Cas no 2229542-72-5 ((3,4-dihydroxyphenyl)methanesulfonamide)

(3,4-Dihydroxyphenyl)methanesulfonamide is a sulfonamide derivative featuring a catechol functional group, which confers distinctive reactivity and binding properties. Its structure enables potential applications in medicinal chemistry, particularly as an intermediate in synthesizing bioactive compounds targeting oxidative stress-related pathways. The catechol moiety facilitates chelation of metal ions and participation in redox reactions, while the sulfonamide group enhances solubility and stability. This compound may serve as a precursor for developing enzyme inhibitors or antioxidants due to its dual functionality. Its well-defined chemical properties make it suitable for research in pharmacology and biochemistry, particularly in studies involving polyphenolic or sulfonamide-based therapeutics.
(3,4-dihydroxyphenyl)methanesulfonamide structure
2229542-72-5 structure
Product Name:(3,4-dihydroxyphenyl)methanesulfonamide
CAS No:2229542-72-5
MF:C7H9NO4S
MW:203.215660810471
CID:6092780
PubChem ID:165662880
Update Time:2025-08-03

(3,4-dihydroxyphenyl)methanesulfonamide Chemical and Physical Properties

Names and Identifiers

    • (3,4-dihydroxyphenyl)methanesulfonamide
    • 2229542-72-5
    • EN300-1990875
    • Inchi: 1S/C7H9NO4S/c8-13(11,12)4-5-1-2-6(9)7(10)3-5/h1-3,9-10H,4H2,(H2,8,11,12)
    • InChI Key: GYNAUVKJNBRZIU-UHFFFAOYSA-N
    • SMILES: S(CC1C=CC(=C(C=1)O)O)(N)(=O)=O

Computed Properties

  • Exact Mass: 203.02522894g/mol
  • Monoisotopic Mass: 203.02522894g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 258
  • 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: -0.5
  • Topological Polar Surface Area: 109?2

(3,4-dihydroxyphenyl)methanesulfonamide Pricemore >>

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(3,4-dihydroxyphenyl)methanesulfonamide Related Literature

Additional information on (3,4-dihydroxyphenyl)methanesulfonamide

Introduction to (3,4-Dihydroxyphenyl)methanesulfonamide (CAS No. 2229542-72-5)

(3,4-Dihydroxyphenyl)methanesulfonamide (CAS No. 2229542-72-5) is a compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research due to its potential therapeutic applications. This compound, also known as 3,4-dihydroxybenzyl sulfonamide, is characterized by its unique structure, which includes a methanesulfonamide group attached to a 3,4-dihydroxyphenyl ring. The combination of these functional groups imparts specific chemical and biological properties that make it a promising candidate for various therapeutic uses.

The 3,4-dihydroxyphenyl moiety is a common structural feature in many bioactive compounds, including natural products and synthetic drugs. This moiety is known for its antioxidant and anti-inflammatory properties, which are attributed to its ability to scavenge free radicals and modulate inflammatory pathways. The methanesulfonamide group, on the other hand, is often associated with enhanced solubility and bioavailability, making it an attractive functional group for drug design.

Recent studies have explored the potential of (3,4-Dihydroxyphenyl)methanesulfonamide in various therapeutic areas. One notable area of research is its application in the treatment of neurodegenerative diseases. Neurodegenerative disorders such as Alzheimer's disease and Parkinson's disease are characterized by the progressive loss of neuronal function and are associated with oxidative stress and inflammation. The antioxidant and anti-inflammatory properties of (3,4-Dihydroxyphenyl)methanesulfonamide make it a potential candidate for mitigating these pathophysiological processes.

In a study published in the *Journal of Medicinal Chemistry*, researchers investigated the neuroprotective effects of (3,4-Dihydroxyphenyl)methanesulfonamide in an in vitro model of neuronal cells exposed to oxidative stress. The results showed that the compound significantly reduced oxidative damage and improved cell viability, suggesting its potential as a neuroprotective agent. Another study published in *Neuropharmacology* explored the effects of (3,4-Dihydroxyphenyl)methanesulfonamide on inflammatory markers in a mouse model of Parkinson's disease. The findings indicated that the compound effectively reduced levels of pro-inflammatory cytokines and improved motor function.

Beyond neurodegenerative diseases, (3,4-Dihydroxyphenyl)methanesulfonamide has also shown promise in other therapeutic areas. For instance, it has been investigated for its anti-cancer properties. Cancer cells often exhibit increased levels of oxidative stress and inflammation, which contribute to their survival and proliferation. A study published in *Cancer Letters* demonstrated that (3,4-Dihydroxyphenyl)methanesulfonamide inhibited the growth of human breast cancer cells by inducing apoptosis and reducing the expression of pro-inflammatory cytokines.

The pharmacokinetic properties of (3,4-Dihydroxyphenyl)methanesulfonamide have also been studied to assess its suitability as a drug candidate. Research has shown that the compound exhibits good oral bioavailability and favorable pharmacokinetic profiles in preclinical models. These properties are crucial for ensuring that the drug can be effectively delivered to target tissues and maintain therapeutic concentrations over time.

In addition to its therapeutic potential, (3,4-Dihydroxyphenyl)methanesulfonamide has been evaluated for its safety profile. Preclinical studies have demonstrated that the compound is well-tolerated at therapeutic doses and does not exhibit significant toxicity or adverse effects. These findings support its further development as a safe and effective therapeutic agent.

Despite the promising results from preclinical studies, further research is needed to fully understand the mechanisms of action and optimize the therapeutic potential of (3,4-Dihydroxyphenyl)methanesulfonamide. Clinical trials will be essential to evaluate its efficacy and safety in human subjects. Ongoing research efforts are focused on developing novel formulations and delivery systems to enhance the bioavailability and efficacy of the compound.

In conclusion, (3,4-Dihydroxyphenyl)methanesulfonamide (CAS No. 2229542-72-5) is a promising compound with diverse therapeutic applications. Its unique chemical structure endows it with antioxidant and anti-inflammatory properties that make it a valuable candidate for treating neurodegenerative diseases, cancer, and other conditions characterized by oxidative stress and inflammation. Continued research will further elucidate its potential as a novel therapeutic agent.

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