Cas no 239810-43-6 (2,6-Dichloropyridine-3-sulfonyl chloride)

2,6-Dichloropyridine-3-sulfonyl chloride is a versatile sulfonylating reagent widely used in organic synthesis and pharmaceutical intermediates. Its key advantages include high reactivity as a sulfonyl chloride, enabling efficient introduction of the sulfonyl group into target molecules. The dichloropyridine backbone enhances stability and selectivity in reactions, making it suitable for complex transformations. This compound is particularly valuable in the synthesis of agrochemicals, dyes, and active pharmaceutical ingredients (APIs), where precise functionalization is critical. Its crystalline solid form ensures ease of handling and storage under standard conditions. The product’s well-defined structure and consistent purity make it a reliable choice for research and industrial applications.
2,6-Dichloropyridine-3-sulfonyl chloride structure
239810-43-6 structure
Product Name:2,6-Dichloropyridine-3-sulfonyl chloride
CAS No:239810-43-6
MF:C5H2Cl3NO2S
MW:246.498877048492
MDL:MFCD06739118
CID:245595
PubChem ID:19378712
Update Time:2025-08-04

2,6-Dichloropyridine-3-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dichloropyridine-3-sulfonyl chloride
    • 3-Pyridinesulfonylchloride, 2,6-dichloro-
    • 2,5-DICHLOROBENZENESULFONAMIDE
    • 2,6-Dichloro-pyridine-3-sulfonyl chloride
    • 239810-43-6
    • EN300-60442
    • AKOS006222958
    • CS-0171171
    • SCHEMBL17368
    • OCZHXCDELJNNNS-UHFFFAOYSA-N
    • MFCD06739118
    • J-015301
    • DTXSID40598532
    • 2, 6-dichloropyridine-3-sulfonyl chloride
    • 2,6-DICHLORO-3-PYRIDINESULFONYL CHLORIDE
    • AB28637
    • 2 pound not6-Dichloro-pyridine-3-sulfonylchloride
    • AS-30697
    • A848594
    • Z945246542
    • FT-0725463
    • 2,6-Dichloropyridine-3-sulfonylchloride
    • MDL: MFCD06739118
    • Inchi: 1S/C5H2Cl3NO2S/c6-4-2-1-3(5(7)9-4)12(8,10)11/h1-2H
    • InChI Key: OCZHXCDELJNNNS-UHFFFAOYSA-N
    • SMILES: ClS(C1C(=NC(=CC=1)Cl)Cl)(=O)=O

Computed Properties

  • Exact Mass: 244.88700
  • Monoisotopic Mass: 244.887183g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 250
  • 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: 2.8
  • Topological Polar Surface Area: 55.4?2

Experimental Properties

  • Color/Form: Pale-yellow to Yellow-brown Solid
  • PSA: 55.41000
  • LogP: 3.39670

2,6-Dichloropyridine-3-sulfonyl chloride Security Information

2,6-Dichloropyridine-3-sulfonyl chloride Pricemore >>

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Additional information on 2,6-Dichloropyridine-3-sulfonyl chloride

2,6-Dichloropyridine-3-sulfonyl chloride (CAS No. 239810-43-6): A Versatile Reagent in Medicinal Chemistry

2,6-Dichloropyridine-3-sulfonyl chloride (CAS No. 239810-43-6) is a highly versatile reagent that has gained significant attention in the field of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has found extensive applications in the synthesis of various bioactive molecules and drug candidates. Its ability to undergo selective reactions and form stable derivatives makes it an invaluable tool for researchers and chemists working on the development of novel therapeutic agents.

The chemical structure of 2,6-dichloropyridine-3-sulfonyl chloride consists of a pyridine ring substituted with two chlorine atoms at the 2 and 6 positions, and a sulfonyl chloride group at the 3 position. This arrangement imparts unique reactivity and selectivity to the molecule, enabling it to participate in a wide range of chemical transformations. The presence of the sulfonyl chloride group allows for facile nucleophilic substitution reactions, making it an excellent electrophile for the synthesis of sulfonamides and other functionalized derivatives.

In recent years, 2,6-dichloropyridine-3-sulfonyl chloride has been extensively studied for its potential in drug discovery and development. One notable application is in the synthesis of sulfonamide-based inhibitors targeting various enzymes and receptors. For instance, a study published in the Journal of Medicinal Chemistry highlighted the use of this reagent in the development of potent inhibitors against protein kinases, which are key targets in cancer therapy. The researchers demonstrated that 2,6-dichloropyridine-3-sulfonyl chloride-derived sulfonamides exhibited high selectivity and potency against specific kinases, making them promising candidates for further preclinical evaluation.

Beyond its role in kinase inhibition, 2,6-dichloropyridine-3-sulfonyl chloride has also shown promise in the synthesis of compounds with anti-inflammatory properties. A research team from the University of California reported the use of this reagent to synthesize a series of novel sulfonamide derivatives that exhibited significant anti-inflammatory activity in vitro and in vivo. These findings suggest that 2,6-dichloropyridine-3-sulfonyl chloride-based compounds could be developed into new therapeutic agents for treating inflammatory diseases such as rheumatoid arthritis and Crohn's disease.

The versatility of 2,6-dichloropyridine-3-sulfonyl chloride extends to its use in combinatorial chemistry and high-throughput screening (HTS) platforms. Its ability to rapidly generate diverse libraries of sulfonamide derivatives makes it an ideal choice for large-scale screening campaigns aimed at identifying lead compounds with desired biological activities. A recent study published in Bioorganic & Medicinal Chemistry Letters described a combinatorial approach using this reagent to generate a library of sulfonamide derivatives that were screened for their ability to inhibit bacterial growth. Several hits were identified as potential antibacterial agents, highlighting the potential of 2,6-dichloropyridine-3-sulfonyl chloride in antimicrobial drug discovery.

In addition to its applications in medicinal chemistry, 2,6-dichloropyridine-3-sulfonyl chloride has also been explored for its use in materials science and organic synthesis. The unique electronic properties of the pyridine ring and the reactive sulfonyl chloride group make it suitable for the preparation of functionalized polymers and other advanced materials. For example, researchers at Stanford University utilized this reagent to synthesize a series of functionalized polymers with tunable properties for applications in drug delivery systems and biomedical devices.

The safety profile of 2,6-dichloropyridine-3-sulfonyl chloride is another important consideration for its use in various applications. While it is a reactive compound that requires careful handling under controlled conditions, it is generally considered safe when proper safety protocols are followed. Researchers should adhere to standard laboratory practices and use appropriate personal protective equipment (PPE) when working with this reagent.

In conclusion, 2,6-dichloropyridine-3-sulfonyl chloride (CAS No. 239810-43-6) is a highly versatile reagent with a wide range of applications in medicinal chemistry, pharmaceutical research, materials science, and organic synthesis. Its unique structural features and reactivity make it an invaluable tool for researchers seeking to develop novel bioactive molecules and therapeutic agents. As ongoing research continues to uncover new applications and properties of this compound, its importance in various scientific fields is likely to grow even further.

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