Cas no 854778-61-3 ((1-Methyl-1H-indol-7-yl)methanol)

(1-Methyl-1H-indol-7-yl)methanol is a versatile indole derivative with applications in organic synthesis and pharmaceutical research. Its key structural features include a hydroxymethyl group at the 7-position and a methyl substitution on the indole nitrogen, enhancing reactivity and stability. This compound serves as a valuable intermediate in the synthesis of biologically active molecules, particularly in the development of indole-based pharmacophores. The hydroxymethyl group offers functionalization potential for further derivatization, while the methylated nitrogen improves metabolic stability. Its well-defined purity and consistent performance make it suitable for use in medicinal chemistry, agrochemical research, and material science applications. The compound is typically supplied with rigorous analytical characterization to ensure reproducibility in synthetic workflows.
(1-Methyl-1H-indol-7-yl)methanol structure
854778-61-3 structure
Product Name:(1-Methyl-1H-indol-7-yl)methanol
CAS No:854778-61-3
MF:C10H11NO
MW:161.200442552567
CID:1004152
PubChem ID:24229741
Update Time:2025-09-25

(1-Methyl-1H-indol-7-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (1-Methyl-1H-indol-7-yl)methanol
    • (1-methylindol-7-yl)methanol
    • Inchi: 1S/C10H11NO/c1-11-6-5-8-3-2-4-9(7-12)10(8)11/h2-6,12H,7H2,1H3
    • InChI Key: XWTPJITYDAXWKC-UHFFFAOYSA-N
    • SMILES: OCC1=CC=CC2C=CN(C)C=21

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1

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Additional information on (1-Methyl-1H-indol-7-yl)methanol

Chemical Profile of (1-Methyl-1H-indol-7-yl)methanol (CAS No. 854778-61-3)

(1-Methyl-1H-indol-7-yl)methanol, identified by its Chemical Abstracts Service (CAS) number 854778-61-3, is a significant compound in the realm of pharmaceutical chemistry and bioorganic synthesis. This molecule, featuring a methyl-substituted indole backbone, has garnered attention due to its structural versatility and potential applications in drug discovery and material science. The indole moiety, a core structural unit in numerous biologically active molecules, contributes to the compound's unique chemical and pharmacological properties.

The< strong>indole ring in (1-Methyl-1H-indol-7-yl)methanol is a privileged scaffold in medicinal chemistry, known for its role in various pharmacophores. Recent studies have highlighted the indole derivatives as key players in modulating biological pathways, particularly in oncology and neurology. The presence of a hydroxymethyl group at the 7-position of the indole ring enhances the compound's reactivity, making it a valuable intermediate for further functionalization. This reactivity has been exploited in synthetic strategies to develop novel heterocyclic compounds with therapeutic potential.

In the context of modern drug development, (1-Methyl-1H-indol-7-yl)methanol serves as a building block for more complex molecules. Researchers have leveraged its structural framework to design inhibitors targeting enzymes involved in cancer progression. For instance, derivatives of this compound have been investigated for their ability to inhibit tyrosine kinases, which are overexpressed in many solid tumors. The< strong>methyl group at the 1-position of the indole ring not only stabilizes the molecule but also influences its electronic properties, making it an attractive candidate for further derivatization.

Recent advances in computational chemistry have enabled more efficient screening of indole-based compounds for biological activity. Virtual screening techniques combined with molecular docking studies have identified (1-Methyl-1H-indol-7-yl)methanol as a promising lead compound. These computational approaches have facilitated the rapid design of analogs with enhanced binding affinity and selectivity. Such methodologies are crucial in reducing the time and cost associated with traditional high-throughput screening, thereby accelerating the drug discovery process.

The< strong>hydroxymethyl group at the 7-position of (1-Methyl-1H-indol-7-yl)methanol is particularly noteworthy for its role in bioconjugation strategies. This functional handle allows for easy attachment to other biomolecules, such as peptides or nucleotides, through etherification or esterification reactions. Such modifications have been employed to develop prodrugs and targeted delivery systems, enhancing the bioavailability and therapeutic efficacy of parent compounds. The versatility of this compound underscores its importance as a synthetic intermediate in pharmaceutical research.

In addition to its pharmaceutical applications, (1-Methyl-1H-indol-7-yl)methanol has shown promise in materials science. The indole derivative's ability to form stable complexes with metal ions has been explored for applications in catalysis and luminescent materials. These complexes exhibit unique optical properties, making them suitable for use in organic light-emitting diodes (OLEDs) and sensors. The< strong>molecular architecture of this compound thus extends beyond traditional drug development into innovative technological applications.

The synthesis of (1-Methyl-1H-indol-7-yl)methanol involves multi-step organic transformations that highlight its synthetic utility. Common synthetic routes include palladium-catalyzed cross-coupling reactions between halogenated indoles and organometallic reagents bearing a hydroxymethyl group. These transformations are often conducted under mild conditions, ensuring high yields and minimal byproduct formation. The scalability of these synthetic protocols makes this compound accessible for both academic research and industrial applications.

Evaluation of (1-Methyl-1H-indol-7-yl)methanol's pharmacological profile has revealed several interesting properties. In vitro studies have demonstrated its ability to modulate certain signaling pathways associated with inflammation and immune response. These findings align with the growing interest in indole derivatives as immunomodulators, which could have implications for treating autoimmune diseases and chronic inflammatory conditions. Further preclinical studies are warranted to fully elucidate its therapeutic potential.

The< strong>CAS number 854778-61-3 provides a unique identifier for this compound, facilitating accurate documentation and regulatory compliance in research settings. As part of good laboratory practices (GLP), detailed characterization data must be maintained to ensure reproducibility and safety during experimentation. This includes information on physical properties such as solubility, melting point, and spectroscopic data like NMR and mass spectrometry spectra.

The growing body of literature on indole-based compounds underscores their importance as chemical entities with diverse applications. (1-Methyl-1H-indol-7-yl)methanol exemplifies how structural modifications can yield compounds with tailored properties suited for specific uses. Continued exploration of this scaffold promises to yield novel insights into biological processes and innovative solutions across multiple scientific disciplines.

In conclusion, (1-Methyl-1H-indol-7-yl)methanol (CAS No. 854778-61-3) is a versatile compound with significant potential in pharmaceuticals and materials science. Its unique structural features make it an invaluable intermediate for synthetic chemistry, while its pharmacological properties position it as a promising candidate for drug development efforts targeting various diseases.< strong>The ongoing research into this molecule highlights its importance as part of our chemical toolkit for addressing complex scientific challenges.

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