Cas no 120212-25-1 (6-fluoro-2,3-dihydro-1H-Indol-1-amine)

6-Fluoro-2,3-dihydro-1H-Indol-1-amine is a fluorinated indole derivative with potential applications in pharmaceutical and agrochemical research. The incorporation of a fluorine atom at the 6-position enhances its metabolic stability and bioavailability, making it a valuable intermediate for drug discovery. The dihydroindole scaffold provides a rigid framework, facilitating selective interactions with biological targets. This compound is particularly useful in the synthesis of bioactive molecules, including kinase inhibitors and CNS-active agents, due to its balanced lipophilicity and electronic properties. Its well-defined structure and purity ensure reproducibility in synthetic pathways, supporting its utility in medicinal chemistry and industrial applications.
6-fluoro-2,3-dihydro-1H-Indol-1-amine structure
120212-25-1 structure
Product Name:6-fluoro-2,3-dihydro-1H-Indol-1-amine
CAS No:120212-25-1
MF:C8H9FN2
MW:152.168864965439
MDL:MFCD28015628
CID:1101607
PubChem ID:14210762
Update Time:2025-06-11

6-fluoro-2,3-dihydro-1H-Indol-1-amine Chemical and Physical Properties

Names and Identifiers

    • 6-fluoro-2,3-dihydro-1H-Indol-1-amine
    • 120212-25-1
    • starbld0039929
    • SCHEMBL10424611
    • 6-Fluoroindolin-1-amine
    • EN300-6489350
    • 6-FLUORO-2,3-DIHYDROINDOL-1-AMINE
    • MDL: MFCD28015628
    • Inchi: 1S/C8H9FN2/c9-7-2-1-6-3-4-11(10)8(6)5-7/h1-2,5H,3-4,10H2
    • InChI Key: YXFBUHKJKDIRRN-UHFFFAOYSA-N
    • SMILES: FC1C=CC2=C(C=1)N(CC2)N

Computed Properties

  • Exact Mass: 152.07497646g/mol
  • Monoisotopic Mass: 152.07497646g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • 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: 1.4
  • Topological Polar Surface Area: 29.3?2

6-fluoro-2,3-dihydro-1H-Indol-1-amine Pricemore >>

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Additional information on 6-fluoro-2,3-dihydro-1H-Indol-1-amine

Recent Advances in the Study of 6-fluoro-2,3-dihydro-1H-Indol-1-amine (CAS: 120212-25-1): A Comprehensive Research Brief

In recent years, the compound 6-fluoro-2,3-dihydro-1H-Indol-1-amine (CAS: 120212-25-1) has garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its unique indole scaffold and fluorine substitution, has demonstrated promising potential in various therapeutic applications. The following research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and potential clinical applications.

The synthesis of 6-fluoro-2,3-dihydro-1H-Indol-1-amine has been optimized through several innovative approaches. Recent studies highlight the use of palladium-catalyzed cross-coupling reactions to introduce the fluorine atom at the 6-position of the indole ring, achieving higher yields and purity. Additionally, green chemistry methodologies have been employed to reduce environmental impact, emphasizing the pharmaceutical industry's shift toward sustainable practices.

From a biological perspective, 6-fluoro-2,3-dihydro-1H-Indol-1-amine has shown notable activity as a modulator of serotonin receptors. In vitro studies reveal its high affinity for the 5-HT2A receptor, suggesting potential applications in neuropsychiatric disorders such as depression and anxiety. Furthermore, preliminary in vivo experiments in rodent models have demonstrated its ability to cross the blood-brain barrier efficiently, a critical factor for central nervous system-targeted therapies.

Recent investigations into the pharmacokinetic properties of this compound indicate favorable absorption and metabolic stability. Advanced analytical techniques, including LC-MS/MS, have been utilized to characterize its metabolic pathways, revealing minimal hepatotoxicity—a significant advantage for drug development. These findings position 6-fluoro-2,3-dihydro-1H-Indol-1-amine as a promising candidate for further preclinical evaluation.

In conclusion, the growing body of research on 6-fluoro-2,3-dihydro-1H-Indol-1-amine underscores its therapeutic potential and versatility. Continued exploration of its mechanisms of action and optimization of its pharmacological profile will be essential for translating these findings into clinical applications. This brief serves as a valuable resource for researchers and industry professionals seeking to stay abreast of developments in this rapidly evolving area of chemical biology.

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