Cas no 16492-09-4 (9-chloro-2-methylacridine)

9-Chloro-2-methylacridine is a heterocyclic organic compound featuring an acridine core substituted with a chloro group at the 9-position and a methyl group at the 2-position. This structure imparts unique electronic and steric properties, making it valuable in synthetic chemistry and materials science. The chloro group enhances reactivity for further functionalization, while the methyl group contributes to stability and modulates solubility. Its rigid planar framework is advantageous for applications in fluorescence studies, coordination chemistry, and as a building block for pharmaceuticals or optoelectronic materials. The compound's well-defined reactivity profile and structural versatility make it a useful intermediate in research and industrial settings.
9-chloro-2-methylacridine structure
9-chloro-2-methylacridine structure
Product Name:9-chloro-2-methylacridine
CAS No:16492-09-4
MF:C14H10ClN
MW:227.688902378082
MDL:MFCD08262843
CID:121687
PubChem ID:614926
Update Time:2025-11-01

9-chloro-2-methylacridine Chemical and Physical Properties

Names and Identifiers

    • Acridine,9-chloro-2-methyl-
    • 9-CHLORO-2-METHYLACRIDINE
    • 2-Methyl-9-chloro-acridine
    • 9-chloro-2-methyl-acridine
    • 9-Chloro-2-methylacridine #
    • DTXSID50346783
    • Acridine, 9-chloro-2-methyl-
    • Z185587024
    • 16492-09-4
    • MAFSCEBEIDYRAH-UHFFFAOYSA-N
    • AB00749565-01
    • EN300-24333
    • D87004
    • 9-chloro-2-methylacridine
    • MDL: MFCD08262843
    • Inchi: 1S/C14H10ClN/c1-9-6-7-13-11(8-9)14(15)10-4-2-3-5-12(10)16-13/h2-8H,1H3
    • InChI Key: MAFSCEBEIDYRAH-UHFFFAOYSA-N
    • SMILES: ClC1C2C=CC=CC=2N=C2C=CC(C)=CC2=1

Computed Properties

  • Exact Mass: 227.0503
  • Monoisotopic Mass: 227.0501770g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 0
  • Complexity: 255
  • 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: 4.5
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89

9-chloro-2-methylacridine Pricemore >>

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9-chloro-2-methylacridine Related Literature

Additional information on 9-chloro-2-methylacridine

Comprehensive Overview of 9-Chloro-2-methylacridine (CAS No. 16492-09-4): Properties, Applications, and Research Insights

9-Chloro-2-methylacridine (CAS No. 16492-09-4) is a heterocyclic organic compound belonging to the acridine family, characterized by a chloro-substituted methyl group at specific positions. This compound has garnered significant attention in pharmaceutical and material science research due to its unique structural properties and versatile applications. In recent years, the demand for acridine derivatives has surged, driven by their potential in fluorescence imaging, anticancer drug development, and organic electronics.

The molecular structure of 9-Chloro-2-methylacridine features a planar tricyclic aromatic system, which contributes to its photostability and electron-accepting capabilities. Researchers have explored its role as a DNA intercalator, making it a candidate for therapeutic agent design. Additionally, its fluorescence properties are leveraged in biomarker development and cellular imaging, aligning with the growing interest in precision medicine and diagnostic tools.

From a synthetic perspective, 9-Chloro-2-methylacridine is often synthesized via cyclization reactions or halogenation of precursor compounds. Its solubility in organic solvents like dimethyl sulfoxide (DMSO) and chloroform facilitates its use in laboratory settings. Recent studies highlight its potential in organic light-emitting diodes (OLEDs), where its electron transport properties enhance device efficiency—a topic trending in sustainable technology forums.

In the context of drug discovery, this compound’s structure-activity relationship (SAR) has been investigated for antimicrobial and anti-inflammatory effects. With the rise of antibiotic resistance, researchers are probing acridine-based scaffolds as alternatives. Moreover, its low toxicity profile in preliminary studies makes it a promising candidate for further preclinical evaluation.

Environmental and green chemistry applications are also emerging. The compound’s stability under UV irradiation has sparked interest in photocatalysis and wastewater treatment research. As industries prioritize eco-friendly solutions, 9-Chloro-2-methylacridine could play a role in pollutant degradation systems.

For analytical chemists, HPLC and mass spectrometry are commonly employed to quantify and characterize this compound. Its distinct UV-Vis absorption peaks enable precise detection, addressing the need for high-throughput screening in modern labs. FAQs like "How to synthesize 9-Chloro-2-methylacridine?" or "What are the industrial uses of acridine derivatives?" reflect user curiosity, underscoring the importance of accessible scientific data.

In summary, 9-Chloro-2-methylacridine (CAS No. 16492-09-4) bridges multiple disciplines, from medicinal chemistry to advanced materials. Its adaptability to cutting-edge research ensures continued relevance, particularly in personalized healthcare and renewable energy innovations. Future studies may unlock further applications, solidifying its position as a valuable chemical entity.

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