Cas no 1214346-00-5 (2-Chloro-6-(pyridin-4-yl)isonicotinic acid)

2-Chloro-6-(pyridin-4-yl)isonicotinic acid is a heterocyclic compound featuring a pyridine and isonicotinic acid scaffold with a chloro substituent at the 2-position. This structure imparts unique reactivity and potential utility in pharmaceutical and agrochemical synthesis, particularly as an intermediate in the development of bioactive molecules. The presence of both pyridyl and carboxylic acid functional groups enhances its versatility for further derivatization, enabling applications in metal coordination chemistry or as a building block for heterocyclic frameworks. Its well-defined molecular architecture ensures consistent performance in coupling reactions and other transformations, making it a valuable reagent for research in medicinal chemistry and material science.
2-Chloro-6-(pyridin-4-yl)isonicotinic acid structure
1214346-00-5 structure
Product Name:2-Chloro-6-(pyridin-4-yl)isonicotinic acid
CAS No:1214346-00-5
MF:C11H7ClN2O2
MW:234.638481378555
CID:4801865
Update Time:2025-08-03

2-Chloro-6-(pyridin-4-yl)isonicotinic acid Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-6-(pyridin-4-yl)isonicotinic acid
    • 2-chloro-6-pyridin-4-ylpyridine-4-carboxylic acid
    • 2-CHLORO-6-(PYRIDIN-4-YL)PYRIDINE-4-CARBOXYLIC ACID
    • 2-Chloro-6-(pyridin-4-yl)isonicotinic acid
    • Inchi: 1S/C11H7ClN2O2/c12-10-6-8(11(15)16)5-9(14-10)7-1-3-13-4-2-7/h1-6H,(H,15,16)
    • InChI Key: HGFCASQEEVBNJT-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C(=O)O)=CC(C2C=CN=CC=2)=N1

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 256
  • XLogP3: 1.9
  • Topological Polar Surface Area: 63.1

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Additional information on 2-Chloro-6-(pyridin-4-yl)isonicotinic acid

Introduction to 2-Chloro-6-(pyridin-4-yl)isonicotinic Acid (CAS No. 1214346-00-5) and Its Emerging Applications in Chemical Biology

2-Chloro-6-(pyridin-4-yl)isonicotinic acid, identified by its unique Chemical Abstracts Service (CAS) number 1214346-00-5, represents a significant compound in the realm of chemical biology and pharmaceutical research. This heterocyclic carboxylic acid derivative has garnered attention due to its structural complexity and versatile biological activities. The compound’s molecular framework, featuring a chlorinated pyridine ring fused with an isonicotinic acid moiety, positions it as a promising scaffold for the development of novel therapeutic agents.

The structural motif of 2-Chloro-6-(pyridin-4-yl)isonicotinic acid encompasses key pharmacophoric elements that are widely recognized for their interaction with biological targets. The presence of a chlorine substituent at the 2-position enhances electrophilicity, facilitating nucleophilic substitution reactions that are pivotal in medicinal chemistry. Concurrently, the pyridine ring contributes to hydrogen bonding capabilities and lipophilicity, which are critical factors in drug design. These features make the compound an attractive candidate for further derivatization and optimization.

Recent advancements in computational chemistry and high-throughput screening have enabled researchers to explore the potential of 2-Chloro-6-(pyridin-4-yl)isonicotinic acid in various therapeutic contexts. Studies have highlighted its inhibitory effects on enzymes such as kinases and phosphodiesterases, which are implicated in numerous diseases, including cancer and inflammatory disorders. The compound’s ability to modulate these enzymatic pathways suggests its utility as a lead compound for drug discovery programs targeting metabolic syndromes and neurodegenerative diseases.

In particular, the integration of 2-Chloro-6-(pyridin-4-yl)isonicotinic acid into drug candidates has been investigated for its potential antitumor properties. Preclinical studies have demonstrated that derivatives of this compound exhibit selective toxicity toward certain cancer cell lines by disrupting critical signaling cascades. The chlorinated pyridine moiety appears to play a crucial role in these interactions, likely through direct binding to protein targets or influencing enzyme conformational changes. Such findings underscore the importance of 2-Chloro-6-(pyridin-4-yl)isonicotinic acid as a building block in oncology research.

The pharmaceutical industry has also explored the antimicrobial applications of 2-Chloro-6-(pyridin-4-yl)isonicotinic acid. Emerging evidence indicates that modifications to its core structure can enhance activity against resistant bacterial strains by interfering with essential bacterial metabolic pathways. The pyridine ring’s ability to penetrate bacterial cell membranes while maintaining stability under physiological conditions makes it an ideal candidate for antibiotic development. Researchers are particularly interested in synthesizing analogs that exhibit synergistic effects with existing antibiotics, thereby mitigating the rise of multidrug-resistant pathogens.

Beyond its therapeutic potential, 2-Chloro-6-(pyridin-4-yl)isonicotinic acid has found utility in agrochemical research as well. Its structural features allow for the development of novel herbicides and fungicides that target specific enzymatic pathways in plants without harming beneficial organisms. This aligns with global efforts to create sustainable agricultural practices that minimize environmental impact while maintaining crop productivity. The compound’s versatility underscores its significance across multiple domains of chemical biology.

The synthesis of 2-Chloro-6-(pyridin-4-yl)isonicotinic acid presents unique challenges due to its complex stereochemistry and functional group compatibility. However, modern synthetic methodologies have enabled efficient production routes that maintain high purity standards. Advances in catalytic processes and green chemistry principles have further refined these methods, reducing waste generation and energy consumption. Such innovations not only enhance scalability but also align with regulatory requirements for environmentally responsible manufacturing.

Future directions in research on 2-Chloro-6-(pyridin-4-yl)isonicotinic acid include exploring its role in drug delivery systems and nanotechnology applications. The compound’s ability to form stable complexes with nanoparticles offers new possibilities for targeted drug delivery, improving therapeutic efficacy while reducing side effects. Additionally, its interaction with biomaterials suggests potential uses in tissue engineering and regenerative medicine, where precise control over molecular interactions is essential.

In summary, 2-Chloro-6-(pyridin-4-yl)isonicotinic acid (CAS No. 1214346-00-5) stands as a cornerstone in chemical biology research due to its multifaceted applications across pharmaceuticals, agrochemicals, and material science. Its structural attributes enable diverse functional modifications, making it a valuable scaffold for developing innovative solutions to global health challenges. As scientific understanding progresses, the compound’s potential is expected to expand further, driving advancements that benefit society at large.

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