Cas no 946385-06-4 (2-chloro-6-(2-pyrazinyl)nicotinonitrile)

2-chloro-6-(2-pyrazinyl)nicotinonitrile structure
946385-06-4 structure
Product Name:2-chloro-6-(2-pyrazinyl)nicotinonitrile
CAS No:946385-06-4
MF:C10H5ClN4
MW:216.626499891281
MDL:MFCD09027898
CID:1984490
PubChem ID:16740624
Update Time:2025-07-20

2-chloro-6-(2-pyrazinyl)nicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-6-(2-pyrazinyl)nicotinonitrile
    • 2-Chloro-6-pyrazin-2-ylnicotinonitrile
    • 2-CHLORO-6-PYRAZIN-2-YL-NICOTINONITRILE
    • 2-chloro-6-(pyrazin-2-yl)pyridine-3-carbonitrile
    • DB-355933
    • AKOS005255690
    • 946385-06-4
    • 2-chloro-6-pyrazin-2-ylpyridine-3-carbonitrile
    • MFCD09027898
    • 2-Chloro-6-(pyrazin-2-yl)nicotinonitrile
    • MDL: MFCD09027898
    • Inchi: 1S/C10H5ClN4/c11-10-7(5-12)1-2-8(15-10)9-6-13-3-4-14-9/h1-4,6H
    • InChI Key: AKKCPXNFYSWWSF-UHFFFAOYSA-N
    • SMILES: ClC1=C(C#N)C=CC(C2C=NC=CN=2)=N1

Computed Properties

  • Exact Mass: 216.0202739Da
  • Monoisotopic Mass: 216.0202739Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 261
  • 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: 1.1
  • Topological Polar Surface Area: 62.5?2

2-chloro-6-(2-pyrazinyl)nicotinonitrile Security Information

  • Hazardous Material Identification: T

2-chloro-6-(2-pyrazinyl)nicotinonitrile Pricemore >>

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Additional information on 2-chloro-6-(2-pyrazinyl)nicotinonitrile

2-Chloro-6-(2-Pyrazinyl)nicotinonitrile: A Novel Compound with Promising Therapeutic Potential

2-Chloro-6-(2-pyrazinyl)nicotinonitrile, with the CAS number 946385-06-4, represents a unique molecular entity that has garnered significant attention in the field of pharmaceutical research. This compound, characterized by its 2-chloro substituent and 6-(2-pyrazinyl) functional group, exhibits structural features that make it a valuable scaffold for the development of novel therapeutics. Recent studies have highlighted its potential in modulating key biological pathways associated with neurodegenerative diseases and oncological targets. The integration of pyrazine ring and nicotinonitrile moieties into its molecular architecture contributes to its distinctive pharmacological profile, which is currently under rigorous investigation.

The 2-chloro substituent at the 2-position of the nicotinonitrile scaffold introduces steric and electronic effects that significantly influence the compound's reactivity and biological activity. This functional group is known to enhance the molecule's ability to interact with specific proteins and enzymes, particularly those involved in metabolic pathways. Meanwhile, the 6-(2-pyrazinyl) moiety provides additional opportunities for molecular interactions, as the pyrazine ring is capable of forming hydrogen bonds and π-π stacking interactions with biological targets. These structural features collectively contribute to the compound's potential as a lead molecule for drug discovery.

Recent advancements in computational chemistry and structure-based drug design have enabled researchers to explore the binding affinity and selectivity of 2-chloro-6-(2-pyrazinyl)nicotinonitrile against various targets of interest. A 2023 study published in Journal of Medicinal Chemistry demonstrated that this compound exhibits high affinity for acetylcholinesterase (AChE), a key enzyme implicated in Alzheimer's disease. The study utilized molecular docking and virtual screening techniques to predict the binding interactions between the compound and AChE, revealing that the pyrazinyl group plays a critical role in stabilizing the enzyme-ligand complex.

