Cas no 88260-24-6 (N-cyclohexyl-3-methylpyridin-2-amine)

N-Cyclohexyl-3-methylpyridin-2-amine is a substituted pyridine derivative featuring a cyclohexylamine moiety at the 2-position and a methyl group at the 3-position of the pyridine ring. This compound is of interest in synthetic and medicinal chemistry due to its potential as a versatile intermediate for the development of pharmaceuticals, agrochemicals, and ligands for catalytic applications. The cyclohexyl group enhances lipophilicity, while the pyridine core offers coordination sites for metal complexes. Its structural features make it suitable for further functionalization, enabling tailored modifications for specific applications. The compound is typically handled under controlled conditions due to its reactivity and sensitivity to air or moisture.
N-cyclohexyl-3-methylpyridin-2-amine structure
88260-24-6 structure
Product Name:N-cyclohexyl-3-methylpyridin-2-amine
CAS No:88260-24-6
MF:C12H18N2
MW:190.284722805023
CID:639468
PubChem ID:2366446
Update Time:2025-10-29

N-cyclohexyl-3-methylpyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Pyridinamine, N-cyclohexyl-3-methyl-
    • N-cyclohexyl-3-methylpyridin-2-amine
    • CHEMBL1702778
    • DTXSID60368274
    • CS-0219034
    • EN300-02889
    • AKOS000115977
    • HMS1404G20
    • Z56846766
    • SMR000347691
    • Enamine_003672
    • MLS001003970
    • IDI1_007315
    • 88260-24-6
    • Cyclohexyl-(3-methyl-pyridin-2-yl)-amine
    • HMS2679J08
    • SCHEMBL11491661
    • Inchi: 1S/C12H18N2/c1-10-6-5-9-13-12(10)14-11-7-3-2-4-8-11/h5-6,9,11H,2-4,7-8H2,1H3,(H,13,14)
    • InChI Key: LKMFUVVVZFUIES-UHFFFAOYSA-N
    • SMILES: N(C1C(C)=CC=CN=1)C1CCCCC1

Computed Properties

  • Exact Mass: 190.146998583g/mol
  • Monoisotopic Mass: 190.146998583g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 164
  • 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: 3.3
  • Topological Polar Surface Area: 24.9?2

N-cyclohexyl-3-methylpyridin-2-amine Security Information

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Additional information on N-cyclohexyl-3-methylpyridin-2-amine

N-cyclohexyl-3-methylpyridin-2-amine (CAS No. 88260-24-6): A Comprehensive Overview

N-cyclohexyl-3-methylpyridin-2-amine (CAS No. 88260-24-6) is a versatile organic compound with a unique structure and a wide range of potential applications in the fields of chemistry, biology, and pharmaceuticals. This compound is characterized by its cyclohexyl and methylpyridine moieties, which contribute to its distinct chemical properties and biological activities. In this comprehensive overview, we will delve into the chemical structure, synthesis methods, biological activities, and potential applications of N-cyclohexyl-3-methylpyridin-2-amine.

The chemical structure of N-cyclohexyl-3-methylpyridin-2-amine is defined by its cyclohexyl substituent attached to the nitrogen atom of the pyridine ring, along with a methyl group at the 3-position of the pyridine ring. This configuration imparts specific physical and chemical properties to the compound, such as solubility, stability, and reactivity. The pyridine ring is a key feature that contributes to the compound's ability to form hydrogen bonds and participate in various chemical reactions.

The synthesis of N-cyclohexyl-3-methylpyridin-2-amine can be achieved through several methods. One common approach involves the reaction of 3-methylpyridine with cyclohexylamine in the presence of a suitable catalyst. This reaction typically proceeds via a nucleophilic substitution mechanism, where the cyclohexylamine attacks the electrophilic carbon atom of the 3-methylpyridine ring. Recent advancements in catalytic chemistry have led to more efficient and environmentally friendly synthesis routes, reducing the use of hazardous reagents and improving overall yields.

In terms of biological activities, N-cyclohexyl-3-methylpyridin-2-amine has shown promising results in various studies. Research has indicated that this compound exhibits significant anti-inflammatory properties, making it a potential candidate for the development of new anti-inflammatory drugs. The anti-inflammatory effects are attributed to its ability to inhibit key enzymes involved in the inflammatory response, such as cyclooxygenase (COX) and lipoxygenase (LOX).

Additionally, N-cyclohexyl-3-methylpyridin-2-amine has been investigated for its potential neuroprotective effects. Studies have demonstrated that this compound can protect neurons from oxidative stress and apoptosis, which are common mechanisms underlying neurodegenerative diseases such as Alzheimer's and Parkinson's disease. The neuroprotective properties are believed to be mediated by its ability to modulate intracellular signaling pathways and reduce oxidative damage.

The potential applications of N-cyclohexyl-3-methylpyridin-2-amine extend beyond anti-inflammatory and neuroprotective uses. It has also been explored for its antiviral properties, particularly against RNA viruses such as influenza and coronaviruses. Recent research has shown that this compound can inhibit viral replication by interfering with key viral enzymes and proteins, making it a promising lead for the development of antiviral therapeutics.

In the pharmaceutical industry, N-cyclohexyl-3-methylpyridin-2-amine is being evaluated as a potential drug candidate for various therapeutic indications. Clinical trials are currently underway to assess its safety and efficacy in treating inflammatory conditions, neurodegenerative diseases, and viral infections. These trials aim to provide robust evidence supporting its use as a novel therapeutic agent.

Beyond its therapeutic applications, N-cyclohexyl-3-methylpyridin-2-amine has found utility in other areas of research and development. For instance, it is used as an intermediate in the synthesis of more complex organic molecules and as a ligand in coordination chemistry. Its unique structural features make it an attractive building block for constructing novel materials with specific functional properties.

In conclusion, N-cyclohexyl-3-methylpyridin-2-amine (CAS No. 88260-24-6) is a multifaceted compound with significant potential in various scientific and industrial applications. Its unique chemical structure and biological activities make it an important molecule for further research and development. As ongoing studies continue to uncover new insights into its properties and applications, it is likely that this compound will play an increasingly important role in advancing our understanding of complex biological processes and developing innovative therapeutic solutions.

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