Cas no 52449-78-2 (2-Naphthalenecarbonitrile, 1-chloro-)

2-Naphthalenecarbonitrile, 1-chloro- is a chlorinated naphthalene derivative with the molecular formula C??H?ClN. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. Its key advantages include high reactivity due to the presence of both a nitrile and chloro functional group, enabling versatile transformations such as nucleophilic substitutions and cyclization reactions. The compound's stability under standard conditions and well-defined purity make it suitable for precise synthetic applications. It is commonly employed in research and industrial settings where functionalized naphthalene scaffolds are required. Proper handling and storage are recommended due to its potential reactivity.
2-Naphthalenecarbonitrile, 1-chloro- structure
52449-78-2 structure
Product Name:2-Naphthalenecarbonitrile, 1-chloro-
CAS No:52449-78-2
MF:C11H6ClN
MW:187.625041484833
CID:359591
PubChem ID:12405677
Update Time:2025-10-28

2-Naphthalenecarbonitrile, 1-chloro- Chemical and Physical Properties

Names and Identifiers

    • 2-Naphthalenecarbonitrile, 1-chloro-
    • 1-Chloro-2-cyanonaphthalene
    • 1-chloronaphthalene-2-carbonitrile
    • FT-0760507
    • 52449-78-2
    • DTXSID40496726
    • SCHEMBL11556490
    • Inchi: 1S/C11H6ClN/c12-11-9(7-13)6-5-8-3-1-2-4-10(8)11/h1-6H
    • InChI Key: UWPBZQSTQOKGLK-UHFFFAOYSA-N
    • SMILES: ClC1C(C#N)=CC=C2C=CC=CC2=1

Computed Properties

  • Exact Mass: 187.01898
  • Monoisotopic Mass: 187.0188769g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 230
  • 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: 3.5
  • Topological Polar Surface Area: 23.8?2

Experimental Properties

  • PSA: 23.79

2-Naphthalenecarbonitrile, 1-chloro- Pricemore >>

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Additional information on 2-Naphthalenecarbonitrile, 1-chloro-

Recent Advances in the Study of 2-Naphthalenecarbonitrile, 1-chloro- (CAS: 52449-78-2)

The compound 2-Naphthalenecarbonitrile, 1-chloro- (CAS: 52449-78-2) has garnered significant attention in recent years due to its versatile applications in chemical, biological, and pharmaceutical research. This briefing synthesizes the latest findings on its synthesis, biological activity, and potential therapeutic uses, providing a comprehensive overview for researchers and industry professionals.

Recent studies have highlighted the role of 2-Naphthalenecarbonitrile, 1-chloro- as a key intermediate in the synthesis of complex organic molecules, particularly in the development of novel pharmaceuticals. Its unique chemical structure, featuring a chloro-substituted naphthalene ring, makes it a valuable building block for drug discovery. Researchers have explored its utility in the synthesis of anticancer agents, antimicrobial compounds, and other bioactive molecules.

One of the most notable advancements is the optimization of synthetic routes for 2-Naphthalenecarbonitrile, 1-chloro-. A 2023 study published in the Journal of Organic Chemistry demonstrated a high-yield, environmentally friendly synthesis method using catalytic chlorination and cyanation reactions. This method not only improves efficiency but also reduces the environmental impact compared to traditional approaches.

In the realm of biological activity, recent investigations have revealed that 2-Naphthalenecarbonitrile, 1-chloro- exhibits promising antimicrobial properties. A study in the European Journal of Medicinal Chemistry reported its efficacy against drug-resistant bacterial strains, suggesting potential applications in addressing antibiotic resistance. Additionally, preliminary in vitro studies have shown cytotoxic effects against certain cancer cell lines, warranting further exploration.

The compound's mechanism of action is also under scrutiny. Computational and experimental studies suggest that its bioactivity may stem from interactions with specific cellular targets, such as enzymes involved in DNA replication or protein synthesis. These insights are paving the way for the design of derivatives with enhanced potency and selectivity.

Despite these promising developments, challenges remain. The compound's stability, solubility, and pharmacokinetic properties need further optimization to advance its therapeutic potential. Researchers are actively investigating formulation strategies, such as nanoparticle encapsulation, to overcome these limitations.

In conclusion, 2-Naphthalenecarbonitrile, 1-chloro- (CAS: 52449-78-2) represents a compound of significant interest in chemical and pharmaceutical research. Its dual role as a synthetic intermediate and a bioactive molecule underscores its versatility. Continued research efforts are expected to unlock new applications and improve its efficacy, making it a valuable asset in the fight against diseases and drug resistance.

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