Cas no 401469-73-6 ((4-Bromonaphthalen-2-yl)acetonitrile)

(4-Bromonaphthalen-2-yl)acetonitrile is a brominated naphthalene derivative featuring an acetonitrile functional group, making it a valuable intermediate in organic synthesis. Its structure combines the reactivity of a bromo-substituted aromatic ring with the versatility of a nitrile group, enabling applications in cross-coupling reactions, cyclizations, and pharmaceutical precursor synthesis. The compound's high purity and stability under standard conditions ensure reliable performance in research and industrial settings. Its distinct reactivity profile facilitates the construction of complex heterocyclic frameworks, particularly in medicinal chemistry and materials science. The bromine substituent allows for further functionalization via metal-catalyzed transformations, enhancing its utility in tailored synthetic pathways.
(4-Bromonaphthalen-2-yl)acetonitrile structure
401469-73-6 structure
Product Name:(4-Bromonaphthalen-2-yl)acetonitrile
CAS No:401469-73-6
MF:C12H8BrN
MW:246.102622032166
MDL:MFCD18410695
CID:843476
PubChem ID:5249152
Update Time:2025-06-08

(4-Bromonaphthalen-2-yl)acetonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Bromonaphthalen-2-yl)acetonitrile
    • 2-Naphthaleneacetonitrile, 4-bromo-
    • 4-Bromonaphthalene-2-acetonitrile
    • FCH1373461
    • AK127745
    • AX8249536
    • DTXSID90413160
    • (4-Bromonaphthalen-2-yl)acetonitrile
    • AS-63509
    • BRA46973
    • CS-0323264
    • 401469-73-6
    • DB-337640
    • AKOS016013687
    • MDL: MFCD18410695
    • Inchi: 1S/C12H8BrN/c13-12-8-9(5-6-14)7-10-3-1-2-4-11(10)12/h1-4,7-8H,5H2
    • InChI Key: SUMAJOULTIGOOM-UHFFFAOYSA-N
    • SMILES: BrC1=CC(CC#N)=CC2C=CC=CC=21

Computed Properties

  • Exact Mass: 244.98401g/mol
  • Monoisotopic Mass: 244.98401g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 242
  • 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
  • Topological Polar Surface Area: 23.8
  • XLogP3: 3.5

(4-Bromonaphthalen-2-yl)acetonitrile Pricemore >>

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Additional information on (4-Bromonaphthalen-2-yl)acetonitrile

Recent Advances in the Study of (4-Bromonaphthalen-2-yl)acetonitrile (CAS: 401469-73-6) in Chemical Biology and Pharmaceutical Research

The compound (4-Bromonaphthalen-2-yl)acetonitrile (CAS: 401469-73-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications as a key intermediate in the synthesis of bioactive molecules. This research briefing provides an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential therapeutic applications.

Recent studies have highlighted the role of (4-Bromonaphthalen-2-yl)acetonitrile in the development of novel kinase inhibitors, particularly in the context of cancer therapy. Researchers have successfully utilized this compound as a building block for the synthesis of small-molecule inhibitors targeting specific oncogenic kinases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy in the synthesis of potent and selective inhibitors of the JAK-STAT signaling pathway, which plays a crucial role in various hematological malignancies.

In addition to its applications in oncology, (4-Bromonaphthalen-2-yl)acetonitrile has shown promise in the development of anti-inflammatory agents. A recent publication in Bioorganic & Medicinal Chemistry Letters reported its use as a precursor for the synthesis of novel COX-2 inhibitors with improved selectivity profiles. The study revealed that derivatives of this compound exhibited significant anti-inflammatory activity in vitro and in vivo, with reduced gastrointestinal side effects compared to traditional NSAIDs.

The synthetic versatility of (4-Bromonaphthalen-2-yl)acetonitrile has been further demonstrated in the field of neurodegenerative disease research. A 2024 study published in ACS Chemical Neuroscience described its application in the development of small molecules targeting α-synuclein aggregation, a key pathological feature of Parkinson's disease. The researchers successfully modified the compound to create novel inhibitors that showed promising results in both biochemical and cell-based assays.

From a chemical perspective, recent advances in the synthesis and modification of (4-Bromonaphthalen-2-yl)acetonitrile have been reported in several high-impact journals. A notable development is the application of transition metal-catalyzed cross-coupling reactions to create diverse derivatives of this compound. These synthetic methodologies have significantly expanded the structural diversity accessible from this scaffold, enabling more comprehensive structure-activity relationship studies.

Looking forward, the unique chemical properties of (4-Bromonaphthalen-2-yl)acetonitrile continue to inspire innovative research across multiple therapeutic areas. Its combination of synthetic accessibility and biological relevance makes it an attractive starting point for medicinal chemistry programs. Future research directions may include further exploration of its applications in targeted protein degradation, allosteric modulator development, and the creation of bifunctional pharmacological agents.

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