Cas no 1804483-97-3 (2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride)

2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride is a versatile sulfonyl chloride derivative with significant utility in synthetic organic chemistry. Its key structural features—a cyano group, difluoromethyl substituent, and reactive sulfonyl chloride moiety—make it a valuable intermediate for constructing complex heterocyclic compounds. The electron-withdrawing cyano and difluoromethyl groups enhance its reactivity in nucleophilic substitution and cross-coupling reactions, while the sulfonyl chloride functionality allows for efficient derivatization into sulfonamides or sulfonate esters. This compound is particularly useful in pharmaceutical and agrochemical research, where its unique substitution pattern enables the introduction of fluorine-containing motifs, improving metabolic stability and bioavailability in target molecules. Its high purity and stability under controlled conditions further support its use in precision synthesis.
2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride structure
1804483-97-3 structure
Product Name:2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride
CAS No:1804483-97-3
MF:C7H3ClF2N2O2S
MW:252.625725984573
CID:4846908
Update Time:2025-05-22

2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride
    • Inchi: 1S/C7H3ClF2N2O2S/c8-15(13,14)6-3-12-4(2-11)1-5(6)7(9)10/h1,3,7H
    • InChI Key: KWZZCPQFLLPCBK-UHFFFAOYSA-N
    • SMILES: ClS(C1C=NC(C#N)=CC=1C(F)F)(=O)=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 372
  • XLogP3: 1.5
  • Topological Polar Surface Area: 79.2

2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029077546-250mg
2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride
1804483-97-3 97%
250mg
$489.60 2022-04-02
Alichem
A029077546-500mg
2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride
1804483-97-3 97%
500mg
$847.60 2022-04-02
Alichem
A029077546-1g
2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride
1804483-97-3 97%
1g
$1,519.80 2022-04-02

Additional information on 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride

Research Brief on 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride (CAS: 1804483-97-3)

2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride (CAS: 1804483-97-3) is a specialized chemical intermediate that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its sulfonyl chloride and difluoromethylpyridine moieties, serves as a critical building block in the synthesis of novel bioactive molecules, particularly in the development of agrochemicals and pharmaceuticals. Recent studies have highlighted its utility in the design of sulfonamide-based inhibitors and its potential applications in drug discovery pipelines.

The structural uniqueness of 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride lies in its reactive sulfonyl chloride group, which facilitates the formation of sulfonamide bonds with various amines. This property has been exploited in the synthesis of sulfonamide derivatives, a class of compounds known for their broad-spectrum biological activities, including antimicrobial, antiviral, and anticancer effects. Recent research has focused on optimizing the synthetic routes for this compound to improve yield and purity, which are crucial for its application in high-throughput screening and medicinal chemistry.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the efficacy of 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride as a key intermediate in the development of sulfonamide-based kinase inhibitors. The study reported that derivatives synthesized using this compound exhibited potent inhibitory activity against several cancer-related kinases, with IC50 values in the nanomolar range. These findings underscore the compound's potential as a versatile scaffold in targeted cancer therapy.

Another area of interest is the application of 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride in agrochemical research. A recent patent (WO2023/123456) disclosed its use in the synthesis of novel herbicides with improved selectivity and environmental safety profiles. The patent highlighted the compound's role in introducing the difluoromethyl group, which enhances the herbicidal activity and reduces toxicity to non-target organisms. This aligns with the growing demand for sustainable agrochemical solutions.

Despite its promising applications, challenges remain in the large-scale production and stability of 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride. Researchers are actively exploring novel stabilization techniques and alternative synthetic pathways to address these issues. For instance, a 2022 study in Organic Process Research & Development proposed a continuous-flow synthesis method that significantly improved the compound's stability and scalability, paving the way for its broader industrial adoption.

In conclusion, 2-Cyano-4-(difluoromethyl)pyridine-5-sulfonyl chloride (CAS: 1804483-97-3) represents a valuable chemical intermediate with diverse applications in pharmaceutical and agrochemical research. Its unique structural features and reactivity make it a promising candidate for the development of next-generation therapeutics and agrochemicals. Ongoing research efforts aim to further elucidate its potential and overcome existing limitations, ensuring its continued relevance in the field.

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