Cas no 1337816-60-0 (1-(5-Fluoropyridin-3-yl)propan-2-amine)

1-(5-Fluoropyridin-3-yl)propan-2-amine is a fluorinated pyridine derivative with a propan-2-amine substituent, offering unique reactivity and potential applications in pharmaceutical and agrochemical research. The fluorine atom at the 5-position enhances electron-withdrawing properties, influencing the compound's binding affinity and metabolic stability. The propan-2-amine moiety provides a versatile handle for further functionalization, making it a valuable intermediate in synthetic chemistry. Its structural features suggest utility in the development of bioactive molecules, particularly in CNS-targeting compounds or enzyme inhibitors. The compound's well-defined purity and consistent synthesis ensure reproducibility for research applications. Proper handling is advised due to its amine functionality.
1-(5-Fluoropyridin-3-yl)propan-2-amine structure
1337816-60-0 structure
Product Name:1-(5-Fluoropyridin-3-yl)propan-2-amine
CAS No:1337816-60-0
MF:C8H11FN2
MW:154.184745073318
MDL:MFCD24025596
CID:5618078
PubChem ID:81020858
Update Time:2025-10-28

1-(5-Fluoropyridin-3-yl)propan-2-amine Chemical and Physical Properties

Names and Identifiers

    • AKOS019589992
    • 1-(5-fluoropyridin-3-yl)propan-2-amine
    • EN300-2978564
    • 1337816-60-0
    • 2-(5-Fluoro-pyridin-3-yl)-1-methyl-ethylamine
    • 3-Pyridineethanamine, 5-fluoro-α-methyl-
    • 1-(5-Fluoropyridin-3-yl)propan-2-amine
    • MDL: MFCD24025596
    • Inchi: 1S/C8H11FN2/c1-6(10)2-7-3-8(9)5-11-4-7/h3-6H,2,10H2,1H3
    • InChI Key: YVEZLFZRDMKADG-UHFFFAOYSA-N
    • SMILES: FC1=CN=CC(=C1)CC(C)N

Computed Properties

  • Exact Mass: 154.09062652g/mol
  • Monoisotopic Mass: 154.09062652g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 119
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.7
  • Topological Polar Surface Area: 38.9?2

Experimental Properties

  • Density: 1.099±0.06 g/cm3(Predicted)
  • Boiling Point: 222.4±25.0 °C(Predicted)
  • pka: 8.97±0.10(Predicted)

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1-(5-Fluoropyridin-3-yl)propan-2-amine Related Literature

Additional information on 1-(5-Fluoropyridin-3-yl)propan-2-amine

Introduction to 1-(5-Fluoropyridin-3-yl)propan-2-amine (CAS No. 1337816-60-0)

1-(5-Fluoropyridin-3-yl)propan-2-amine, identified by the Chemical Abstracts Service Number (CAS No.) 1337816-60-0, is a fluorinated pyridine derivative that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, featuring a 5-fluoropyridine moiety linked to a propylamine group, exhibits unique structural and chemical properties that make it a valuable scaffold for the development of novel bioactive molecules.

The 5-fluoropyridine ring is a prominent pharmacophore in modern drug discovery, known for its ability to modulate biological pathways through interactions with various enzymes and receptors. The presence of a fluoro substituent at the 5-position enhances the metabolic stability and binding affinity of the molecule, which are critical factors in drug design. The propylamine side chain contributes to the compound's solubility and pharmacokinetic profile, making it an attractive candidate for further exploration.

In recent years, there has been a surge in research focused on fluorinated heterocycles due to their broad spectrum of biological activities. 1-(5-Fluoropyridin-3-yl)propan-2-amine has been investigated for its potential applications in treating various diseases, including cancer, inflammation, and neurological disorders. Its structural motif is reminiscent of several FDA-approved drugs, suggesting that it may serve as a lead compound or building block for future therapeutics.

One of the most compelling aspects of this compound is its versatility in chemical modification. The 5-fluoropyridine core can be further functionalized to introduce additional pharmacophores or tags, enabling the synthesis of libraries of derivatives with tailored biological properties. This flexibility has made it a popular choice for high-throughput screening (HTS) campaigns and structure-activity relationship (SAR) studies.

Recent advancements in computational chemistry have facilitated the rapid design and optimization of molecules like 1-(5-Fluoropyridin-3-yl)propan-2-amine. Machine learning models, trained on large datasets of bioactive compounds, can predict the binding affinity and toxicity profiles of novel derivatives with high accuracy. This approach has accelerated the discovery process, allowing researchers to focus on the most promising candidates for experimental validation.

The synthesis of 1-(5-Fluoropyridin-3-yl)propan-2-amine typically involves multi-step organic reactions, starting from commercially available fluoropyridine precursors. The introduction of the propylamine group at the 3-position requires careful selection of reaction conditions to ensure high yield and purity. Techniques such as nucleophilic substitution or reductive amination are commonly employed in these transformations.

Once synthesized, 1-(5-Fluoropyridin-3-yl)propan-2-amine undergoes rigorous characterization using spectroscopic methods such as nuclear magnetic resonance (NMR), mass spectrometry (MS), and infrared (IR) spectroscopy. These techniques confirm the molecular structure and purity of the compound before it is subjected to biological testing.

Biological evaluation often involves assessing the compound's interaction with target proteins or enzymes using techniques like enzyme-linked immunosorbent assay (ELISA), surface plasmon resonance (SPR), or X-ray crystallography. The presence of a fluoro substituent can significantly influence binding interactions due to its ability to engage in halogen bonding or modulate electronic properties.

One notable area where 1-(5-Fluoropyridin-3-ylopane)-2-amino has shown promise is in oncology research. Fluorinated pyridines have been incorporated into kinase inhibitors and other anti-cancer agents due to their ability to disrupt tumor growth pathways. Preclinical studies suggest that derivatives of this compound may exhibit inhibitory activity against specific kinases involved in cancer progression.

Additionally, there is growing interest in using fluorinated pyridines as probes for studying protein-protein interactions (PPIs). The unique electronic properties of these moieties allow them to be used in fluorescence-based assays or as affinity labels for target proteins. This application could provide valuable insights into disease mechanisms and aid in the development of targeted therapies.

The pharmaceutical industry continues to invest heavily in fluorinated heterocycles due to their perceived advantages over non-fluorinated analogs. Regulatory agencies often favor drugs containing fluorine atoms because they tend to have improved pharmacokinetic profiles and reduced susceptibility to metabolic degradation. As a result, compounds like 1-(5-Fluoropyridin)-3-amino-propane are likely to remain a cornerstone of drug discovery efforts in the coming years.

In conclusion, 1-(5-Fluoropyridin)-3-amino-propane (CAS No. 1337816–60–0) represents a promising scaffold for developing novel therapeutic agents. Its unique structural features, combined with recent advances in synthetic chemistry and computational biology, position it as a valuable asset for medicinal chemists exploring new treatments for human diseases.

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