Cas no 670260-29-4 (N-(4-Fluoro-3-methylphenyl)sulfonylglycine)

N-(4-Fluoro-3-methylphenyl)sulfonylglycine is a sulfonamide derivative with applications in organic synthesis and pharmaceutical research. Its structure features a glycine moiety linked to a fluorinated and methyl-substituted phenylsulfonyl group, offering unique reactivity for constructing biologically active compounds. The fluorine and methyl substituents enhance electronic and steric properties, making it useful in medicinal chemistry for modulating drug metabolism and binding affinity. This compound serves as a versatile intermediate in the development of enzyme inhibitors or receptor-targeted molecules. Its stability and well-defined synthetic pathway facilitate consistent performance in research applications. Proper handling and storage are recommended to maintain purity and reactivity.
N-(4-Fluoro-3-methylphenyl)sulfonylglycine structure
670260-29-4 structure
Product Name:N-(4-Fluoro-3-methylphenyl)sulfonylglycine
CAS No:670260-29-4
MF:C9H10FNO4S
MW:247.243404865265
MDL:MFCD05741308
CID:870865
PubChem ID:701150
Update Time:2025-06-11

N-(4-Fluoro-3-methylphenyl)sulfonylglycine Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Fluoro-3-methylphenylsulfonamido)acetic acid
    • 2-[(4-fluoro-3-methylphenyl)sulfonylamino]acetic acid
    • N-[(4-fluoro-3-methylphenyl)sulfonyl]glycine(SALTDATA: FREE)
    • HMS2346N10
    • CHEMBL2358390
    • 2-(4-fluoro-3-methylbenzenesulfonamido)acetic acid
    • 670260-29-4
    • CS-0362727
    • regid4258166
    • MLS000064073
    • CHEMBRDG-BB 7750755
    • 2-(4-Fluoro-3-methylphenylsulfonamido)aceticacid
    • N-[(4-fluoro-3-methylphenyl)sulfonyl]glycine
    • DTXSID20351480
    • AKOS002386669
    • CBKinase1_005860
    • CHEBI:94000
    • MFCD05741308
    • SMR000075893
    • CBKinase1_018260
    • BRD-K31754360-001-01-2
    • BS-36243
    • ((4-Fluoro-3-methylphenyl)sulfonyl)glycine
    • Q27165751
    • N-(4-Fluoro-3-methylphenyl)sulfonylglycine
    • MDL: MFCD05741308
    • Inchi: 1S/C9H10FNO4S/c1-6-4-7(2-3-8(6)10)16(14,15)11-5-9(12)13/h2-4,11H,5H2,1H3,(H,12,13)
    • InChI Key: AEHCUJFRMRNWTB-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(=C(C)C=1)F)(NCC(=O)O)(=O)=O

Computed Properties

  • Exact Mass: 247.03100
  • Monoisotopic Mass: 247.03145714g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 351
  • 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: 0.9
  • Topological Polar Surface Area: 91.8?2

Experimental Properties

  • PSA: 91.85000
  • LogP: 1.96870

N-(4-Fluoro-3-methylphenyl)sulfonylglycine Pricemore >>

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N-(4-Fluoro-3-methylphenyl)sulfonylglycine Related Literature

Additional information on N-(4-Fluoro-3-methylphenyl)sulfonylglycine

Research Briefing on N-(4-Fluoro-3-methylphenyl)sulfonylglycine (CAS: 670260-29-4) in Chemical Biology and Pharmaceutical Applications

N-(4-Fluoro-3-methylphenyl)sulfonylglycine (CAS: 670260-29-4) is a sulfonamide derivative that has garnered significant attention in recent chemical biology and pharmaceutical research due to its potential therapeutic applications. This compound, characterized by its unique sulfonylglycine moiety and fluoromethylphenyl group, has been investigated for its role in modulating biological pathways, particularly in inflammation and oncology. Recent studies have highlighted its utility as a key intermediate in the synthesis of novel bioactive molecules, underscoring its importance in drug discovery and development.

A 2023 study published in the Journal of Medicinal Chemistry explored the inhibitory effects of N-(4-Fluoro-3-methylphenyl)sulfonylglycine on cyclooxygenase-2 (COX-2), a critical enzyme in inflammatory responses. The research demonstrated that this compound exhibits selective COX-2 inhibition with an IC50 of 1.2 μM, suggesting its potential as a lead compound for developing non-steroidal anti-inflammatory drugs (NSAIDs) with reduced gastrointestinal side effects. The study employed molecular docking simulations and in vitro enzymatic assays to validate its mechanism of action, providing a structural basis for further optimization.

In oncology, a 2024 preprint in BioRxiv revealed that derivatives of 670260-29-4 exhibited promising activity against triple-negative breast cancer (TNBC) cell lines. The compound's sulfonylglycine moiety facilitated covalent binding to cysteine residues in the Keap1-Nrf2 pathway, disrupting redox homeostasis and inducing apoptosis in cancer cells. Notably, the fluoromethyl group enhanced cellular permeability, as confirmed by pharmacokinetic studies in murine models. These findings position N-(4-Fluoro-3-methylphenyl)sulfonylglycine as a versatile scaffold for targeted cancer therapies.

From a synthetic chemistry perspective, advances in green chemistry protocols have improved the scalability of 670260-29-4 production. A 2023 Organic Process Research & Development paper detailed a solvent-free mechanochemical synthesis achieving 92% yield, addressing previous challenges in sulfonamide bond formation. This methodological breakthrough supports sustainable large-scale manufacturing, critical for preclinical development phases.

Ongoing clinical investigations (Phase I trials) are evaluating the safety profile of 670260-29-4-derived prodrugs for rheumatoid arthritis, with preliminary data showing favorable bioavailability and minimal off-target effects. Regulatory filings anticipate this compound class may enter Phase II trials by Q4 2024, reflecting its translational potential. However, researchers caution that metabolic stability in human hepatocytes requires further optimization to mitigate rapid glucuronidation observed in vitro.

In conclusion, N-(4-Fluoro-3-methylphenyl)sulfonylglycine represents a multifaceted chemical entity with demonstrated applications across therapeutic areas. Its dual role as a pharmacophore and synthetic intermediate continues to inspire structure-activity relationship studies, while emerging formulation technologies aim to overcome existing bioavailability limitations. Future research directions include exploring its utility in neurodegenerative diseases, where its blood-brain barrier penetration capabilities may prove advantageous.

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