Cas no 1187164-67-5 (4-(3-Cyanobenzoyl)-2-methylpyridine)

4-(3-Cyanobenzoyl)-2-methylpyridine is a versatile intermediate in organic synthesis, particularly valued for its functionalized aromatic structure. The presence of both a cyano group and a benzoyl moiety on the pyridine ring enhances its reactivity, making it suitable for applications in pharmaceuticals, agrochemicals, and material science. The 2-methyl substitution on the pyridine core contributes to steric and electronic modulation, facilitating selective transformations. This compound is often employed in cross-coupling reactions, heterocyclic derivatization, and as a precursor for bioactive molecules. Its stability under standard conditions and compatibility with common reagents ensure reliable performance in synthetic workflows.
4-(3-Cyanobenzoyl)-2-methylpyridine structure
1187164-67-5 structure
Product Name:4-(3-Cyanobenzoyl)-2-methylpyridine
CAS No:1187164-67-5
MF:C14H10N2O
MW:222.24200296402
MDL:MFCD13153294
CID:4684401
Update Time:2025-06-12

4-(3-Cyanobenzoyl)-2-methylpyridine Chemical and Physical Properties

Names and Identifiers

    • 4-(3-Cyanobenzoyl)-2-methylpyridine
    • 3-(2-Methylisonicotinoyl)benzonitrile
    • MDL: MFCD13153294
    • Inchi: 1S/C14H10N2O/c1-10-7-13(5-6-16-10)14(17)12-4-2-3-11(8-12)9-15/h2-8H,1H3
    • InChI Key: DHUSXCZBMXGLRL-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=C(C#N)C=1)C1C=CN=C(C)C=1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 330
  • Topological Polar Surface Area: 53.8

4-(3-Cyanobenzoyl)-2-methylpyridine Pricemore >>

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Additional information on 4-(3-Cyanobenzoyl)-2-methylpyridine

Introduction to 4-(3-Cyanobenzoyl)-2-methylpyridine (CAS No. 1187164-67-5)

4-(3-Cyanobenzoyl)-2-methylpyridine (CAS No. 1187164-67-5) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound, characterized by its unique structural features, has shown promise in various applications, including pharmaceutical development and advanced materials research. In this comprehensive introduction, we will delve into the chemical properties, synthesis methods, biological activities, and potential applications of 4-(3-Cyanobenzoyl)-2-methylpyridine.

The molecular structure of 4-(3-Cyanobenzoyl)-2-methylpyridine is composed of a pyridine ring substituted with a 3-cyanobenzoyl group and a methyl group. The presence of these functional groups imparts distinct chemical and physical properties to the molecule. The pyridine ring is known for its aromaticity and basicity, while the cyano group and benzoyl moiety contribute to the compound's reactivity and stability. These structural characteristics make 4-(3-Cyanobenzoyl)-2-methylpyridine an attractive candidate for a wide range of chemical reactions and biological studies.

In terms of synthesis, 4-(3-Cyanobenzoyl)-2-methylpyridine can be prepared through several well-established routes. One common method involves the reaction of 2-methylpyridine with 3-cyanobenzoyl chloride in the presence of a base such as triethylamine. This reaction typically proceeds via nucleophilic acyl substitution, yielding the desired product with high purity and yield. Recent advancements in green chemistry have also led to the development of more environmentally friendly synthetic methods, such as using microwave-assisted synthesis or catalytic systems to enhance efficiency and reduce waste.

The biological activities of 4-(3-Cyanobenzoyl)-2-methylpyridine have been extensively studied in recent years. Research has shown that this compound exhibits potent anti-inflammatory and antioxidant properties, making it a potential therapeutic agent for various diseases. For instance, studies have demonstrated that 4-(3-Cyanobenzoyl)-2-methylpyridine can effectively inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6 in vitro. Additionally, its antioxidant activity has been attributed to its ability to scavenge free radicals and protect cells from oxidative damage.

In the context of pharmaceutical development, 4-(3-Cyanobenzoyl)-2-methylpyridine has shown promise as a lead compound for drug discovery. Its unique structure and biological activities make it an attractive starting point for the design and synthesis of novel therapeutic agents. For example, researchers have explored the use of 4-(3-Cyanobenzoyl)-2-methylpyridine as a scaffold for developing new anti-inflammatory drugs with improved efficacy and reduced side effects. Furthermore, its potential as a radioprotective agent has been investigated in preclinical studies, where it demonstrated significant protection against radiation-induced damage in animal models.

Beyond its pharmaceutical applications, 4-(3-Cyanobenzoyl)-2-methylpyridine has also found use in materials science. The compound's strong electron-withdrawing properties make it suitable for applications in organic electronics, such as organic field-effect transistors (OFETs) and organic photovoltaic (OPV) devices. Recent studies have shown that 4-(3-Cyanobenzoyl)-2-methylpyridine can be used as an electron transport material in OPV devices, leading to improved device performance and stability.

In conclusion, 4-(3-Cyanobenzoyl)-2-methylpyridine (CAS No. 1187164-67-5) is a multifaceted compound with a wide range of potential applications in both medicinal chemistry and materials science. Its unique structural features and biological activities make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its properties and applications, 4-(3-Cyanobenzoyl)-2-methylpyridine is poised to play a significant role in advancing various scientific fields.

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