Cas no 1379335-15-5 (3-(5-bromo-2-fluorophenoxy)propanenitrile)

3-(5-Bromo-2-fluorophenoxy)propanenitrile is a brominated and fluorinated aromatic ether nitrile compound, primarily utilized as a versatile intermediate in organic synthesis. Its key structural features—a bromo and fluoro substituent on the phenyl ring, coupled with a nitrile-functionalized propoxy linker—make it valuable for constructing complex molecules in pharmaceutical and agrochemical research. The electron-withdrawing groups enhance reactivity in cross-coupling reactions, while the nitrile moiety offers further derivatization potential. This compound exhibits high purity and stability under standard conditions, ensuring reliable performance in synthetic applications. Its precise functionalization makes it particularly useful for designing bioactive compounds or advanced materials requiring tailored electronic or steric properties.
3-(5-bromo-2-fluorophenoxy)propanenitrile structure
1379335-15-5 structure
Product Name:3-(5-bromo-2-fluorophenoxy)propanenitrile
CAS No:1379335-15-5
MF:C9H7BrFNO
MW:244.060384988785
MDL:MFCD18911585
CID:5159919
Update Time:2026-03-04

3-(5-bromo-2-fluorophenoxy)propanenitrile Chemical and Physical Properties

Names and Identifiers

    • 3-(5-bromo-2-fluorophenoxy)propanenitrile
    • Propanenitrile, 3-(5-bromo-2-fluorophenoxy)-
    • MDL: MFCD18911585
    • Inchi: 1S/C9H7BrFNO/c10-7-2-3-8(11)9(6-7)13-5-1-4-12/h2-3,6H,1,5H2
    • InChI Key: XJASAKJLHKPSCT-UHFFFAOYSA-N
    • SMILES: C(#N)CCOC1=CC(Br)=CC=C1F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3

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Additional information on 3-(5-bromo-2-fluorophenoxy)propanenitrile

Recent Advances in the Study of 3-(5-bromo-2-fluorophenoxy)propanenitrile (CAS: 1379335-15-5)

The compound 3-(5-bromo-2-fluorophenoxy)propanenitrile (CAS: 1379335-15-5) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug discovery and development. This nitrile-containing aromatic ether has shown promising biological activity, particularly in the modulation of specific enzymatic pathways and receptor interactions. Recent studies have focused on elucidating its mechanism of action, optimizing its synthetic routes, and exploring its therapeutic potential in various disease models.

A 2023 study published in the Journal of Medicinal Chemistry investigated the compound's role as a selective inhibitor of tyrosine kinase receptors. The research team employed molecular docking simulations and in vitro assays to demonstrate that 3-(5-bromo-2-fluorophenoxy)propanenitrile exhibits high binding affinity to the ATP-binding site of specific receptor tyrosine kinases, with IC50 values in the low micromolar range. These findings suggest its potential as a lead compound for developing novel anticancer agents targeting aberrant kinase signaling pathways.

Another significant development comes from synthetic chemistry research, where scientists have developed more efficient synthetic routes for 3-(5-bromo-2-fluorophenoxy)propanenitrile. A recent publication in Organic Process Research & Development describes a scalable, one-pot synthesis method that improves yield from 62% to 89% while reducing the number of purification steps. This advancement is particularly important for potential industrial-scale production and further pharmacological evaluation of the compound.

Pharmacokinetic studies of 3-(5-bromo-2-fluorophenoxy)propanenitrile have also progressed, with a 2024 preclinical study reporting improved metabolic stability compared to earlier analogs. The compound demonstrated favorable absorption characteristics in rodent models, with oral bioavailability reaching 68% and a plasma half-life of approximately 4.5 hours. These properties make it a promising candidate for further drug development optimization.

Emerging research has also explored the compound's potential in neurological applications. Preliminary in vitro studies suggest that 3-(5-bromo-2-fluorophenoxy)propanenitrile may modulate GABAergic neurotransmission, though the exact mechanism remains under investigation. This finding opens new avenues for potential applications in neurological disorders, though much more research is needed to validate these early observations.

The safety profile of 3-(5-bromo-2-fluorophenoxy)propanenitrile has been evaluated in recent toxicological studies. Acute toxicity tests in animal models indicate a relatively safe profile at therapeutic doses, with no observed neurotoxicity or cardiotoxicity at concentrations below 100 mg/kg. However, chronic toxicity studies are still ongoing to fully assess the compound's long-term safety.

Future research directions for 3-(5-bromo-2-fluorophenoxy)propanenitrile include structure-activity relationship studies to optimize its pharmacological properties, investigation of potential combination therapies, and exploration of its use in drug delivery systems. The compound's unique chemical structure and demonstrated biological activities position it as a valuable scaffold for further medicinal chemistry exploration in multiple therapeutic areas.

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