Cas no 10216-12-3 (5-(Chlorosulfonyl)thiophene-2-carboxylic Acid)

5-(Chlorosulfonyl)thiophene-2-carboxylic Acid is a versatile heterocyclic compound featuring both a chlorosulfonyl group and a carboxylic acid functionality on a thiophene backbone. This bifunctional structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of sulfonamide derivatives and other functionalized thiophene-based compounds. The chlorosulfonyl group offers high reactivity for nucleophilic substitution, enabling efficient derivatization, while the carboxylic acid provides additional sites for further modification. Its well-defined reactivity profile and stability under controlled conditions make it suitable for applications in pharmaceuticals, agrochemicals, and materials science. The compound is typically handled under anhydrous conditions to preserve its reactive groups.
5-(Chlorosulfonyl)thiophene-2-carboxylic Acid structure
10216-12-3 structure
Product Name:5-(Chlorosulfonyl)thiophene-2-carboxylic Acid
CAS No:10216-12-3
MF:C5H3ClO4S2
MW:226.657918214798
MDL:MFCD10485859
CID:1131977
PubChem ID:12704282
Update Time:2025-06-08

5-(Chlorosulfonyl)thiophene-2-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 5-chlorosulfonylthiophene-2-carboxylic Acid
    • 5-(Chlorosulfonyl)thiophene-2-carboxylic Acid
    • MDL: MFCD10485859
    • Inchi: 1S/C5H3ClO4S2/c6-12(9,10)4-2-1-3(11-4)5(7)8/h1-2H,(H,7,8)
    • InChI Key: FWVXNSQOBHTXGV-UHFFFAOYSA-N
    • SMILES: ClS(C1=CC=C(C(=O)O)S1)(=O)=O

Computed Properties

  • Exact Mass: 225.91619

Experimental Properties

  • PSA: 71.44
  • LogP: 2.45460

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Additional information on 5-(Chlorosulfonyl)thiophene-2-carboxylic Acid

Introduction to 5-(Chlorosulfonyl)thiophene-2-carboxylic Acid (CAS No. 10216-12-3)

5-(Chlorosulfonyl)thiophene-2-carboxylic acid, with the chemical formula C?H?ClO?S, is a versatile sulfonated heterocyclic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, identified by its CAS number 10216-12-3, serves as a crucial intermediate in the synthesis of various biologically active molecules. Its unique structural features, combining a thiophene ring with both a carboxylic acid and a chlorosulfonyl group, make it a valuable building block for drug discovery and material science applications.

Thethiophenecore of this molecule is a well-known scaffold in medicinal chemistry, renowned for its stability and ability to interact with biological targets. The presence of thecarboxylic acidgroup enhances its reactivity, allowing for further functionalization through esterification, amidation, or coupling reactions. Additionally, thechlorosulfonylmoiety introduces electrophilic centers that can participate in nucleophilic substitution reactions, enabling the construction of more complex structures.

In recent years, 5-(Chlorosulfonyl)thiophene-2-carboxylic acid has been explored in several cutting-edge research areas. One notable application lies in the development of novel antimicrobial agents. The sulfonamide derivatives derived from this compound have shown promising activity against resistant bacterial strains. This is particularly relevant in the context of rising antibiotic resistance, where innovative chemical entities are urgently needed.

Furthermore, this compound has been investigated for its potential in anticancer research. Studies indicate that derivatives of 5-(Chlorosulfonyl)thiophene-2-carboxylic acid can modulate key signaling pathways involved in tumor growth and metastasis. Thechlorosulfonylgroup, in particular, has been found to enhance binding affinity to certain protein targets, making it an attractive moiety for designing targeted therapies.

The agrochemical sector has also benefited from the use of 5-(Chlorosulfonyl)thiophene-2-carboxylic acid as an intermediate. Its derivatives have been tested as herbicides and fungicides due to their ability to inhibit essential enzymatic processes in plants and fungi. Such applications hold promise for developing more effective and sustainable crop protection strategies.

From a synthetic chemistry perspective, 5-(Chlorosulfonyl)thiophene-2-carboxylic acid (CAS No. 10216-12-3) is valued for its role in constructing complex heterocyclic frameworks. Researchers have leveraged its reactivity to develop novel synthetic methodologies, including cross-coupling reactions and metal-catalyzed transformations. These advances not only facilitate the production of biologically active compounds but also contribute to the broader field of organic synthesis.

The pharmacokinetic properties of derivatives derived from this compound are also under investigation. Preliminary studies suggest that modifications to thecarboxylic acidandchlorosulfonylgroups can significantly influence absorption, distribution, metabolism, and excretion (ADME) profiles. This knowledge is critical for optimizing drug candidates and improving their therapeutic efficacy.

In conclusion, 5-(Chlorosulfonyl)thiophene-2-carboxylic acid represents a cornerstone molecule in modern chemical research. Its diverse applications span pharmaceuticals, agrochemicals, and materials science, driven by its unique structural features and reactivity. As research continues to uncover new derivatives and synthetic pathways, this compound is poised to remain at the forefront of innovation in the chemical sciences.

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