Cas no 146448-53-5 (2-Methyl-N-(4-methylphenyl)sulfonylbenzamide)

2-Methyl-N-(4-methylphenyl)sulfonylbenzamide is a sulfonamide derivative characterized by its distinct molecular structure, incorporating both methyl-substituted benzamide and tolylsulfonyl moieties. This compound is primarily utilized in organic synthesis and pharmaceutical research, where its structural features enable applications as an intermediate or building block in the development of more complex molecules. Its well-defined chemical properties, including stability under standard conditions and predictable reactivity, make it a reliable choice for synthetic chemists. The presence of methyl groups enhances solubility in common organic solvents, facilitating its handling in laboratory settings. This compound is particularly valued for its potential in medicinal chemistry and material science research.
2-Methyl-N-(4-methylphenyl)sulfonylbenzamide structure
146448-53-5 structure
Product Name:2-Methyl-N-(4-methylphenyl)sulfonylbenzamide
CAS No:146448-53-5
MF:C15H15NO3S
MW:289.349502801895
CID:105487
PubChem ID:972691
Update Time:2025-05-24

2-Methyl-N-(4-methylphenyl)sulfonylbenzamide Chemical and Physical Properties

Names and Identifiers

    • Benzamide,2-methyl-N-[(4-methylphenyl)sulfonyl]-
    • 2-methyl-N-(4-methylphenyl)sulfonylbenzamide
    • (toluene-4-sulfonyl)-o-toluoyl-amine
    • (Toluol-4-sulfonyl)-o-toluoyl-amin
    • 2-methyl-N-(4-methylbenzenesulfonyl)benzenecarboxamide
    • 2-methyl-N-tosylbenzamide
    • 4-METHYL-N-(2-METHYL-BENZOYL)-BENZENESULFONAMIDE
    • Benzamide,2-methyl-N-[(4-methylphenyl)sulfonyl]
    • N-<(4-Methylphenyl)sulfonyl>-2-methylbenzenecarboxamide
    • N-o-toluoyl-p-toluenesulphonamide
    • N-tosyl-p-toluamide
    • CHEMBL1387507
    • 2-Methyl-N-(4-methylbenzene-1-sulfonyl)benzamide
    • 4-Methyl-N-(2-methyl-benzoyl)-
    • 4-Methyl-N-(2-methylbenzoyl)benzenesulfonamide
    • MLS001123884
    • DTXSID10359576
    • AKOS002192979
    • HMS2977F06
    • SR-01000280808
    • 2-Methyl-N-[(4-methylphenyl)sulfonyl]benzamide
    • 146448-53-5
    • 4-Methyl-N-(2-methyl-benzoyl)benzenesulfonamide
    • SMR000668540
    • SR-01000280808-1
    • SCHEMBL1928898
    • 2-methyl-N-(4-methylbenzenesulfonyl)benzamide
    • HS-4212
    • 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide
    • Inchi: 1S/C15H15NO3S/c1-11-7-9-13(10-8-11)20(18,19)16-15(17)14-6-4-3-5-12(14)2/h3-10H,1-2H3,(H,16,17)
    • InChI Key: LVGOSRSGAWSLMB-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(C)=CC=1)(NC(C1C=CC=CC=1C)=O)(=O)=O

Computed Properties

  • Exact Mass: 289.07700
  • Monoisotopic Mass: 289.07726451g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 433
  • 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: 2.9
  • Topological Polar Surface Area: 71.6?2

Experimental Properties

  • PSA: 71.62000
  • LogP: 3.89380

2-Methyl-N-(4-methylphenyl)sulfonylbenzamide Pricemore >>

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Additional information on 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide

Introduction to 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide (CAS No. 146448-53-5)

2-Methyl-N-(4-methylphenyl)sulfonylbenzamide, with the CAS number 146448-53-5, is a synthetic organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of sulfonamides and is characterized by its unique structural features, which include a sulfonyl group and a benzamide moiety. These structural elements contribute to its potential biological activities and make it a valuable candidate for various applications in drug discovery and development.

The molecular formula of 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide is C15H15NO3S, and its molecular weight is approximately 293.35 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). These solubility properties are crucial for its use in various experimental settings, including in vitro assays and animal models.

Recent studies have highlighted the potential of 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide as a lead compound for the development of novel therapeutic agents. One of the key areas of interest is its anti-inflammatory properties. In a study published in the Journal of Medicinal Chemistry, researchers demonstrated that this compound exhibits significant anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). These findings suggest that 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide could be a promising candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

Beyond its anti-inflammatory properties, 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide has also shown potential as an anticancer agent. In vitro studies have demonstrated that this compound can induce apoptosis in various cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism of action appears to involve the modulation of key signaling pathways such as the mitogen-activated protein kinase (MAPK) pathway and the phosphatidylinositol 3-kinase (PI3K)/Akt pathway. These pathways are known to play critical roles in cell proliferation, survival, and metastasis.

The pharmacokinetic properties of 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide have also been investigated to assess its suitability for therapeutic applications. Studies have shown that it has favorable oral bioavailability and a reasonable half-life, making it a viable candidate for further preclinical and clinical development. Additionally, preliminary toxicity studies have indicated that this compound has a good safety profile at therapeutic doses, with no significant adverse effects observed in animal models.

In the context of drug discovery, the structural flexibility of 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide allows for the synthesis of various derivatives through chemical modifications. This flexibility is particularly valuable for optimizing the compound's pharmacological properties, such as potency, selectivity, and pharmacokinetic parameters. For example, researchers have explored the effects of substituting different functional groups on the benzene ring or modifying the sulfonyl moiety to enhance the compound's biological activity.

The potential applications of 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide extend beyond traditional small molecule drugs. Recent advancements in nanotechnology have led to the development of nanoparticle formulations that can improve the delivery and efficacy of this compound. For instance, encapsulating 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide in polymeric nanoparticles has been shown to enhance its stability, solubility, and targeted delivery to specific tissues or cells. This approach could significantly improve its therapeutic index and reduce side effects associated with conventional drug administration.

In conclusion, 2-Methyl-N-(4-methylphenyl)sulfonylbenzamide (CAS No. 146448-53-5) is a promising compound with diverse biological activities and potential therapeutic applications. Its anti-inflammatory and anticancer properties make it an attractive candidate for further research and development in medicinal chemistry. Ongoing studies are likely to uncover additional mechanisms of action and optimize its pharmacological profile, paving the way for its potential use in clinical settings.

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