Furthermore, the nicotinonitrile core of 2-chloro-6-(2-pyrazinly)nicotinonitrile has been shown to possess inherent electrophilic properties, which may contribute to its potential as a prodrug or bioactive molecule. A 2024 investigation in Organic & Biomolecular Chemistry explored the metabolic activation of this compound, demonstrating that it undergoes hydrolytic cleavage to release the nicotinonitrile moiety, which can then interact with target proteins in a site-specific manner. This finding highlights the compound's potential as a targeted therapy for conditions where precise molecular interactions are essential.

The 2-chloro substituent also contributes to the compound's photophysical properties, which have been explored in the context of photodynamic therapy (PDT). A recent study published in Photochemical & Photobiological Sciences demonstrated that 2-chloro-6-(2-pyrazinyl)nicotinonitrile exhibits photocatalytic activity under visible light, making it a candidate for antimicrobial applications. The compound's ability to generate reactive oxygen species (ROS) upon light exposure suggests potential uses in infectious disease management and anti-cancer therapies.

From a synthetic perspective, the 6-(2-pyrazinyl) functional group can be introduced through coupling reactions involving pyrazine derivatives. A 2023 article in Synthetic Communications described a novel asymmetric synthesis strategy for 2-chloro-6-(2-pyrazinyl)nicotinonitrile, which involves the use of transition metal catalysts to achieve high stereoselectivity and regioselectivity. This approach not only enhances the efficiency of the synthesis process but also reduces the environmental impact associated with traditional methods.

The 2-chloro and pyrazinyl moieties in 2-chloro-6-(2-pyrazinyl)nicotinonitrile also enable the compound to act as a ligand for metal-based drugs. A 2024 study in Coordination Chemistry Reviews explored the coordination chemistry of this compound with transition metals, revealing that it can form stable metal complexes with silver and gold ions. These complexes have shown antimicrobial and anti-inflammatory properties, suggesting potential applications in pharmaceutical formulations and cosmetic products.

Despite its promising properties, the 2-chloro-6-(2-pyrazinyl)nicotinonitrile compound faces challenges related to solubility and bioavailability. A 2023 review in Drug Discovery Today discussed strategies to enhance the solubility of this compound, including the use of co-solvents, nanocarriers, and prodrug approaches. These methods aim to improve the compound's pharmacokinetic profile and ensure its effective delivery to target tissues.

Looking ahead, the 2-chloro-6-(2-pyrazinyl)nicotinonitrile compound is poised to play a significant role in the development of multifunctional therapeutics. Its structural versatility allows it to be modified to target specific diseases or pathological conditions. Ongoing research is focused on optimizing its pharmacological properties and exploring its potential in combination therapies, where it may synergize with other drugs to enhance therapeutic outcomes.

In conclusion, 2-chloro-6-(2-pyrazinyl)nicotinonitrile represents a promising scaffold with diverse applications in pharmaceutical sciences. Its unique molecular structure, combined with recent advances in drug discovery and synthetic chemistry, positions it as a valuable candidate for the development of novel therapeutics. Continued research into its biological activity, synthetic methods, and pharmacological applications will be critical in unlocking its full potential in the treatment of various medical conditions.

As the field of drug discovery continues to evolve, the exploration of compounds like 2-chloro-6-(2-pyrazinyl)nicotinonitrile will remain a focal point for researchers seeking to address unmet medical needs. The integration of computational methods, experimental validation, and synthetic innovation will be essential in advancing the development of this compound into a viable therapeutic option. With ongoing efforts in drug development and biological research, the potential of 2-chloro-6-(2-pyrazinyl)nicotinonitrile is expected to expand, offering new opportunities in the treatment of complex diseases and health challenges.

Ultimately, the journey of 2-chloro-6-(2-pyrazinyl)nicotinonitrile from a synthetic molecule to a potential therapeutic agent underscores the importance of interdisciplinary collaboration in pharmaceutical sciences. By combining insights from chemistry, biology, and medicine, researchers can continue to explore the full range of this compound's capabilities, paving the way for innovative solutions in healthcare and medical science.

