2143892-50-4 | 4-Chloro-N-[(4-methylphenyl)sulfonyl]benzenesulfonimidoyl fluoride

CAS:2143892-50-4 | 4-Chloro-N-[(4-methylphenyl)sulfonyl]benzenesulfonimidoyl fluoride ,Description

4-Chloro-N-[(4-methylphenyl)sulfonyl]benzenesulfonimidoyl fluoride, commonly known as CSB, is a chemical compound that belongs to the family of sulfonamides. It is widely used in scientific research as a tool to study the mechanism of action of various enzymes and proteins. CSB is a potent inhibitor of carbonic anhydrase, which is an enzyme that catalyzes the reversible hydration of carbon dioxide. 
 

Scientific Research Applications

Interactions and Structural Analysis

A study on heteroaryl sulfonyl(VI) fluorides highlighted the unique noncovalent interactions of these compounds, including 4-chloro-7-fluorosulfonyl-2,1,3-benzoxadiazole, derived from their chloride counterparts. X-ray structure analysis and Hirshfeld surface analysis were employed to investigate the interactions in the solid state, revealing that the fluorine atoms form close interactions with several π bonds, whereas sulfonyl oxygens show comparable interactions in both fluoride and chloride moieties. This research provides insights into the structural and interactional properties of sulfonyl fluorides, contributing to the understanding of their potential applications in scientific research (Bellia et al., 2022).

Radiopharmaceutical Development

Sulfonyl fluorides have been explored for their potential in radiopharmaceutical development, particularly as (18)F-labelling agents for positron emission tomography (PET) chemistry. Research demonstrates a general route to prepare bifunctional arylsulfonyl [(18)F]fluorides from their sulfonyl chloride analogues, showcasing the feasibility of using sulfonyl fluorides in aqueous, room-temperature conditions. This development opens up new possibilities for the synthesis of (18)F-labelled biomarkers, crucial for diagnostic imaging and medical research (Inkster et al., 2012).

Polymorphism in Aromatic Sulfonamides

The effect of fluorine substitution on the polymorphism of aromatic sulfonamides has been investigated, revealing that fluorine-substituted compounds exhibit polymorphs or pseudopolymorphs, unlike their non-fluorinated counterparts. This research sheds light on the role of fluorine in influencing the solid-state properties of sulfonamides, which has implications for the design and development of new materials with tailored properties (Terada et al., 2012).

Synthetic Applications

The synthesis of N-Tosyl- and N-methyl-substituted sulfonimidoyl fluorides from corresponding chlorides has been demonstrated, with applications in the synthesis of new classes of derivatives, such as (S-phenyl-N-tosylsulfonimidoyl)methyl isocyanides. These compounds represent a new class of derivatives for methyl isocyanides, highlighting the versatility of sulfonyl fluorides in synthetic chemistry (Leusen & Leusen, 2010).

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