Cas no 61545-38-8 (1H-Indole-6-methanol, 4-hydroxy-)

1H-Indole-6-methanol, 4-hydroxy-, is a versatile heterocyclic compound featuring both indole and hydroxymethyl functional groups. Its structure, incorporating a hydroxyl substituent at the 4-position and a hydroxymethyl group at the 6-position, makes it a valuable intermediate in organic synthesis and pharmaceutical research. The compound’s reactivity allows for further derivatization, enabling applications in the development of biologically active molecules, including potential drug candidates. Its well-defined chemical properties and stability under controlled conditions ensure reliable performance in synthetic workflows. Researchers value this compound for its utility in constructing complex indole-based frameworks, which are prevalent in medicinal chemistry and material science.
1H-Indole-6-methanol, 4-hydroxy- structure
61545-38-8 structure
Product Name:1H-Indole-6-methanol, 4-hydroxy-
CAS No:61545-38-8
MF:C9H9NO2
MW:163.173262357712
MDL:MFCD20663366
CID:475469
PubChem ID:23335519
Update Time:2025-10-20

1H-Indole-6-methanol, 4-hydroxy- Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole-6-methanol, 4-hydroxy-
    • 6-(HYDROXYMETHYL)-1H-INDOL-4-OL
    • 1H-Indole-6-methanol,4-hydroxy
    • 4-Hydroxy-6-hydroxymethyl indole
    • 4-Hydroxy-6-hydroxymethyl-indol
    • 6-hydroxymethyl-indol-4-ol
    • F18067
    • 61545-38-8
    • CRJSRSYVBBEGES-UHFFFAOYSA-N
    • DTXSID00633059
    • 4-hydroxy-6-hydroxymethyl-indole
    • A868685
    • SCHEMBL9333607
    • MDL: MFCD20663366
    • Inchi: 1S/C9H9NO2/c11-5-6-3-8-7(1-2-10-8)9(12)4-6/h1-4,10-12H,5H2
    • InChI Key: CRJSRSYVBBEGES-UHFFFAOYSA-N
    • SMILES: OC1=CC(CO)=CC2=C1C=CN2

Computed Properties

  • Exact Mass: 163.06300
  • Monoisotopic Mass: 163.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 0.8
  • Topological Polar Surface Area: 56.2?2

Experimental Properties

  • PSA: 56.25000
  • LogP: 1.36580

1H-Indole-6-methanol, 4-hydroxy- Pricemore >>

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Additional information on 1H-Indole-6-methanol, 4-hydroxy-

Comprehensive Analysis of 1H-Indole-6-methanol, 4-hydroxy- (CAS No. 61545-38-8): Properties, Applications, and Research Insights

1H-Indole-6-methanol, 4-hydroxy- (CAS No. 61545-38-8) is a bioactive indole derivative gaining significant attention in pharmaceutical and biochemical research. This compound, characterized by its hydroxyl and methanol functional groups attached to the indole core, exhibits unique physicochemical properties that make it valuable for diverse applications. Researchers are increasingly exploring its potential in drug development, particularly due to its structural similarity to serotonin and other endogenous signaling molecules.

The growing interest in indole-based compounds stems from their prevalence in natural products and pharmaceuticals. As a 4-hydroxy indole derivative, this molecule offers distinct advantages in molecular interactions, including hydrogen bonding capabilities and enhanced solubility profiles. Recent studies highlight its role as a potential building block for neurologically active compounds, aligning with current trends in central nervous system drug discovery.

From a synthetic chemistry perspective, 1H-Indole-6-methanol, 4-hydroxy- presents interesting challenges and opportunities. The presence of both hydroxyl and methanol groups on the aromatic system allows for versatile chemical modifications, making it a valuable intermediate in organic synthesis. Its molecular weight of 163.18 g/mol and moderate polarity contribute to its utility in various experimental conditions.

In analytical applications, this compound has shown promise as a reference standard in HPLC and mass spectrometry studies of indole metabolites. The scientific community has noted its characteristic UV absorption spectrum, with maximum absorbance typically observed around 280-290 nm, which facilitates its detection and quantification in complex matrices.

Current research trends emphasize the compound's potential in green chemistry applications. Its relatively simple structure and biodegradability make it an attractive candidate for sustainable chemical processes. Many laboratories are investigating its use as a precursor for biocompatible materials, responding to the growing demand for environmentally friendly alternatives in material science.

The stability profile of 61545-38-8 under various conditions has become a subject of detailed investigation. Preliminary data suggests good thermal stability below 150°C, with decomposition studies providing insights into its potential handling requirements. These characteristics are particularly relevant for researchers exploring its incorporation into polymeric systems or controlled-release formulations.

In the context of medicinal chemistry, the compound's structural features have drawn comparisons to known tryptophan metabolites. This similarity has sparked interest in its potential biological activities, with preliminary studies examining its interactions with various enzyme systems. While not currently approved for therapeutic use, its molecular framework serves as an important scaffold in drug design projects.

The commercial availability of 1H-Indole-6-methanol, 4-hydroxy- has increased significantly in recent years, reflecting growing demand from research institutions. Suppliers typically offer it in powder form with purity levels exceeding 95%, meeting the rigorous standards required for scientific applications. Proper storage recommendations generally include protection from light and moisture at controlled temperatures.

From a regulatory standpoint, the compound currently falls outside major restriction categories, making it accessible for legitimate research purposes. However, researchers should always consult current local regulations before procurement or use, as chemical classification systems undergo periodic updates.

Future research directions for this compound may explore its potential in catalysis and material science applications. The unique electronic properties of the indole nucleus combined with its functional groups suggest possible uses in organic electronics or as a ligand in coordination chemistry. These applications align well with current scientific priorities in renewable energy and advanced materials development.

In summary, 1H-Indole-6-methanol, 4-hydroxy- represents an intriguing subject of study across multiple scientific disciplines. Its combination of structural features, physicochemical properties, and synthetic accessibility positions it as a versatile compound with significant potential for future innovations in chemistry and life sciences.

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