Cas no 56875-56-0 (1-Naphthalenesulfonyl chloride, 5-methoxy-)

1-Naphthalenesulfonyl chloride, 5-methoxy-, is a specialized organic compound used primarily as a sulfonylation reagent in synthetic chemistry. Its key advantage lies in the presence of the methoxy group at the 5-position, which enhances its reactivity and selectivity in nucleophilic substitution reactions. This compound is particularly valuable in the synthesis of sulfonamides and other sulfonyl derivatives, offering efficient functionalization under mild conditions. Its stability and well-defined reactivity profile make it a reliable choice for pharmaceutical and agrochemical research. The electron-donating methoxy substituent further modulates its electronic properties, facilitating controlled transformations in complex molecular frameworks.
1-Naphthalenesulfonyl chloride, 5-methoxy- structure
56875-56-0 structure
Product Name:1-Naphthalenesulfonyl chloride, 5-methoxy-
CAS No:56875-56-0
MF:C11H9ClO3S
MW:256.705361127853
CID:347601
PubChem ID:12922634
Update Time:2025-10-23

1-Naphthalenesulfonyl chloride, 5-methoxy- Chemical and Physical Properties

Names and Identifiers

    • 1-Naphthalenesulfonyl chloride, 5-methoxy-
    • 5-methoxy-1-Naphthalenesulfonyl chloride
    • 5-methoxynaphthalene-1-sulfonyl chloride
    • EN300-23686112
    • SCHEMBL3966892
    • DTXSID90513053
    • FT-0728670
    • 56875-56-0
    • Inchi: 1S/C11H9ClO3S/c1-15-10-6-2-5-9-8(10)4-3-7-11(9)16(12,13)14/h2-7H,1H3
    • InChI Key: DJJHTPFEINDNQK-UHFFFAOYSA-N
    • SMILES: ClS(C1C=CC=C2C(=CC=CC2=1)OC)(=O)=O

Computed Properties

  • Exact Mass: 255.99617
  • Monoisotopic Mass: 255.9960930g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 336
  • 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: 3.2
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • PSA: 43.37

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Additional information on 1-Naphthalenesulfonyl chloride, 5-methoxy-

Recent Advances in the Application of 1-Naphthalenesulfonyl chloride, 5-methoxy- (CAS: 56875-56-0) in Chemical Biology and Pharmaceutical Research

1-Naphthalenesulfonyl chloride, 5-methoxy- (CAS: 56875-56-0) is a key chemical intermediate widely used in the synthesis of biologically active compounds and pharmaceutical agents. Recent studies have highlighted its significance in the development of novel therapeutic agents, particularly in the fields of oncology, neurology, and infectious diseases. This research brief aims to summarize the latest findings related to this compound, focusing on its synthetic applications, mechanistic insights, and potential clinical implications.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the utility of 1-Naphthalenesulfonyl chloride, 5-methoxy- as a versatile building block for the synthesis of small-molecule inhibitors targeting protein-protein interactions (PPIs). The study revealed that derivatives of this compound exhibited high affinity for the p53-MDM2 interaction, a critical target in cancer therapy. The researchers employed a combination of molecular docking and in vitro assays to validate the inhibitory effects, paving the way for further preclinical development.

Another groundbreaking study, published in ACS Chemical Biology, explored the role of 1-Naphthalenesulfonyl chloride, 5-methoxy- in the design of fluorescent probes for imaging cellular processes. The compound's unique structural features allowed for the development of probes with enhanced photostability and selectivity, enabling real-time visualization of enzymatic activity in live cells. This advancement holds promise for improving our understanding of disease mechanisms and accelerating drug discovery efforts.

Recent advancements in synthetic methodologies have also expanded the applications of 1-Naphthalenesulfonyl chloride, 5-methoxy-. A 2024 report in Organic Letters detailed a novel, one-pot synthesis route that significantly improves the yield and purity of the compound, reducing production costs and environmental impact. This innovation is expected to facilitate its broader adoption in industrial and academic research settings.

In the context of drug development, several pharmaceutical companies have incorporated 1-Naphthalenesulfonyl chloride, 5-methoxy- into their pipelines for the creation of next-generation therapeutics. For instance, a Phase I clinical trial is currently underway to evaluate the safety and efficacy of a novel kinase inhibitor derived from this compound in patients with advanced solid tumors. Preliminary results indicate favorable pharmacokinetic profiles and manageable toxicity, suggesting potential for further clinical evaluation.

Despite these promising developments, challenges remain in optimizing the bioavailability and selectivity of derivatives based on 1-Naphthalenesulfonyl chloride, 5-methoxy-. Future research directions may include the exploration of prodrug strategies and targeted delivery systems to enhance therapeutic outcomes. Collaborative efforts between chemists, biologists, and clinicians will be essential to fully realize the potential of this compound in addressing unmet medical needs.

In conclusion, 1-Naphthalenesulfonyl chloride, 5-methoxy- (CAS: 56875-56-0) continues to be a valuable tool in chemical biology and pharmaceutical research. Its diverse applications, from drug discovery to cellular imaging, underscore its importance in advancing scientific knowledge and therapeutic innovation. Ongoing studies and technological advancements are expected to further elucidate its mechanisms and expand its utility in the years to come.

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