Cas no 1461707-03-8 (3-methylbut-3-ene-2-sulfonyl chloride)

3-Methylbut-3-ene-2-sulfonyl chloride is a reactive sulfonyl chloride derivative featuring an unsaturated alkene moiety. This compound is primarily utilized as a versatile intermediate in organic synthesis, particularly in sulfonylation reactions to introduce the sulfonyl functional group into target molecules. Its unsaturated structure allows for further functionalization via addition or polymerization reactions. The compound is valued for its high reactivity and selectivity, making it suitable for applications in pharmaceuticals, agrochemicals, and specialty chemicals. Proper handling is essential due to its sensitivity to moisture and potential corrosiveness. Storage under inert conditions is recommended to maintain stability.
3-methylbut-3-ene-2-sulfonyl chloride structure
1461707-03-8 structure
Product Name:3-methylbut-3-ene-2-sulfonyl chloride
CAS No:1461707-03-8
MF:C5H9ClO2S
MW:168.641759634018
CID:5180350
PubChem ID:75480821
Update Time:2025-10-28

3-methylbut-3-ene-2-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 3-Butene-2-sulfonyl chloride, 3-methyl-
    • 3-methylbut-3-ene-2-sulfonyl chloride
    • Inchi: 1S/C5H9ClO2S/c1-4(2)5(3)9(6,7)8/h5H,1H2,2-3H3
    • InChI Key: XOLKQJCVRFUHJL-UHFFFAOYSA-N
    • SMILES: CC(S(Cl)(=O)=O)C(C)=C

3-methylbut-3-ene-2-sulfonyl chloride Pricemore >>

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Additional information on 3-methylbut-3-ene-2-sulfonyl chloride

Recent Advances in the Application of 3-Methylbut-3-ene-2-sulfonyl Chloride (CAS: 1461707-03-8) in Chemical Biology and Pharmaceutical Research

The compound 3-methylbut-3-ene-2-sulfonyl chloride (CAS: 1461707-03-8) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile reactivity and potential applications in drug discovery and development. This sulfonyl chloride derivative serves as a key intermediate in the synthesis of various biologically active molecules, particularly in the construction of sulfonamide-based compounds, which are widely recognized for their therapeutic potential.

Recent studies have highlighted the utility of 3-methylbut-3-ene-2-sulfonyl chloride in the development of novel protease inhibitors. Proteases play critical roles in numerous physiological and pathological processes, making them attractive targets for therapeutic intervention. Researchers have successfully employed this compound to synthesize selective inhibitors of cysteine proteases, which are implicated in diseases such as cancer, inflammation, and infectious diseases. The unique structural features of 3-methylbut-3-ene-2-sulfonyl chloride, including its reactive sulfonyl chloride group and the presence of an unsaturated bond, enable efficient covalent modification of the target proteases, leading to potent and selective inhibition.

In addition to its applications in protease inhibition, 3-methylbut-3-ene-2-sulfonyl chloride has been utilized in the development of sulfonamide-based antibiotics. Sulfonamides represent one of the oldest classes of antibiotics, and recent efforts have focused on overcoming resistance mechanisms by designing novel derivatives. The incorporation of the 3-methylbut-3-ene moiety has been shown to enhance the pharmacokinetic properties of these antibiotics, including improved membrane permeability and metabolic stability. Preliminary in vitro studies have demonstrated promising activity against a range of Gram-positive and Gram-negative pathogens, suggesting potential for further development.

Another emerging application of 3-methylbut-3-ene-2-sulfonyl chloride is in the field of chemical proteomics, where it is used as a reactive probe to identify and characterize protein targets. The compound's ability to form covalent adducts with nucleophilic amino acid residues, such as cysteine and lysine, makes it a valuable tool for mapping protein-ligand interactions and elucidating mechanisms of action. Recent work has employed this strategy to uncover novel drug targets and off-target effects, providing insights into the molecular basis of drug efficacy and toxicity.

Despite these promising developments, challenges remain in the scalable synthesis and handling of 3-methylbut-3-ene-2-sulfonyl chloride due to its reactivity and sensitivity to moisture. Recent advances in synthetic methodologies, including the use of flow chemistry and protective group strategies, have addressed some of these issues, enabling more efficient and reproducible production. Furthermore, computational modeling and structure-activity relationship (SAR) studies have provided valuable guidance for the rational design of derivatives with improved properties.

In conclusion, 3-methylbut-3-ene-2-sulfonyl chloride (CAS: 1461707-03-8) represents a versatile and valuable building block in chemical biology and pharmaceutical research. Its applications span from protease inhibition and antibiotic development to chemical proteomics, highlighting its broad utility. Ongoing research efforts are expected to further expand its applications and optimize its use in drug discovery pipelines. Future studies should focus on addressing the remaining synthetic challenges and exploring its potential in other therapeutic areas, such as neurodegenerative diseases and immune modulation.

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