Cas no 53516-94-2 (4-methyl-3-nitrobenzenesulfonohydrazide)

4-methyl-3-nitrobenzenesulfonohydrazide structure
53516-94-2 structure
Product Name:4-methyl-3-nitrobenzenesulfonohydrazide
CAS No:53516-94-2
MF:C7H9N3O4S
MW:231.229059934616
CID:1583315
PubChem ID:3875846
Update Time:2025-07-21

4-methyl-3-nitrobenzenesulfonohydrazide Chemical and Physical Properties

Names and Identifiers

    • 4-methyl-3-nitrobenzenesulfonohydrazide
    • BS-28840
    • CS-0208225
    • 53516-94-2
    • SR-01000028561
    • SR-01000028561-1
    • EN300-03574
    • 4-methyl-3-nitrobenzene-1-sulfonohydrazide
    • AKOS000116264
    • STL582420
    • A914475
    • DTXSID10397690
    • 4-methyl-3-nitro-benzenesulfonohydrazide
    • MFCD02704624
    • MDL: MFCD02704624
    • Inchi: 1S/C7H9N3O4S/c1-5-2-3-6(15(13,14)9-8)4-7(5)10(11)12/h2-4,9H,8H2,1H3
    • InChI Key: GNPGZKATRFZRMU-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(C)=C(C=1)[N+](=O)[O-])(NN)(=O)=O

Computed Properties

  • Exact Mass: 231.03147
  • Monoisotopic Mass: 231.03137695g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 331
  • 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: 0.6
  • Topological Polar Surface Area: 126?2

Experimental Properties

  • PSA: 115.33

4-methyl-3-nitrobenzenesulfonohydrazide Security Information

  • Storage Condition:(BD98861)

4-methyl-3-nitrobenzenesulfonohydrazide Pricemore >>

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Additional information on 4-methyl-3-nitrobenzenesulfonohydrazide

Recent Advances in the Application of 4-Methyl-3-nitrobenzenesulfonohydrazide (CAS: 53516-94-2) in Chemical Biology and Pharmaceutical Research

4-Methyl-3-nitrobenzenesulfonohydrazide (CAS: 53516-94-2) is a specialized chemical compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its sulfonohydrazide functional group and nitrobenzene backbone, serves as a critical intermediate in the synthesis of various bioactive molecules. Recent studies have explored its utility in drug discovery, particularly in the development of enzyme inhibitors and antimicrobial agents. The unique reactivity of 4-methyl-3-nitrobenzenesulfonohydrazide makes it a valuable tool for researchers aiming to design novel therapeutic agents with enhanced efficacy and specificity.

A 2023 study published in the Journal of Medicinal Chemistry highlighted the role of 4-methyl-3-nitrobenzenesulfonohydrazide in the synthesis of sulfonamide-based inhibitors targeting carbonic anhydrase isoforms. The researchers demonstrated that derivatives of this compound exhibited potent inhibitory activity against tumor-associated carbonic anhydrase IX and XII, suggesting potential applications in cancer therapy. The study employed molecular docking and kinetic assays to elucidate the binding mechanisms, revealing that the nitro and sulfonohydrazide groups play a pivotal role in stabilizing enzyme-inhibitor interactions. These findings underscore the compound's potential as a scaffold for designing next-generation anticancer drugs.

In addition to its therapeutic applications, 4-methyl-3-nitrobenzenesulfonohydrazide has been investigated for its antimicrobial properties. A 2024 report in Bioorganic & Medicinal Chemistry Letters described the synthesis of a series of sulfonohydrazide derivatives and their evaluation against multidrug-resistant bacterial strains. The results indicated that certain derivatives displayed broad-spectrum activity against Gram-positive and Gram-negative pathogens, including methicillin-resistant Staphylococcus aureus (MRSA) and Escherichia coli. The study attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis, a mechanism distinct from traditional antibiotics. This discovery opens new avenues for addressing the global challenge of antibiotic resistance.

Beyond its biological applications, 4-methyl-3-nitrobenzenesulfonohydrazide has also found use in materials science. Recent work published in ACS Applied Materials & Interfaces explored its incorporation into polymer matrices to create functional materials with tunable properties. The nitro and sulfonohydrazide groups facilitated cross-linking reactions, resulting in polymers with enhanced thermal stability and mechanical strength. These materials hold promise for applications in drug delivery systems and biomedical devices, further expanding the compound's utility across interdisciplinary fields.

In conclusion, 4-methyl-3-nitrobenzenesulfonohydrazide (CAS: 53516-94-2) continues to be a compound of significant interest in chemical biology and pharmaceutical research. Its multifaceted applications—ranging from drug discovery to materials science—highlight its versatility and potential for driving innovation. Future research should focus on optimizing its derivatives for specific therapeutic targets and exploring novel synthetic routes to enhance yield and purity. As the scientific community delves deeper into its properties, this compound is poised to play an increasingly prominent role in addressing pressing healthcare challenges.

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