)6-1-2-7(12)5-3-4-11-8(5)6/h1-4,11-12H,(H2,10,13)
    • InChI Key: QXZYEXUKYIANHP-UHFFFAOYSA-N
    • SMILES: OC1=CC=C(C(N)=O)C2=C1C=CN2

Computed Properties

  • Exact Mass: 176.058577502g/mol
  • Monoisotopic Mass: 176.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 220
  • 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: 0.6
  • Topological Polar Surface Area: 79.1?2

4-Hydroxy-1H-indole-7-carboxamide Security Information

  • HazardClass:IRRITANT

4-Hydroxy-1H-indole-7-carboxamide Pricemore >>

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Additional information on 4-Hydroxy-1H-indole-7-carboxamide

Comprehensive Analysis of 4-Hydroxy-1H-indole-7-carboxamide (CAS No. 1211594-40-9): Properties, Applications, and Research Insights

4-Hydroxy-1H-indole-7-carboxamide (CAS No. 1211594-40-9) is a specialized organic compound belonging to the indole derivatives family, a class of heterocyclic structures widely studied for their diverse biological and pharmacological activities. This compound features a hydroxyl group at the 4-position and a carboxamide moiety at the 7-position of the indole scaffold, making it a promising candidate for medicinal chemistry and drug discovery. Its molecular formula is C9H8N2O2, with a molecular weight of 176.17 g/mol. Researchers have shown growing interest in this compound due to its potential applications in neurodegenerative disease research, anti-inflammatory agents, and enzyme inhibition studies.

The synthesis of 4-Hydroxy-1H-indole-7-carboxamide typically involves multi-step organic reactions, including Fischer indole synthesis or Palladium-catalyzed coupling, followed by selective functionalization. Its crystalline structure and solubility profile (moderate in polar solvents like DMSO and methanol) make it suitable for in vitro assays and structure-activity relationship (SAR) studies. Recent publications highlight its role as a precursor for designing novel kinase inhibitors, particularly in oncology research, where indole derivatives are explored for their anti-proliferative effects.

In the context of current scientific trends, 1211594-40-9 aligns with the rising demand for small-molecule modulators targeting protein-protein interactions (PPIs). Its hydrogen-bonding capacity (via hydroxyl and carboxamide groups) enables selective binding to biological targets, a feature highly sought after in fragment-based drug design. Notably, indole cores are frequently investigated for GPCR modulation, a hot topic in central nervous system (CNS) drug development.

From an industrial perspective, 4-Hydroxy-1H-indole-7-carboxamide is primarily utilized by pharmaceutical R&D laboratories and academic institutions. Its stability under standard storage conditions (recommended at -20°C in inert atmospheres) ensures reliable performance in high-throughput screening (HTS) platforms. Analytical characterization via HPLC, LC-MS, and NMR spectroscopy confirms its high purity (>95%), a critical parameter for reproducible biological testing.

Environmental and safety assessments indicate that this compound requires standard laboratory handling precautions (use of gloves and eye protection). It is not classified as a hazardous substance under major regulatory frameworks like REACH or OSHA, though proper waste disposal protocols should be followed. Researchers frequently search for "buy 4-Hydroxy-1H-indole-7-carboxamide" or "1211594-40-9 supplier," emphasizing the need for reliable chemical sourcing with certificates of analysis (CoA).

Emerging applications include its evaluation in metabolic disorder models, where indole derivatives show promise in AMPK pathway modulation—a trending area linked to diabetes and obesity research. Additionally, computational studies (molecular docking and QSAR modeling) predict its affinity for serotonin receptors, sparking interest in mood disorder therapeutics.

In summary, CAS 1211594-40-9 represents a versatile research chemical with untapped potential across multiple disciplines. Its structural features align with modern drug discovery paradigms, particularly in targeted therapy development. As the scientific community continues to explore indole-based pharmacophores, this compound is poised to gain further attention in peer-reviewed studies and patent applications.

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