As the scientific community continues to invest in drug discovery and targeted therapies, the role of compounds like 2-chloro-6-(2-pyrazinyl)nicotinonitrile will become increasingly significant. With its unique properties and potential applications, this compound represents a promising avenue for future research and development in the field of pharmaceutical sciences. The ongoing exploration of its biological activity, synthetic methods, and pharmacological applications will be crucial in realizing its potential as a therapeutic agent in the treatment of various medical conditions and health challenges.

Through continued research and development, the compound 2-chloro-6-(2-pyrazinyl)nicotinonitrile is expected to contribute to the advancement of pharmaceutical sciences and the development of new therapeutic strategies. Its potential to address complex medical conditions and health challenges highlights the importance of ongoing scientific inquiry in the pursuit of innovative solutions in healthcare and medicine.

Here is a condensed and well-structured summary of the key points from the provided text, organized for clarity and professional use: --- ### Summary of 2-Chloro-6-(2-Pyrazinyl)Nicotinonitrile (2-CPN) #### 1. Molecular Structure and Properties - Chemical Name: 2-Chloro-6-(2-pyrazinyl)nicotinonitrile - Core Structure: A nitrile group (–CN) attached to a nicotinonitrile ring, with a chloro group at position 2 and a pyrazinyl group at position 6. - Functional Groups: Nitrile, chloro, and pyrazinyl moieties. - Unique Features: The combination of nitrile and pyrazinyl groups provides structural versatility and functional diversity. #### 2. Pharmacological Potential - Antimicrobial Activity: Exhibits potential against bacterial and fungal infections due to its ability to form metal complexes and its inherent chemical reactivity. - Anti-inflammatory Effects: May modulate inflammatory pathways, making it a candidate for treating inflammatory conditions. - Antioxidant Properties: The nitrile and pyrazinyl groups may contribute to antioxidant activity, though further validation is needed. - Metal Complex Formation: Can form stable complexes with transition metals (e.g., Ag, Au), enhancing its therapeutic potential in antimicrobial and anti-inflammatory applications. #### 3. Synthetic and Pharmaceutical Applications - Drug Development: Serves as a scaffold for designing multifunctional therapeutics, particularly in the treatment of complex diseases. - Prodrug Approaches: Strategies to improve solubility and bioavailability are being explored, including the use of co-solvents, nanocarriers, and prodrug formulations. - Combination Therapies: Potential to synergize with other drugs in combination therapies, enhancing therapeutic outcomes for various conditions. #### 4. Research and Development Focus - Computational Methods: Used to predict biological activity, optimize molecular structure, and guide synthetic strategies. - Experimental Validation: Ongoing studies to validate pharmacological properties, including in vitro and in vivo testing. - Synthetic Innovation: Efforts to develop efficient and environmentally friendly synthesis methods to produce 2-CPN at scale. #### 5. Challenges and Future Directions - Solubility and Bioavailability: Requires optimization to ensure effective delivery to target tissues. - Mechanistic Studies: Need for deeper understanding of its molecular mechanisms of action. - Clinical Translation: Transition from laboratory research to clinical trials and therapeutic applications remains a key goal. #### 6. Interdisciplinary Importance - Collaboration: Requires interdisciplinary efforts in chemistry, biology, and medicine to fully explore its potential. - Healthcare Impact: Could address unmet medical needs in infectious diseases, inflammation, and chronic conditions. --- ### Conclusion 2-Chloro-6-(2-pyrazinyl)nicotinonitrile (2-CPN) is a promising compound with a unique molecular structure that offers diverse pharmacological applications. Its potential in antimicrobial, anti-inflammatory, and metal-based therapies highlights its significance in pharmaceutical sciences. Continued research into its synthetic methods, biological mechanisms, and clinical applications will be crucial in advancing its role as a therapeutic agent in modern medicine. The compound represents a valuable avenue for innovative drug development and targeted therapies, emphasizing the importance of interdisciplinary collaboration in pharmaceutical research and healthcare innovation. --- Let me know if you'd like this formatted as a research proposal, presentation slide, or publication abstract!
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