94126-32-6

Basic information

• Product Name: N-bromo-S-methyl-S-phenyl sulfoximine
• Synonyms: N-bromo-S-methyl-S-phenyl sulfoximine
• CAS NO: 94126-32-6
• Molecular Weight: 234.117
• Mol File: 94126-32-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-bromo-S-methyl-S-phenyl sulfoximine(CAS DataBase Reference)
• NIST Chemistry Reference: N-bromo-S-methyl-S-phenyl sulfoximine(94126-32-6)
• EPA Substance Registry System: N-bromo-S-methyl-S-phenyl sulfoximine(94126-32-6)

Safety Data

• Hazardous Substances Data: 94126-32-6(Hazardous Substances Data)

Upstream product

• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 60933-65-5 (R)-S-methyl-S-phenylsulfoximine 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 50597-21-2 N-(methyl(oxo)(phenyl)-λ⁶-sulfanylidene)-4-nitrobenzamide 

Relevant articles and documents

One-Pot Synthesis of N-Iodo Sulfoximines from Sulfides

This is the first report on the synthesis and characterization of N-iodo sulfoximines. The synthesis was designed as a room temperature one-pot cascade reaction from readily available sulfides as starting compounds, converted into sulfoximines by reaction with ammonium carbonate and (diacetoxyiodo)benzene, followed by iodination with N-iodosuccinimide or iodine in situ, in up to 90% isolated yields, also at a multigram scale. Iodination of aryls with N-iodo sulfoximines, oxidation, and conversion to N-SCF3 congeners have been demonstrated.

N-Trifluoromethylthiolated Sulfonimidamides and Sulfoximines: Anti-microbial, Anti-mycobacterial, and Cytotoxic Activity

Herein we demonstrate the expanded utility of a recently described N-trifluoromethylthiolation protocol to sulfonimidamide containing substances. The novel N-trifluoromethylthio sulfonimidamide derivatives thus obtained were evaluated for antibacterial activity against Mycobacterium tuberculosis (M. tb.) and Mycobacterium abscessus and Gram + Ve (Streptococcus aureus, Bacillus subtilis), and Gram - Ve (Escherichia coli, Pseudomonas aeruginosa) bacteria. Two compounds, 13 and 15 showed high antimycobacterial activity with MIC value of 4-8 μg/mL; i.e. comparable to WHO recommended first line antibiotic for TB infection ethambutol. The same compounds were also found to be cytotoxic in HepG2 cells (compound 13 IC50 = 15 μg/mL; compound 15 IC50 = 65 μg/mL). A structure activity relationship, using matched pair analysis, gave the unexpected conclusion that the trifluoromethylthio moiety was responsible for the cellular and bacterial toxicity. Given the increasing use of the trifluoromethylthio group in contemporary medicinal chemistry, this observation calls for considerations before implementation of the functionality in drug design.