Cas no 24906-75-0 (2-Difluoromethanesulfonylaniline)

2-Difluoromethanesulfonylaniline is a specialized aromatic compound featuring a difluoromethanesulfonyl (–SO?CF?H) substituent at the ortho position of an aniline ring. This structural motif imparts unique electronic and steric properties, making it valuable in pharmaceutical and agrochemical synthesis. The difluoromethanesulfonyl group enhances metabolic stability and bioavailability, while the aniline moiety serves as a versatile intermediate for further functionalization. Its ortho-substitution pattern can influence reactivity in coupling reactions or metal-catalyzed transformations. The compound’s fluorine atoms contribute to lipophilicity and potential hydrogen-bonding interactions, useful in drug design. Suitable for controlled modifications, it is often employed in the development of bioactive molecules requiring tailored electronic or steric effects.
2-Difluoromethanesulfonylaniline structure
24906-75-0 structure
Product Name:2-Difluoromethanesulfonylaniline
CAS No:24906-75-0
MF:C7H7F2NO2S
MW:207.19778752327
MDL:MFCD00521859
CID:291442
PubChem ID:710593
Update Time:2025-05-23

2-Difluoromethanesulfonylaniline Chemical and Physical Properties

Names and Identifiers

    • 2-(difluoromethylsulfonyl)aniline,hydrochloride
    • 2-[(DIFLUOROMETHYL)SULFONYL]ANILINE HYDROCHLORIDE
    • Benzenamine,2-[(difluoromethyl)sulfonyl]-
    • 2-[(Difluoromethyl)sulfonyl]aniline
    • MFCD00521859
    • Z56827431
    • Benzenamine, 2-[(difluoromethyl)sulfonyl]-
    • 2-(difluoromethylsulfonyl)aniline
    • SCHEMBL1000354
    • 2-(Difluoro-methanesulfonyl)-phenylamine
    • CHEMBL1706459
    • 24906-75-0
    • AKOS000122892
    • EN300-31819
    • HMS2790N06
    • SMR000429709
    • 2-((difluoromethyl)sulfonyl)aniline
    • MLS000767378
    • 2-difluoromethanesulfonylaniline
    • AT38853
    • 2-[(Difluoromethyl)Sulfonyl]-Benzenamine
    • STK530345
    • 2-Difluoromethanesulfonylaniline
    • MDL: MFCD00521859
    • Inchi: 1S/C7H7F2NO2S/c8-7(9)13(11,12)6-4-2-1-3-5(6)10/h1-4,7H,10H2
    • InChI Key: SNDCVGFGRZLIDQ-UHFFFAOYSA-N
    • SMILES: S(C(F)F)(C1C=CC=CC=1N)(=O)=O

Computed Properties

  • Exact Mass: 207.01661
  • Monoisotopic Mass: 207.01655596g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 260
  • 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: 1.8
  • Topological Polar Surface Area: 68.5?2

Experimental Properties

  • PSA: 60.16

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2-Difluoromethanesulfonylaniline Suppliers

Amadis Chemical Company Limited
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(CAS:24906-75-0)2-Difluoromethanesulfonylaniline
Order Number:A1180763
Stock Status:in Stock
Quantity:1g/250mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 01:45
Price ($):795.0/415.0

2-Difluoromethanesulfonylaniline Related Literature

Additional information on 2-Difluoromethanesulfonylaniline

Recent Advances in the Study of 2-Difluoromethanesulfonylaniline (CAS: 24906-75-0)

2-Difluoromethanesulfonylaniline (CAS: 24906-75-0) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. This compound, characterized by its difluoromethanesulfonyl group attached to an aniline moiety, has been the subject of recent studies due to its potential applications in drug discovery and development. The unique electronic and steric properties conferred by the difluoromethanesulfonyl group make it a valuable scaffold for designing novel bioactive molecules.

Recent research has focused on the synthesis and biological evaluation of 2-Difluoromethanesulfonylaniline derivatives. A study published in the Journal of Medicinal Chemistry (2023) demonstrated the compound's utility as a key intermediate in the synthesis of sulfonamide-based inhibitors targeting carbonic anhydrase isoforms. The study highlighted the compound's ability to enhance binding affinity and selectivity, attributed to the electron-withdrawing effects of the difluoromethanesulfonyl group.

Another significant advancement involves the use of 2-Difluoromethanesulfonylaniline in the development of kinase inhibitors. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported the synthesis of a series of derivatives that exhibited potent inhibitory activity against tyrosine kinases, which are implicated in various cancers. The researchers noted that the difluoromethanesulfonyl group played a crucial role in improving metabolic stability and pharmacokinetic properties.

In addition to its applications in inhibitor design, 2-Difluoromethanesulfonylaniline has been explored as a building block for fluorescent probes. A recent publication in Analytical Chemistry (2024) described the development of a sulfonylaniline-based probe for detecting reactive oxygen species (ROS) in cellular environments. The probe demonstrated high sensitivity and specificity, making it a valuable tool for studying oxidative stress-related diseases.

The safety and toxicological profile of 2-Difluoromethanesulfonylaniline have also been investigated. A 2023 study in Toxicology Reports assessed the compound's acute and subchronic toxicity in animal models, concluding that it exhibits low toxicity at therapeutic doses. However, the study emphasized the need for further long-term toxicity studies to ensure its safety for clinical applications.

In conclusion, 2-Difluoromethanesulfonylaniline (CAS: 24906-75-0) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its unique structural features and demonstrated biological activities make it a valuable scaffold for drug discovery, probe development, and other applications. Ongoing research is expected to further elucidate its potential and expand its utility in the field.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:24906-75-0)2-Difluoromethanesulfonylaniline
A1180763
Purity:99%/99%
Quantity:1g/250mg
Price ($):795.0/415.0
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