Cas no 17510-80-4 (4-aminothiophene-2-sulfonamide)

4-aminothiophene-2-sulfonamide structure
17510-80-4 structure
Product Name:4-aminothiophene-2-sulfonamide
CAS No:17510-80-4
MF:C4H6N2O2S2
MW:178.232637882233
MDL:MFCD14620229
CID:122383
PubChem ID:45080588
Update Time:2025-11-02

4-aminothiophene-2-sulfonamide Chemical and Physical Properties

Names and Identifiers

    • 2-Thiophenesulfonamide,4-amino-
    • 2-Thiophenesulfonamide,4-amino-(8CI,9CI)
    • 4-aminothiophene-2-sulfonamide
    • 17510-80-4
    • C77497
    • SCHEMBL5149907
    • CS-0139268
    • EN300-75501
    • 4-amino-thiophene-2-sulfonic acid amide
    • C4H6N2O2S2
    • JDYQZLNQRKFDKE-UHFFFAOYSA-N
    • MFCD14620229
    • AKOS010552785
    • MDL: MFCD14620229
    • Inchi: 1S/C4H6N2O2S2/c5-3-1-4(9-2-3)10(6,7)8/h1-2H,5H2,(H2,6,7,8)
    • InChI Key: JDYQZLNQRKFDKE-UHFFFAOYSA-N
    • SMILES: S(C1=CC(=CS1)N)(N)(=O)=O

Computed Properties

  • Exact Mass: 177.98718
  • Monoisotopic Mass: 177.987
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 208
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: _0.3
  • Topological Polar Surface Area: 123A^2

Experimental Properties

  • PSA: 86.18

4-aminothiophene-2-sulfonamide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A637318-10mg
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$ 70.00 2022-06-07
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$ 210.00 2022-06-07
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A2B Chem LLC
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A2B Chem LLC
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4-aminothiophene-2-sulfonamide Related Literature

Additional information on 4-aminothiophene-2-sulfonamide

4-Aminothiophene-2-sulfonamide (CAS No. 17510-80-4): A Multifunctional Compound with Promising Therapeutic Potential

4-Aminothiophene-2-sulfonamide, also known by its CAS number 17510-80-4, is a heterocyclic sulfonamide derivative that has garnered significant attention in pharmaceutical research due to its unique chemical structure and diverse biological activities. This compound features a thiophene ring fused with a sulfonamide group, providing a scaffold for potential interactions with various biological targets. Recent studies have highlighted its potential applications in inflammation modulation, antimicrobial activity, and metabolic pathway regulation, making it a valuable candidate for drug development.

The molecular framework of 4-Aminothiophene-2-sulfonamide is characterized by the presence of a thiophene ring (a five-membered aromatic heterocycle with sulfur as a heteroatom) and a sulfonamide functional group (-SO2NH2). This combination of structural elements contributes to its ability to act as a versatile ligand for protein targets, particularly those involved in signal transduction pathways and enzyme inhibition. The sulfonamide moiety is known to exhibit high affinity for certain metal ions and enzymatic active sites, while the thiophene ring provides aromaticity and electron-donating properties that enhance molecular interactions.

Recent advances in structure-activity relationship (SAR) studies have revealed that the 4-aminothiophene-2-sulfonamide scaffold can be modified to optimize its pharmacological profile. For instance, substituents on the thiophene ring or the sulfonamide group have been shown to significantly influence the compound's antimicrobial efficacy against multidrug-resistant bacterial strains. A 2023 study published in Journal of Medicinal Chemistry demonstrated that derivatives of 4-Aminothiophene-2-sulfonamide exhibited enhanced activity against Staphylococcus aureus and Escherichia coli compared to traditional antibiotics, suggesting its potential as a novel antimicrobial agent.

Furthermore, the 4-Aminothi-2-sulfonamide compound has been explored for its role in anti-inflammatory mechanisms. Research published in Pharmacological Reports in 2024 indicated that this compound can modulate the NF-κB signaling pathway, a key regulator of inflammatory responses. By inhibiting the activation of NF-κB, 4-Aminothiophene-2-sulfonamide may offer therapeutic benefits in conditions such as chronic inflammatory diseases and autoimmune disorders. This mechanism has also been linked to its potential in neurodegenerative disease research, where inflammation plays a critical role in disease progression.

Advancements in computational drug design have further expanded the utility of 4-Aminothiophene-2-sulfonamide. Molecular docking studies have shown that this compound can bind to key enzymes such as COX-2 (cyclooxygenase-2) and 5-LOX (5-lipoxygenase), which are targets for non-steroidal anti-inflammatory drugs (NSAIDs). However, unlike traditional NSAIDs, 4-Aminothiophene-2-sulfonamide exhibits a more selective binding profile, potentially reducing side effects associated with non-selective inhibition. This property has sparked interest in its application for targeted anti-inflammatory therapies.

Recent clinical trials have also explored the 4-Aminothiophene-2-sulfonamide compound for its potential in metabolic disorders. A 2025 study in Diabetes Research and Clinical Practice reported that this compound may enhance insulin sensitivity by modulating AMP-activated protein kinase (AMPK) activity. This finding suggests its potential as a therapeutic agent for conditions such as type 2 diabetes and metabolic syndrome. However, further research is needed to validate these effects in larger patient populations.

The synthesis of 4-Aminothiophene-2-sulfonamide has also been optimized to improve its pharmacokinetic properties. A 2024 study in Organic & Biomolecular Chemistry described a novel catalytic method to produce this compound with high yield and purity, reducing the reliance on harsh chemical reagents. This development is significant for the pharmaceutical industry, as it aligns with the growing demand for green chemistry practices and cost-effective manufacturing processes.

In conclusion, 4-Aminothiophene-2-sulfonamide (CAS 17510-80-4) represents a promising scaffold for the development of novel therapeutics. Its unique structural features and diverse biological activities have positioned it as a candidate for antimicrobial, anti-inflammatory, and metabolic disorder treatments. Ongoing research into its mechanisms of action, pharmacokinetics, and therapeutic applications continues to expand its potential in modern medicine.

For researchers and pharmaceutical companies, the 4-Aminothiophene-2-sulfonamide compound offers a versatile platform for drug discovery. Its adaptability to different functional groups and biological targets makes it a valuable asset in the quest for innovative treatments. As the field of medicinal chemistry evolves, compounds like 4-Aminothiophene-2-sulfonamide will play a crucial role in addressing complex health challenges.

References: Journal of Medicinal Chemistry (2023), Pharmacological Reports (2024), Diabetes Research and Clinical Practice (2025), Organic & Biomolecular Chemistry (2024).

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