Cas no 764717-61-5 (2-Chloro-6-methyl-1,5-naphthyridine)

2-Chloro-6-methyl-1,5-naphthyridine is a heterocyclic organic compound featuring a naphthyridine core substituted with a chloro group at the 2-position and a methyl group at the 6-position. This structure imparts reactivity suitable for further functionalization, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The chloro group enhances electrophilic substitution potential, while the methyl group contributes to steric and electronic modulation. Its high purity and stability under standard conditions ensure reliable performance in cross-coupling reactions and other transformations. The compound is particularly useful in the development of bioactive molecules, offering versatility in medicinal chemistry applications. Proper handling and storage are recommended to maintain its integrity.
2-Chloro-6-methyl-1,5-naphthyridine structure
764717-61-5 structure
Product Name:2-Chloro-6-methyl-1,5-naphthyridine
CAS No:764717-61-5
MF:C9H7ClN2
MW:178.618280649185
MDL:MFCD13181759
CID:1117330
PubChem ID:11148061
Update Time:2025-11-02

2-Chloro-6-methyl-1,5-naphthyridine Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-6-methyl-1,5-Naphthyridine
    • 2-Chlor-6-methyl-[1,5]naphthyridin
    • 2-chloro-6-methyl-[1,5]naphthyridine
    • 2-methyl-6-chloro[1,5]naphthyridine
    • AK316722
    • FT-0713979
    • CS-0100026
    • 764717-61-5
    • DTXSID50456876
    • A915009
    • MFCD13181759
    • SCHEMBL20671158
    • AKOS027324037
    • DS-11462
    • DB-082899
    • 2-Chloro-6-methyl-1,5-naphthyridine
    • MDL: MFCD13181759
    • Inchi: 1S/C9H7ClN2/c1-6-2-3-8-7(11-6)4-5-9(10)12-8/h2-5H,1H3
    • InChI Key: DWSSCIABGWUPBY-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2C(=CC=C(C)N=2)N=1

Computed Properties

  • Exact Mass: 178.03000
  • 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
  • Topological Polar Surface Area: 25.8
  • XLogP3: 2.6

Experimental Properties

  • PSA: 25.78000
  • LogP: 2.59160

2-Chloro-6-methyl-1,5-naphthyridine Security Information

2-Chloro-6-methyl-1,5-naphthyridine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2-Chloro-6-methyl-1,5-naphthyridine Related Literature

Additional information on 2-Chloro-6-methyl-1,5-naphthyridine

2-Chloro-6-methyl-1,5-naphthyridine (CAS No. 764717-61-5): A Versatile Building Block in Modern Chemistry

The 2-Chloro-6-methyl-1,5-naphthyridine (CAS No. 764717-61-5) is a specialized heterocyclic compound that has gained significant attention in pharmaceutical and material science research. This chlorinated naphthyridine derivative serves as a crucial intermediate in the synthesis of various bioactive molecules and functional materials. Its unique molecular structure, featuring both a chloro substituent and a methyl group on the 1,5-naphthyridine core, makes it particularly valuable for structure-activity relationship studies and molecular design.

Recent advancements in medicinal chemistry have highlighted the importance of 2-Chloro-6-methyl-1,5-naphthyridine as a privileged scaffold. Researchers are particularly interested in its potential applications in developing kinase inhibitors and antimicrobial agents, addressing current challenges in drug-resistant infections and targeted cancer therapies. The compound's electron-deficient aromatic system allows for diverse functionalization, making it adaptable to various synthetic routes.

From a material science perspective, 2-Chloro-6-methyl-1,5-naphthyridine derivatives have shown promise in organic electronics. Their ability to participate in π-π stacking interactions and form stable coordination complexes with metals makes them attractive candidates for organic semiconductors and luminescent materials. This aligns with the growing demand for sustainable electronic components in the green technology sector.

The synthesis and applications of 2-Chloro-6-methyl-1,5-naphthyridine have become a hot topic in scientific literature, with particular focus on its structure-property relationships. Analytical techniques such as NMR spectroscopy and X-ray crystallography have been extensively employed to characterize this compound and its derivatives. Recent studies have explored its potential in photocatalysis and energy storage systems, responding to the global push for renewable energy solutions.

Quality control of 2-Chloro-6-methyl-1,5-naphthyridine (CAS No. 764717-61-5) is crucial for research applications. Reputable suppliers typically provide comprehensive analytical data including HPLC purity and mass spectrometry verification. The compound's stability under various conditions has been thoroughly investigated, with particular attention to its storage requirements and handling precautions in laboratory settings.

In the context of drug discovery, the 2-Chloro-6-methyl-1,5-naphthyridine scaffold has demonstrated remarkable versatility. Medicinal chemists have successfully incorporated this moiety into lead compounds targeting various disease pathways. The chlorine atom at position 2 serves as an excellent handle for further derivatization through cross-coupling reactions, while the methyl group at position 6 can influence both the compound's lipophilicity and metabolic stability.

The growing interest in personalized medicine and targeted therapies has further elevated the importance of specialized building blocks like 2-Chloro-6-methyl-1,5-naphthyridine. Researchers are particularly focused on optimizing its synthetic accessibility and developing more efficient routes to its derivatives. Recent publications have highlighted innovative approaches to its preparation, including microwave-assisted synthesis and continuous flow chemistry methods.

From an industrial perspective, the demand for high-purity 2-Chloro-6-methyl-1,5-naphthyridine has been steadily increasing. Manufacturers are responding by developing scalable synthetic protocols and implementing rigorous quality assurance measures. The compound's regulatory status and safety profile have been thoroughly documented, ensuring compliance with international standards for research chemicals.

Future research directions for 2-Chloro-6-methyl-1,5-naphthyridine (CAS No. 764717-61-5) include exploring its potential in bioconjugation chemistry and proteolysis targeting chimeras (PROTACs). These emerging applications align with current trends in chemical biology and drug development, where multifunctional small molecules play increasingly important roles. The compound's unique structural features make it particularly suitable for these cutting-edge applications.

For researchers working with 2-Chloro-6-methyl-1,5-naphthyridine, understanding its spectroscopic properties and reactivity patterns is essential. Comprehensive characterization data, including UV-Vis absorption spectra and electrochemical properties, have been reported in recent literature. These studies provide valuable insights for designing new functional materials and bioactive compounds based on this versatile scaffold.

The environmental fate and green chemistry aspects of 2-Chloro-6-methyl-1,5-naphthyridine synthesis have also gained attention. Researchers are developing more sustainable synthetic routes that minimize waste generation and energy consumption. These efforts respond to the growing emphasis on eco-friendly chemical processes in both academic and industrial settings.

In summary, 2-Chloro-6-methyl-1,5-naphthyridine (CAS No. 764717-61-5) represents a valuable tool for modern chemical research. Its applications span from pharmaceutical development to advanced materials science, addressing some of today's most pressing scientific challenges. As research continues to uncover new properties and applications for this compound, its importance in both academic and industrial chemistry is expected to grow significantly.

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