Cas no 606-25-7 (naphthalene-1-sulfonamide)

Naphthalene-1-sulfonamide is a sulfonamide derivative of naphthalene, characterized by the presence of a sulfonamide functional group at the 1-position of the naphthalene ring. This compound is of interest in organic synthesis and pharmaceutical research due to its utility as an intermediate in the preparation of more complex sulfonamide-based molecules. Its rigid aromatic structure and sulfonamide moiety contribute to potential applications in medicinal chemistry, particularly in the development of enzyme inhibitors or antimicrobial agents. The compound exhibits moderate solubility in polar organic solvents, facilitating its use in various chemical reactions. Its well-defined structure and reactivity make it a valuable building block for specialized synthetic pathways.
naphthalene-1-sulfonamide structure
naphthalene-1-sulfonamide structure
Product Name:naphthalene-1-sulfonamide
CAS No:606-25-7
MF:C10H9NO2S
MW:207.248961210251
MDL:MFCD00985933
CID:496534
PubChem ID:163571
Update Time:2025-06-11

naphthalene-1-sulfonamide Chemical and Physical Properties

Names and Identifiers

    • 1-Naphthalenesulfonamide
    • naphthalene-1-sulfonamide
    • .ALPHA.-NAPHTHALENESULFONAMIDE
    • Oprea1_587765
    • SY162246
    • AS-58578
    • CS-0199450
    • SR-01000269132
    • I+/--Naphthalinsulfonamid
    • MFCD00985933
    • Naphthalene-1-sulfonic acid amide
    • 606-25-7
    • 1-naphtylsulfonamide
    • ZFIFHAKCBWOSRN-UHFFFAOYSA-N
    • naphthalene-1-sulfonamide(WXC08815)
    • alpha-Naphthalenesulfonamide
    • Z57901841
    • 1-napthalene sulfonamide
    • BDBM50125192
    • SB77927
    • 1-naphthalene sulfonamide
    • AKOS002384088
    • 89456-57-5
    • AE-641/02017031
    • Naphthalenesulfonamide
    • EN300-169977
    • F1414-1611
    • DA-19164
    • W18589
    • SCHEMBL28464
    • CHEMBL6648
    • 2L9V2DQ59A
    • DTXSID50237723
    • SR-01000269132-1
    • UNII-2L9V2DQ59A
    • MDL: MFCD00985933
    • Inchi: 1S/C10H9NO2S/c11-14(12,13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H2,11,12,13)
    • InChI Key: ZFIFHAKCBWOSRN-UHFFFAOYSA-N
    • SMILES: S(C1C=CC=C2C=CC=CC=12)(N)(=O)=O

Computed Properties

  • Exact Mass: 207.03547
  • Monoisotopic Mass: 207.035
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 294
  • 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: 1.9
  • Topological Polar Surface Area: 68.5?2

Experimental Properties

  • Density: 1.359
  • Boiling Point: 423.8°C at 760 mmHg
  • Flash Point: 210.1°C
  • Refractive Index: 1.666
  • PSA: 60.16

naphthalene-1-sulfonamide Pricemore >>

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naphthalene-1-sulfonamide Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:606-25-7)naphthalene-1-sulfonamide
Order Number:A1223443
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 19:11
Price ($):572

Additional information on naphthalene-1-sulfonamide

Recent Advances in Naphthalene-1-sulfonamide (606-25-7) Research: A Comprehensive Review

Naphthalene-1-sulfonamide (CAS: 606-25-7) has garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This compound, characterized by its sulfonamide functional group attached to a naphthalene ring, has been extensively studied for its potential as a scaffold in the design of novel therapeutic agents. Recent studies have highlighted its role in modulating various biological targets, including enzymes and receptors, making it a promising candidate for further investigation.

One of the key areas of research involving naphthalene-1-sulfonamide is its application in the development of enzyme inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of naphthalene-1-sulfonamide exhibit potent inhibitory activity against carbonic anhydrase isoforms, which are implicated in conditions such as glaucoma and cancer. The study utilized molecular docking and kinetic assays to elucidate the binding mechanisms, revealing that the sulfonamide group plays a critical role in coordinating with the zinc ion in the enzyme's active site.

In addition to its enzyme inhibitory properties, naphthalene-1-sulfonamide has also been explored for its antimicrobial potential. A recent preprint on bioRxiv reported the synthesis of a series of naphthalene-1-sulfonamide derivatives with enhanced activity against multidrug-resistant bacterial strains. The researchers employed a combination of in vitro and in silico approaches to identify structural modifications that improve antibacterial efficacy while minimizing cytotoxicity. These findings underscore the compound's potential as a lead structure for next-generation antibiotics.

Another noteworthy development is the use of naphthalene-1-sulfonamide in targeted drug delivery systems. A 2024 study in Advanced Drug Delivery Reviews highlighted the incorporation of this compound into nanoparticles designed for selective accumulation in tumor tissues. The sulfonamide moiety was found to enhance the nanoparticles' affinity for tumor-associated carbonic anhydrase, thereby improving therapeutic efficacy and reducing off-target effects. This innovative approach opens new avenues for precision medicine in oncology.

Despite these advancements, challenges remain in optimizing the pharmacokinetic and pharmacodynamic properties of naphthalene-1-sulfonamide-based compounds. Recent research has focused on addressing issues such as solubility and metabolic stability through structural modifications. For instance, a study in the European Journal of Medicinal Chemistry introduced halogenated derivatives of naphthalene-1-sulfonamide, which demonstrated improved oral bioavailability and prolonged half-life in preclinical models.

In conclusion, naphthalene-1-sulfonamide (606-25-7) continues to be a valuable scaffold in chemical biology and pharmaceutical research. Its diverse applications, ranging from enzyme inhibition to antimicrobial activity and drug delivery, highlight its versatility and potential for future therapeutic development. Ongoing research efforts are expected to further elucidate its mechanisms of action and optimize its clinical utility, paving the way for innovative treatments in various disease areas.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:606-25-7)naphthalene-1-sulfonamide
A1223443
Purity:99%
Quantity:1g
Price ($):572
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