Cas no 1783617-04-8 (3-(Difluoromethyl)pyridine-2-sulfonyl chloride)

3-(Difluoromethyl)pyridine-2-sulfonyl chloride is a versatile sulfonyl chloride derivative used primarily as a key intermediate in organic synthesis and pharmaceutical applications. Its difluoromethyl group enhances reactivity and stability, making it valuable for constructing complex molecules, particularly in medicinal chemistry. The pyridine ring contributes to its electron-withdrawing properties, facilitating nucleophilic substitution reactions. This compound is particularly useful in the synthesis of sulfonamides and other sulfonyl-containing compounds, which are prevalent in agrochemicals and drug development. Its high purity and consistent performance ensure reliable results in research and industrial processes. Proper handling under inert conditions is recommended due to its sensitivity to moisture.
3-(Difluoromethyl)pyridine-2-sulfonyl chloride structure
1783617-04-8 structure
Product Name:3-(Difluoromethyl)pyridine-2-sulfonyl chloride
CAS No:1783617-04-8
MF:C6H4ClF2NO2S
MW:227.61626625061
CID:4846821
Update Time:2025-05-19

3-(Difluoromethyl)pyridine-2-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 3-(Difluoromethyl)pyridine-2-sulfonyl chloride
    • GS2907
    • Inchi: 1S/C6H4ClF2NO2S/c7-13(11,12)6-4(5(8)9)2-1-3-10-6/h1-3,5H
    • InChI Key: DKQXZPLLFDDYDX-UHFFFAOYSA-N
    • SMILES: ClS(C1C(C(F)F)=CC=CN=1)(=O)=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 264
  • XLogP3: 1.8
  • Topological Polar Surface Area: 55.4

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Additional information on 3-(Difluoromethyl)pyridine-2-sulfonyl chloride

Recent Advances in the Application of 3-(Difluoromethyl)pyridine-2-sulfonyl chloride (CAS: 1783617-04-8) in Chemical Biology and Pharmaceutical Research

3-(Difluoromethyl)pyridine-2-sulfonyl chloride (CAS: 1783617-04-8) has emerged as a versatile building block in medicinal chemistry and chemical biology due to its unique reactivity and structural features. This sulfonyl chloride derivative, characterized by the presence of a difluoromethyl group and a pyridine ring, has garnered significant attention in recent years for its applications in drug discovery, agrochemical development, and bioconjugation strategies. Recent studies have highlighted its utility as a key intermediate in the synthesis of biologically active compounds, particularly in the development of enzyme inhibitors and covalent protein modifiers.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the effectiveness of 3-(Difluoromethyl)pyridine-2-sulfonyl chloride in the synthesis of novel sulfonamide-based kinase inhibitors. The researchers utilized this compound as a crucial intermediate to introduce the sulfonyl pharmacophore into their target molecules, achieving improved selectivity and potency against several cancer-related kinases. The presence of the difluoromethyl group was found to enhance metabolic stability while maintaining favorable physicochemical properties, addressing a common challenge in kinase inhibitor development.

In the field of agrochemicals, recent patent applications (WO2023052431, 2023) have disclosed the use of 3-(Difluoromethyl)pyridine-2-sulfonyl chloride in the preparation of novel fungicides. The compound's ability to form stable sulfonamide linkages with various amine-containing scaffolds has enabled the development of products with improved environmental profiles and reduced toxicity to non-target organisms. These developments underscore the growing importance of this chemical entity in addressing global agricultural challenges.

From a synthetic chemistry perspective, advances in the preparation and handling of 3-(Difluoromethyl)pyridine-2-sulfonyl chloride have been reported. A 2024 publication in Organic Process Research & Development described optimized synthetic protocols that improve yield and purity while addressing previous challenges related to stability and storage. These methodological improvements have facilitated broader adoption of this reagent in both academic and industrial settings.

Looking forward, the unique properties of 3-(Difluoromethyl)pyridine-2-sulfonyl chloride position it as a valuable tool for emerging areas such as targeted protein degradation and covalent drug discovery. Its combination of reactivity and structural features offers opportunities for innovative drug design strategies that could address currently undruggable targets. As research continues, we anticipate seeing more applications of this compound in cutting-edge therapeutic development and chemical biology tools.

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