Cas no 769-27-7 (3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl-)

3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl-, is a substituted pyridine derivative with a nitrile functional group and an amino substituent at the 6-position. This compound is of interest in pharmaceutical and agrochemical research due to its versatile reactivity, enabling its use as a building block for heterocyclic synthesis. The presence of both electron-donating (amino) and electron-withdrawing (cyano) groups enhances its utility in nucleophilic and electrophilic reactions. Its well-defined structure and purity make it suitable for applications in medicinal chemistry, particularly in the development of bioactive molecules. The dimethyl substitution pattern may influence steric and electronic properties, offering tailored reactivity for targeted synthetic pathways.
3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl- structure
769-27-7 structure
Product Name:3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl-
CAS No:769-27-7
MF:C8H9N3
MW:147.177160978317
MDL:MFCD00027370
CID:537017
Update Time:2025-05-25

3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl- Chemical and Physical Properties

Names and Identifiers

    • 3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl-
    • 6-Amino-2,4-dimethylnicotinonitrile
    • 6-amino-2,4-dimethylpyridine-3-carbonitrile
    • 2-amino-4,6-dimethyl-5-pyridinecarbonitrile
    • 6-amino-2,4-dimethyl-3-pyridinecarbonitrile
    • 6-Amino-2,4-dimethyl-nicotinonitril
    • 6-amino-2,4-dimethyl-nicotinonitrile
    • 6-amino-3-cyano-2,4-dimethylpyridine
    • AC1MXNRG
    • AC1Q2OZ3
    • CTK2G7141
    • HMS2617G21
    • SureCN553686
    • MDL: MFCD00027370
    • Inchi: 1S/C8H9N3/c1-5-3-8(10)11-6(2)7(5)4-9/h3H,1-2H3,(H2,10,11)
    • InChI Key: ZFXMWBGQRGABCI-UHFFFAOYSA-N
    • SMILES: N1C(=CC(C)=C(C#N)C=1C)N

Computed Properties

  • Exact Mass: 147.07977
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0

Experimental Properties

  • PSA: 62.7

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Additional information on 3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl-

3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl: A Comprehensive Overview

3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl (CAS No. 769-27-7) is a versatile organic compound with significant applications in various fields of chemistry and materials science. This compound, also referred to as 6-amino-2,4-dimethylpyridine-3-carbonitrile, is a derivative of pyridine with functional groups that enhance its reactivity and utility in synthetic processes.

The structure of 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl consists of a pyridine ring substituted with an amino group at the 6-position and methyl groups at the 2 and 4 positions. The carbonitrile group at the 3-position introduces a strong electron-withdrawing effect, which significantly influences the electronic properties of the molecule. This makes it an attractive substrate for various organic transformations, including nucleophilic substitutions and additions.

Recent studies have highlighted the role of 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl in the synthesis of advanced materials such as coordination polymers and metal-organic frameworks (MOFs). Researchers have demonstrated that this compound can act as a versatile ligand due to its ability to coordinate with metal ions through both the nitrogen atom of the pyridine ring and the amino group. For instance, a study published in *Chemical Communications* explored its use in constructing highly porous MOFs with potential applications in gas storage and catalysis.

In addition to its role in materials science, 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl has gained attention in medicinal chemistry for its potential as a lead compound in drug discovery. The presence of multiple functional groups allows for extensive chemical modification, enabling researchers to explore its pharmacological properties. A recent investigation in *Journal of Medicinal Chemistry* reported that derivatives of this compound exhibit promising anti-inflammatory activity by targeting specific enzymes involved in inflammatory pathways.

The synthesis of 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl involves a multi-step process that typically starts with the preparation of intermediates such as pyridine derivatives or aminomethylpyridines. One common approach involves the cyanation of appropriately substituted pyridines using reagents like hydrogen cyanide or cyanide salts under catalytic conditions. The introduction of methyl groups is often achieved through alkylation reactions or by employing pre-substituted starting materials.

One area where 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl has shown particular promise is in catalysis. Its ability to act as a ligand in transition metal complexes has led to the development of catalysts for various reactions, including olefin polymerization and cross-coupling reactions. For example, a study published in *Angewandte Chemie International Edition* demonstrated that cobalt complexes derived from this compound exhibit high activity in ethylene polymerization under mild conditions.

Furthermore, 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl has been explored for its potential in electrochemistry and energy storage applications. Its electron-deficient nature makes it suitable for use as an electrode material or as part of redox-active components in batteries and supercapacitors. Research conducted at leading institutions has shown that derivatives of this compound can enhance the performance of lithium-ion batteries by improving their energy density and cycling stability.

In terms of industrial applications, 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl is used as an intermediate in the production of agrochemicals and pharmaceuticals. Its ability to undergo various functional group transformations makes it a valuable building block for synthesizing more complex molecules with desired biological activities.

Looking ahead, ongoing research into 3-Pyridinecarbonitrile, 6-Amino-2,4-Dimethyl is expected to uncover new applications across diverse fields. Its unique combination of functional groups positions it as a key player in the development of novel materials and therapeutic agents.

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