Cas no 23616-33-3 (2-Chloro-1,6-naphthyridine)

2-Chloro-1,6-naphthyridine is a heterocyclic compound featuring a naphthyridine core substituted with a chlorine atom at the 2-position. This structure imparts reactivity suitable for further functionalization, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its chlorine moiety enables selective cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, facilitating the construction of complex molecular architectures. The 1,6-naphthyridine scaffold is of particular interest in medicinal chemistry due to its potential bioactivity. The compound is typically characterized by high purity and stability, ensuring consistent performance in synthetic applications. Proper handling under inert conditions is recommended to preserve its reactivity.
2-Chloro-1,6-naphthyridine structure
2-Chloro-1,6-naphthyridine structure
Product Name:2-Chloro-1,6-naphthyridine
CAS No:23616-33-3
MF:C8H5ClN2
MW:164.591700315475
MDL:MFCD11044731
CID:239186
PubChem ID:13531967
Update Time:2025-11-06

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

Names and Identifiers

    • 2-Chloro-1,6-naphthyridine
    • 1,6-Naphthyridine,2-chloro-
    • 1,6-Naphthyridine,2-chloro
    • 2-Chlor-1,6-naphthyridin
    • 2-Chlor-1,6-naphtyridin
    • 2-chloranyl-1,6-naphthyridine
    • 1,6-Naphthyridine, 2-chloro-
    • PubChem14667
    • ZKYKRMVSSXLKSB-UHFFFAOYSA-N
    • FCH887288
    • 1613AB
    • CC0212
    • RP22752
    • MB09141
    • EN001156
    • SY031685
    • AB0080001
    • AX8072568
    • ST24040241
    • A816806
    • AKOS006309176
    • 2-Chloro-1 pound not6-naphthyridine
    • AMY23485
    • CS-0099325
    • MFCD11044731
    • DTXSID30543132
    • chloro-1,6-naphthyridine
    • CS-11855
    • 1,6-Naphthyridin-2-yl chloride
    • J-508596
    • 23616-33-3
    • FT-0645586
    • YAA61633
    • EN300-1197927
    • SCHEMBL3064494
    • 2-Chloro-1,6-naphthyridin
    • MDL: MFCD11044731
    • Inchi: 1S/C8H5ClN2/c9-8-2-1-6-5-10-4-3-7(6)11-8/h1-5H
    • InChI Key: ZKYKRMVSSXLKSB-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C2C=NC=CC2=N1

Computed Properties

  • Exact Mass: 164.01400
  • Monoisotopic Mass: 164.0141259g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 140
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.1
  • Topological Polar Surface Area: 25.8

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.35
  • Melting Point: No data available
  • Boiling Point: 298.922°C at 760 mmHg
  • Flash Point: 162.817°C
  • Refractive Index: 1.663
  • PSA: 25.78000
  • LogP: 2.28320
  • Vapor Pressure: No data available

2-Chloro-1,6-naphthyridine Security Information

2-Chloro-1,6-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%

2-Chloro-1,6-naphthyridine Pricemore >>

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2-Chloro-1,6-naphthyridine Suppliers

Amadis Chemical Company Limited
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(CAS:23616-33-3)2-Chloro-1,6-naphthyridine
Order Number:A816806
Stock Status:in Stock
Quantity:1g/250mg
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:08
Price ($):541.0/180.0

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

Introduction to 2-Chloro-1,6-naphthyridine (CAS No: 23616-33-3)

2-Chloro-1,6-naphthyridine, identified by the Chemical Abstracts Service Number (CAS No) 23616-33-3, is a significant heterocyclic compound that has garnered considerable attention in the field of pharmaceutical and chemical research. This compound belongs to the naphthyridine class, a structural motif characterized by a fused bicyclic system containing nitrogen atoms. The presence of a chlorine substituent at the 2-position enhances its reactivity and makes it a valuable intermediate in synthetic chemistry, particularly in the development of biologically active molecules.

The structure of 2-Chloro-1,6-naphthyridine consists of two pyridine rings connected by a methylene bridge, with a chlorine atom attached to one of the nitrogen atoms. This unique arrangement imparts distinct electronic and steric properties, making it a versatile building block for medicinal chemists. The compound's ability to participate in various chemical reactions, such as nucleophilic substitution and metal coordination, further underscores its importance in synthetic methodologies.

In recent years, 2-Chloro-1,6-naphthyridine has been extensively studied for its potential applications in drug discovery. Its scaffold is closely related to other naphthyridine derivatives that have demonstrated efficacy in treating a range of diseases, including infections and cancers. The chlorine atom at the 2-position serves as a handle for further functionalization, allowing chemists to tailor the molecule's properties to specific biological targets.

One of the most compelling aspects of 2-Chloro-1,6-naphthyridine is its role in the synthesis of antimicrobial agents. Researchers have leveraged its structural features to develop novel compounds with enhanced activity against resistant bacterial strains. For instance, studies have shown that derivatives of this molecule can inhibit bacterial enzymes crucial for cell wall synthesis, thereby providing a new avenue for combating infections.

Moreover, 2-Chloro-1,6-naphthyridine has been explored as a precursor in the development of anticancer drugs. The naphthyridine core is known to interact with DNA and disrupt replication processes in cancer cells. By incorporating 2-Chloro-1,6-naphthyridine into drug candidates, scientists have been able to design molecules that selectively target tumor cells while minimizing toxicity to healthy tissues. Preliminary clinical trials have shown promising results, indicating its potential as a therapeutic agent.

The compound's utility extends beyond pharmaceutical applications. In materials science, 2-Chloro-1,6-naphthyridine has been investigated for its potential use in organic electronics. Its electron-deficient nature makes it suitable for incorporation into conductive polymers and small-molecule semiconductors. These materials are essential components in devices such as organic light-emitting diodes (OLEDs) and solar cells, where efficient charge transport is critical.

Recent advances in computational chemistry have also highlighted the significance of 2-Chloro-1,6-naphthyridine as a key intermediate in catalytic processes. Researchers have utilized molecular modeling techniques to understand how this compound interacts with transition metals during catalytic cycles. These insights have led to the development of more efficient catalysts for industrial applications, including polymerization reactions and cross-coupling reactions.

The synthesis of 2-Chloro-1,6-naphthyridine itself is an area of active research. Chemists have developed various methods for its preparation, ranging from multi-step organic syntheses to more streamlined approaches using transition metal-catalyzed reactions. These advancements have not only improved the availability of the compound but also provided new insights into its reactivity and functionalization possibilities.

In conclusion,2-Chloro-1,6-naphthyridine (CAS No: 23616-33-3) is a multifaceted compound with broad applications in pharmaceuticals, materials science, and catalysis. Its unique structural features and reactivity make it an invaluable tool for researchers seeking to develop novel therapeutics and advanced materials. As our understanding of its properties continues to grow,2-Chloro-1,6-naphthyridine will undoubtedly play an increasingly important role in future scientific endeavors.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:23616-33-3)2-Chloro-1,6-naphthyridine
A816806
Purity:99%/99%
Quantity:1g/250mg
Price ($):541.0/180.0
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