Cas no 55687-00-8 (2-chloro-6-methyl-Quinoxaline)

2-Chloro-6-methyl-quinoxaline is a heterocyclic aromatic compound featuring a quinoxaline core substituted with a chlorine atom at the 2-position and a methyl group at the 6-position. This structure imparts versatility as a key intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. The chloro and methyl substituents enhance reactivity, facilitating further functionalization through cross-coupling, nucleophilic substitution, or cyclization reactions. Its stability under standard conditions and well-defined reactivity profile make it a valuable building block for constructing complex molecular architectures. The compound is typically handled under controlled conditions due to its potential sensitivity to moisture and light.
2-chloro-6-methyl-Quinoxaline structure
2-chloro-6-methyl-Quinoxaline structure
Product Name:2-chloro-6-methyl-Quinoxaline
CAS No:55687-00-8
MF:C9H7ClN2
MW:178.618280649185
MDL:MFCD15144501
CID:944326
PubChem ID:12686409
Update Time:2025-11-02

2-chloro-6-methyl-Quinoxaline Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-6-methyl-Quinoxaline
    • 2-Chloro-6-methylquinoxaline
    • Quinoxaline, 2-chloro-6-methyl-
    • 2-Chlor-6-methyl-chinoxalin
    • AK126964
    • KB-230067
    • PubChem20636
    • MDDZKKIHTFOAEF-UHFFFAOYSA-N
    • AKOS015969032
    • BS-17583
    • DTXSID20506877
    • SCHEMBL557898
    • 55687-00-8
    • CS-0152880
    • MDL: MFCD15144501
    • Inchi: 1S/C9H7ClN2/c1-6-2-3-7-8(4-6)11-5-9(10)12-7/h2-5H,1H3
    • InChI Key: MDDZKKIHTFOAEF-UHFFFAOYSA-N
    • SMILES: ClC1=CN=C2C=C(C)C=CC2=N1

Computed Properties

  • Exact Mass: 178.0297759g/mol
  • Monoisotopic Mass: 178.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 163
  • 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: 2.6
  • Topological Polar Surface Area: 25.8?2

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Additional information on 2-chloro-6-methyl-Quinoxaline

2-Chloro-6-methyl-Quinoxaline (CAS No. 55687-00-8): Properties, Applications, and Market Insights

2-Chloro-6-methyl-Quinoxaline (CAS No. 55687-00-8) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This quinoxaline derivative is characterized by its unique molecular structure, featuring a chloro substitution at the 2-position and a methyl group at the 6-position of the quinoxaline ring. Its versatility makes it a valuable intermediate in the synthesis of various bioactive molecules.

The growing interest in 2-Chloro-6-methyl-Quinoxaline is evident from its increasing applications in drug discovery and crop protection. Researchers are particularly intrigued by its potential as a building block for antimicrobial agents and kinase inhibitors, which aligns with current trends in combating antibiotic resistance and developing targeted cancer therapies. The compound's electron-deficient quinoxaline core also makes it suitable for materials science applications, including organic semiconductors.

From a chemical perspective, 2-Chloro-6-methyl-Quinoxaline demonstrates interesting reactivity patterns. The chloro substituent at position 2 provides an excellent site for nucleophilic aromatic substitution reactions, while the methyl group at position 6 offers opportunities for further functionalization through oxidation or radical reactions. These properties make it a versatile intermediate in organic synthesis, particularly for constructing more complex nitrogen-containing heterocycles that are prevalent in many pharmaceutical compounds.

The synthesis of 2-Chloro-6-methyl-Quinoxaline typically involves the condensation of appropriate o-phenylenediamine derivatives with α-haloketones, followed by selective chlorination. Recent advances in green chemistry have led to more sustainable production methods, addressing environmental concerns in chemical manufacturing. This aligns with the pharmaceutical industry's growing emphasis on green synthetic routes and atom economy.

In the pharmaceutical sector, 2-Chloro-6-methyl-Quinoxaline serves as a key precursor for various drug candidates. Its structural motif appears in compounds being investigated for their anti-inflammatory properties, CNS activity, and potential as anti-diabetic agents. The compound's ability to interact with biological targets through multiple binding modes makes it particularly valuable in medicinal chemistry programs.

The agrochemical industry also benefits from 2-Chloro-6-methyl-Quinoxaline derivatives, which show promise as plant growth regulators and pesticidal agents. With increasing global focus on sustainable agriculture and reduced environmental impact of crop protection products, researchers are exploring novel quinoxaline-based agrochemicals that offer improved selectivity and lower toxicity profiles.

Market analysis indicates steady growth in demand for 2-Chloro-6-methyl-Quinoxaline, driven by expanding research in both pharmaceutical and agricultural sectors. The compound's cost-effectiveness as a synthetic intermediate and its structural versatility contribute to its commercial viability. Suppliers are responding to this demand by optimizing production scales and improving purity specifications to meet the stringent requirements of end-users.

Quality control for 2-Chloro-6-methyl-Quinoxaline typically involves rigorous analytical testing, including HPLC, GC-MS, and NMR spectroscopy. These methods ensure the compound meets the high purity standards required for research and industrial applications. The availability of high-purity 2-Chloro-6-methyl-Quinoxaline with comprehensive analytical documentation has become increasingly important for researchers working in regulated environments.

From a safety perspective, proper handling procedures should be followed when working with 2-Chloro-6-methyl-Quinoxaline, including the use of appropriate personal protective equipment. While not classified as highly hazardous, standard laboratory precautions for handling organic compounds should be observed to ensure safe usage in research and industrial settings.

The future outlook for 2-Chloro-6-methyl-Quinoxaline appears promising, with ongoing research exploring new applications in materials science and specialty chemicals. Its role in the development of organic electronic materials and photovoltaic devices represents an exciting frontier, particularly as the world transitions toward more sustainable energy solutions.

For researchers and manufacturers seeking 2-Chloro-6-methyl-Quinoxaline suppliers, it's important to evaluate vendors based on product quality, consistency, and technical support. The compound's increasing importance in various industries underscores the need for reliable supply chains and transparent quality assurance processes.

In conclusion, 2-Chloro-6-methyl-Quinoxaline (CAS No. 55687-00-8) stands as a significant compound in modern chemical research and industrial applications. Its unique structural features, combined with versatile reactivity, make it invaluable across multiple sectors. As scientific understanding of quinoxaline chemistry continues to advance, the potential applications of this compound are likely to expand further, solidifying its position as an important building block in chemical synthesis.

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