Cas no 1461706-47-7 (5,6,8-trifluoroquinoline-7-sulfonyl chloride)

5,6,8-Trifluoroquinoline-7-sulfonyl chloride is a fluorinated heterocyclic sulfonyl chloride derivative with significant utility in synthetic organic chemistry. Its trifluorinated quinoline backbone enhances electrophilic reactivity, making it a valuable intermediate for nucleophilic substitution reactions, particularly in the synthesis of sulfonamides and sulfonate esters. The electron-withdrawing fluorine substituents improve stability and regioselectivity in subsequent transformations. This compound is especially useful in pharmaceutical and agrochemical research, where fluorinated motifs are sought for their metabolic stability and bioavailability. Its high purity and well-defined structure ensure consistent performance in coupling reactions and derivatization processes. Proper handling under anhydrous conditions is recommended due to its moisture-sensitive nature.
5,6,8-trifluoroquinoline-7-sulfonyl chloride structure
1461706-47-7 structure
Product Name:5,6,8-trifluoroquinoline-7-sulfonyl chloride
CAS No:1461706-47-7
MF:C9H3ClF3NO2S
MW:281.638830423355
CID:5160762
PubChem ID:75480968
Update Time:2025-10-20

5,6,8-trifluoroquinoline-7-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 7-Quinolinesulfonyl chloride, 5,6,8-trifluoro-
    • 5,6,8-trifluoroquinoline-7-sulfonyl chloride
    • Inchi: 1S/C9H3ClF3NO2S/c10-17(15,16)9-6(12)5(11)4-2-1-3-14-8(4)7(9)13/h1-3H
    • InChI Key: SJVWPXJYUJLAHL-UHFFFAOYSA-N
    • SMILES: N1C2C(=C(F)C(F)=C(S(Cl)(=O)=O)C=2F)C=CC=1

5,6,8-trifluoroquinoline-7-sulfonyl chloride Pricemore >>

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Additional information on 5,6,8-trifluoroquinoline-7-sulfonyl chloride

5,6,8-Trifluoroquinoline-7-sulfonyl Chloride (CAS No. 1461706-47-7): A Comprehensive Overview

5,6,8-Trifluoroquinoline-7-sulfonyl chloride (CAS No. 1461706-47-7) is a versatile and highly reactive compound that has gained significant attention in the fields of organic synthesis and medicinal chemistry. This compound is characterized by its unique trifluoroquinoline core and a sulfonyl chloride functional group, making it an essential building block for the synthesis of various bioactive molecules and pharmaceutical intermediates.

The trifluoroquinoline moiety is known for its ability to enhance the lipophilicity and metabolic stability of drug candidates, while the sulfonyl chloride group provides a highly reactive electrophilic center that can undergo nucleophilic substitution reactions. This combination of properties makes 5,6,8-trifluoroquinoline-7-sulfonyl chloride an ideal reagent for the synthesis of sulfonamides, which are widely used in the development of antibiotics, antiviral agents, and other therapeutic compounds.

Recent research has highlighted the potential of 5,6,8-trifluoroquinoline-7-sulfonyl chloride in the development of novel drugs targeting various diseases. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibited potent antiviral activity against influenza viruses. The researchers found that the trifluoroquinoline core contributed to the high binding affinity to viral targets, while the sulfonyl chloride group facilitated the formation of stable sulfonamide linkages with host cell receptors.

In another study published in Organic Letters, scientists explored the use of 5,6,8-trifluoroquinoline-7-sulfonyl chloride in the synthesis of novel anticancer agents. The researchers synthesized a series of sulfonamide derivatives and evaluated their cytotoxic activity against various cancer cell lines. The results showed that several compounds exhibited significant antiproliferative effects, with some derivatives showing selective toxicity towards cancer cells over normal cells.

The synthetic versatility of 5,6,8-trifluoroquinoline-7-sulfonyl chloride has also been leveraged in the development of new materials and functional polymers. A recent publication in Macromolecules reported the use of this compound as a monomer for the synthesis of fluorinated polymers with enhanced thermal stability and chemical resistance. These polymers have potential applications in advanced coatings, membranes, and electronic devices.

The safety and handling of 5,6,8-trifluoroquinoline-7-sulfonyl chloride are important considerations for researchers and industrial chemists. This compound is highly reactive and should be handled with care to avoid exposure to moisture and other nucleophiles. Proper storage conditions, such as maintaining it in a dry environment at low temperatures, are recommended to ensure its stability and reactivity.

In conclusion, 5,6,8-trifluoroquinoline-7-sulfonyl chloride (CAS No. 1461706-47-7) is a valuable reagent with a wide range of applications in organic synthesis and medicinal chemistry. Its unique combination of a trifluoroquinoline core and a sulfonyl chloride group makes it an indispensable tool for the development of new drugs and advanced materials. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in the scientific community.

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