Cas no 156482-75-6 (2-(2-Methoxynaphthalen-1-yl)ethanamine)

2-(2-Methoxynaphthalen-1-yl)ethanamine is a naphthalene-derived amine compound featuring a methoxy substituent at the 2-position and an ethanamine side chain at the 1-position of the naphthalene ring. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The methoxy group enhances electron density, influencing regioselectivity in further functionalization, while the primary amine moiety offers versatility for derivatization via amidation, reductive amination, or other coupling reactions. Its well-defined molecular framework ensures consistency in synthetic applications, and it is often utilized in the development of bioactive compounds due to its balanced lipophilicity and structural rigidity.
2-(2-Methoxynaphthalen-1-yl)ethanamine structure
156482-75-6 structure
Product Name:2-(2-Methoxynaphthalen-1-yl)ethanamine
CAS No:156482-75-6
MF:C13H15NO
MW:201.264303445816
CID:1086190
PubChem ID:11820140
Update Time:2025-11-02

2-(2-Methoxynaphthalen-1-yl)ethanamine Chemical and Physical Properties

Names and Identifiers

    • 2-(2-Methoxynaphthalen-1-yl)ethanamine
    • 2-(2-methoxy-1-naphthyl)ethanamine(SALTDATA: HCl)
    • 2-(2-methoxynaphthyl)ethylamine
    • 2-(2-methoxy-1-naphthyl)ethanamine
    • 2-(2-Methoxy-naphthalen-1-yl)-ethylamine
    • IBGVDLDIASPYHY-UHFFFAOYSA-N
    • MFCD08448793
    • 2-(2-methoxynaphthalen-1-yl)ethan-1-amine
    • AKOS005292484
    • 156482-75-6
    • G29239
    • 2-(2-methoxy-1-naphthyl)ethylamine
    • ALBB-032388
    • STL068932
    • EN300-657127
    • SCHEMBL1254856
    • MDL: MFCD08448793
    • Inchi: 1S/C13H15NO/c1-15-13-7-6-10-4-2-3-5-11(10)12(13)8-9-14/h2-7H,8-9,14H2,1H3
    • InChI Key: IBGVDLDIASPYHY-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC=C2C=CC=CC2=C1CCN

Computed Properties

  • Exact Mass: 201.115364102g/mol
  • Monoisotopic Mass: 201.115364102g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 195
  • 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: 2.5
  • Topological Polar Surface Area: 35.2?2

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Additional information on 2-(2-Methoxynaphthalen-1-yl)ethanamine

Comprehensive Guide to 2-(2-Methoxynaphthalen-1-yl)ethanamine (CAS No. 156482-75-6): Properties, Applications, and Market Insights

2-(2-Methoxynaphthalen-1-yl)ethanamine (CAS No. 156482-75-6) is a specialized organic compound with a unique naphthalene-based structure. This compound, often referred to as a methoxynaphthalene derivative, has garnered significant attention in pharmaceutical and material science research due to its versatile chemical properties. The presence of both methoxy and ethylamine functional groups makes it a valuable intermediate in synthetic chemistry.

In recent years, the demand for 2-(2-Methoxynaphthalen-1-yl)ethanamine has increased, driven by its potential applications in drug discovery and organic electronics. Researchers are particularly interested in its role as a building block for bioactive molecules, especially in the development of novel central nervous system (CNS) therapeutics. This aligns with current trends in neuroscience research, where compounds with naphthalene scaffolds are being explored for their neuroprotective and anti-inflammatory properties.

The chemical structure of 2-(2-Methoxynaphthalen-1-yl)ethanamine features a naphthalene core substituted with a methoxy group at the 2-position and an ethylamine side chain at the 1-position. This arrangement contributes to its moderate lipophilicity, making it suitable for crossing biological membranes - a critical factor in pharmaceutical applications. The compound's molecular weight of 201.26 g/mol and moderate polarity make it soluble in common organic solvents like ethanol and dimethyl sulfoxide (DMSO).

One of the most exciting applications of 2-(2-Methoxynaphthalen-1-yl)ethanamine is in the field of fluorescent probes and organic light-emitting diodes (OLEDs). The naphthalene moiety provides excellent photophysical properties, making it valuable for developing new materials for optoelectronic devices. This application has gained momentum with the growing demand for energy-efficient display technologies and organic semiconductors.

From a synthetic chemistry perspective, 2-(2-Methoxynaphthalen-1-yl)ethanamine serves as a versatile intermediate. It can undergo various reactions including N-acylation, reductive amination, and palladium-catalyzed coupling reactions. These transformations enable the creation of diverse molecular architectures, particularly useful in medicinal chemistry and material science applications. Recent publications highlight its use in constructing multi-target-directed ligands for complex diseases.

The global market for naphthalene derivatives like 2-(2-Methoxynaphthalen-1-yl)ethanamine is experiencing steady growth, projected to expand at a CAGR of 5-7% through 2030. This growth is primarily driven by pharmaceutical applications and the increasing demand for specialty chemicals in Asia-Pacific regions. Manufacturers are focusing on developing cost-effective synthesis routes to meet the rising demand while maintaining high purity standards (>98%).

Quality control of 2-(2-Methoxynaphthalen-1-yl)ethanamine typically involves advanced analytical techniques such as HPLC, GC-MS, and NMR spectroscopy. The compound's stability profile shows it to be relatively stable under ambient conditions, though it's recommended to store it in cool, dry environments away from strong oxidizers. Proper handling procedures should always be followed, including the use of appropriate personal protective equipment (PPE).

Recent patent literature reveals growing interest in 2-(2-Methoxynaphthalen-1-yl)ethanamine derivatives for various therapeutic areas. Several applications describe its incorporation into serotonin receptor modulators and dopamine transporter inhibitors, addressing current needs in mental health treatment. This aligns with the increasing global focus on neuropsychiatric drug development and the search for novel CNS-active compounds.

Environmental and regulatory aspects of 2-(2-Methoxynaphthalen-1-yl)ethanamine production are becoming increasingly important. Manufacturers are adopting green chemistry principles to minimize waste and reduce the environmental impact of synthesis processes. The compound currently falls under general chemical regulations, with proper safety data sheets (SDS) available from reputable suppliers.

Future research directions for 2-(2-Methoxynaphthalen-1-yl)ethanamine include exploring its potential in cancer therapeutics and neurodegenerative disease research. Preliminary studies suggest that derivatives of this compound may exhibit interesting kinase inhibitory activity and neuroprotective effects. These developments are particularly relevant given current healthcare challenges and the growing prevalence of age-related neurological disorders.

For researchers and industry professionals seeking high-purity 2-(2-Methoxynaphthalen-1-yl)ethanamine, it's crucial to source the compound from reputable chemical suppliers with proper certificates of analysis (CoA). The compound is typically available in quantities ranging from milligrams to kilograms, with custom synthesis options for larger-scale requirements. Current pricing trends reflect the compound's specialized nature and the complexity of its synthesis.

In conclusion, 2-(2-Methoxynaphthalen-1-yl)ethanamine (CAS No. 156482-75-6) represents a valuable chemical entity with diverse applications in pharmaceutical research and material science. Its unique structural features and synthetic versatility position it as an important building block molecule for future innovations in drug discovery and advanced materials. As research continues to uncover new potential applications, this compound is likely to maintain its significance in scientific and industrial contexts.

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