Cas no 1187169-29-4 (2-Chloro-5-(4-nitrobenzoyl)pyridine)

2-Chloro-5-(4-nitrobenzoyl)pyridine is a versatile heterocyclic compound featuring a pyridine core substituted with a chloro group at the 2-position and a 4-nitrobenzoyl moiety at the 5-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The presence of both electron-withdrawing groups (chloro and nitro) enhances its reactivity in nucleophilic substitution and cross-coupling reactions, enabling efficient derivatization. Its well-defined structure and high purity make it suitable for research and industrial applications requiring precise molecular modifications. The compound exhibits stability under standard conditions, facilitating handling and storage. Its synthetic utility is further highlighted by its role in constructing complex nitrogen-containing scaffolds.
2-Chloro-5-(4-nitrobenzoyl)pyridine structure
1187169-29-4 structure
Product Name:2-Chloro-5-(4-nitrobenzoyl)pyridine
CAS No:1187169-29-4
MF:C12H7ClN2O3
MW:262.64858174324
MDL:MFCD13153361
CID:4684760
Update Time:2025-07-02

2-Chloro-5-(4-nitrobenzoyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-(4-nitrobenzoyl)pyridine
    • (6-Chloropyridin-3-yl)(4-nitrophenyl)methanone
    • MDL: MFCD13153361
    • Inchi: 1S/C12H7ClN2O3/c13-11-6-3-9(7-14-11)12(16)8-1-4-10(5-2-8)15(17)18/h1-7H
    • InChI Key: CIEWPFKUAQSEAG-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C=N1)C(C1C=CC(=CC=1)[N+](=O)[O-])=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 324
  • Topological Polar Surface Area: 75.8

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Additional information on 2-Chloro-5-(4-nitrobenzoyl)pyridine

Comprehensive Overview of 2-Chloro-5-(4-nitrobenzoyl)pyridine (CAS No. 1187169-29-4)

2-Chloro-5-(4-nitrobenzoyl)pyridine, with the CAS number 1187169-29-4, is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This compound belongs to the pyridine derivative family, characterized by its unique molecular structure combining a chloro-substituted pyridine ring and a 4-nitrobenzoyl moiety. Its structural complexity makes it a valuable intermediate in synthetic chemistry, particularly in the development of novel bioactive molecules.

In recent years, the demand for pyridine-based compounds has surged due to their versatile applications in drug discovery and material science. Researchers are increasingly exploring 2-Chloro-5-(4-nitrobenzoyl)pyridine for its potential role in designing kinase inhibitors and antimicrobial agents. The compound's nitrobenzoyl group enhances its reactivity, making it a preferred choice for cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig reactions, which are pivotal in modern organic synthesis.

The synthesis of CAS 1187169-29-4 typically involves multi-step organic reactions, including acylation and halogenation processes. One common method is the Friedel-Crafts acylation of 2-chloropyridine with 4-nitrobenzoyl chloride, followed by purification via column chromatography. The compound's purity and yield are critical factors for its application in high-value research, prompting advancements in green chemistry techniques to optimize its production.

From an industrial perspective, 2-Chloro-5-(4-nitrobenzoyl)pyridine is often discussed in the context of custom synthesis and contract manufacturing. Companies specializing in fine chemicals frequently list this compound in their catalogs, catering to the growing needs of academic and commercial laboratories. Its structure-activity relationship (SAR) studies are also a hot topic, as scientists aim to modify its framework to enhance bioactivity while minimizing side effects.

Environmental and regulatory considerations are another focal point for CAS 1187169-29-4. While the compound itself is not classified as hazardous under current guidelines, its derivatives must undergo rigorous toxicity testing and biodegradability assessments. This aligns with the broader trend of sustainable chemistry, where researchers prioritize eco-friendly alternatives and waste reduction strategies.

In the realm of computational chemistry, 2-Chloro-5-(4-nitrobenzoyl)pyridine serves as a model compound for molecular docking simulations. Its electron-rich aromatic system interacts with various biological targets, providing insights into drug-receptor binding mechanisms. Such studies are frequently published in journals focusing on medicinal chemistry and cheminformatics, further elevating the compound's scientific relevance.

For procurement purposes, suppliers emphasize the importance of certificates of analysis (CoA) and batch-to-batch consistency when offering CAS 1187169-29-4. Customers often search for terms like "high-purity 2-Chloro-5-(4-nitrobenzoyl)pyridine" or "bulk suppliers of nitrobenzoyl pyridines," reflecting the need for reliable sourcing in both small-scale and industrial applications.

Looking ahead, the future of 2-Chloro-5-(4-nitrobenzoyl)pyridine appears promising, with ongoing investigations into its role in catalysis and functional material design. As the scientific community continues to uncover its potential, this compound is poised to remain a key player in the advancement of specialty chemicals and innovative therapeutics.

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