Cas no 98611-90-6 (N-(2-fluorophenyl)methanesulfonamide)

N-(2-fluorophenyl)methanesulfonamide is a fluorinated sulfonamide derivative characterized by its unique structural and electronic properties. The incorporation of a fluorine atom at the ortho position of the phenyl ring enhances its reactivity and potential as an intermediate in pharmaceutical and agrochemical synthesis. This compound exhibits favorable stability under standard conditions, making it suitable for further functionalization. Its methanesulfonamide moiety contributes to its solubility in polar organic solvents, facilitating its use in various synthetic applications. The presence of both fluorine and sulfonamide groups offers opportunities for selective modifications, underscoring its utility in medicinal chemistry and material science research.
N-(2-fluorophenyl)methanesulfonamide structure
98611-90-6 structure
Product Name:N-(2-fluorophenyl)methanesulfonamide
CAS No:98611-90-6
MF:C7H8FNO2S
MW:189.207324028015
CID:801968
PubChem ID:669015
Update Time:2025-06-08

N-(2-fluorophenyl)methanesulfonamide Chemical and Physical Properties

Names and Identifiers

    • Methanesulfonamide,N-(2-fluorophenyl)-
    • N-(2-Fluorophenyl)methanesulfonamide
    • 98611-90-6
    • N-(2-Fluorophenyl)methanesulfonamide,98 %
    • Z45639775
    • DTXSID50349936
    • EN300-113583
    • FT-0717965
    • AKOS000476878
    • DJLCKPRURZWUOU-UHFFFAOYSA-N
    • V6I
    • SCHEMBL6897963
    • CS-0223020
    • N-(2-Fluorophenyl)methanesulfonamide, 98%
    • DB-080554
    • STK035732
    • AO-548/10714043
    • N-(2-fluorophenyl)methanesulfonamide
    • MDL: MFCD01212921
    • Inchi: 1S/C7H8FNO2S/c1-12(10,11)9-7-5-3-2-4-6(7)8/h2-5,9H,1H3
    • InChI Key: DJLCKPRURZWUOU-UHFFFAOYSA-N
    • SMILES: S(C)(NC1C=CC=CC=1F)(=O)=O

Computed Properties

  • Exact Mass: 189.02597783g/mol
  • Monoisotopic Mass: 189.02597783g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 234
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1
  • Topological Polar Surface Area: 54.6?2

Experimental Properties

  • Color/Form: solid
  • Density: 1.4±0.1 g/cm3
  • Melting Point: 75-77?°C (lit.)
  • Boiling Point: 274.4±42.0 °C at 760 mmHg
  • Flash Point: 119.8±27.9 °C
  • Solubility: Not determined
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

N-(2-fluorophenyl)methanesulfonamide Security Information

  • Symbol: GHS05 GHS06
  • Signal Word:Danger
  • Hazard Statement: H301-H315-H318-H335
  • Warning Statement: P261-P280-P301+P310-P305+P351+P338
  • Hazardous Material transportation number:UN 2811 6.1 / PGIII
  • WGK Germany:3
  • Hazard Category Code: 22-37/38-41
  • Safety Instruction: 26-39
  • Hazardous Material Identification: Xn
  • Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

N-(2-fluorophenyl)methanesulfonamide Pricemore >>

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Additional information on N-(2-fluorophenyl)methanesulfonamide

N-(2-Fluorophenyl)Methanesulfonamide: An Overview of a Versatile Compound (CAS No. 98611-90-6)

N-(2-Fluorophenyl)methanesulfonamide, also known as 2-fluorobenzyl sulfonamide, is a compound with the CAS number 98611-90-6. This molecule has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research due to its unique properties and potential applications. The compound is characterized by a methanesulfonamide group attached to a 2-fluorophenyl ring, which imparts specific chemical and biological activities.

The chemical structure of N-(2-Fluorophenyl)methanesulfonamide consists of a benzene ring with a fluorine atom at the 2-position and a methanesulfonamide group attached to the benzene ring. The presence of the fluorine atom and the sulfonamide group provides this compound with distinct electronic and steric properties, making it an attractive candidate for various chemical and biological studies.

Recent research has highlighted the potential of N-(2-Fluorophenyl)methanesulfonamide in several areas, including its use as an intermediate in the synthesis of more complex molecules, its role in drug discovery, and its biological activities. One notable application is its use as a building block in the development of new pharmaceuticals. The sulfonamide moiety is known for its ability to form hydrogen bonds and interact with biological targets, which can enhance the binding affinity and selectivity of drug candidates.

In the context of medicinal chemistry, N-(2-Fluorophenyl)methanesulfonamide has been explored for its potential as an inhibitor of various enzymes and receptors. For instance, studies have shown that derivatives of this compound can act as potent inhibitors of carbonic anhydrase, an enzyme involved in various physiological processes such as pH regulation and ion transport. The ability to modulate carbonic anhydrase activity has implications for treating conditions like glaucoma and epilepsy.

Moreover, N-(2-Fluorophenyl)methanesulfonamide has been investigated for its anti-inflammatory properties. Inflammation is a key factor in many diseases, including arthritis and inflammatory bowel disease. Research has demonstrated that certain derivatives of this compound can inhibit pro-inflammatory cytokines and reduce inflammation in animal models. This suggests that N-(2-Fluorophenyl)methanesulfonamide could serve as a lead compound for developing new anti-inflammatory drugs.

Another area where N-(2-Fluorophenyl)methanesulfonamide shows promise is in cancer research. Some studies have reported that this compound can induce apoptosis (programmed cell death) in cancer cells by disrupting specific signaling pathways. This property makes it a potential candidate for developing new anticancer agents. Additionally, the fluorine atom in the molecule can enhance its metabolic stability and improve its pharmacokinetic profile, which are crucial factors for effective drug delivery.

The synthesis of N-(2-Fluorophenyl)methanesulfonamide typically involves reacting 2-fluorobenzylamine with methanesulfonyl chloride in the presence of a base such as triethylamine. This reaction yields high purity product with good yield, making it suitable for large-scale production. The synthetic route is well-documented in the literature and can be adapted to produce various derivatives by modifying the starting materials or reaction conditions.

In terms of safety and handling, N-(2-Fluorophenyl)methanesulfonamide should be handled with care due to its reactivity and potential health effects. Proper personal protective equipment (PPE) should be used when handling this compound, and it should be stored in a well-ventilated area away from incompatible materials. Safety data sheets (SDS) provide detailed information on handling, storage, and disposal procedures.

Overall, N-(2-Fluorophenyl)methanesulfonamide (CAS No. 98611-90-6) is a versatile compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological activities make it an attractive candidate for developing new drugs targeting various diseases. Ongoing research continues to uncover new applications and optimize its properties for therapeutic use.

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