168299-82-9

Upstream product

• 2524-51-8 N'-cyclobutylidene-4-methylbenzenesulfonohydrazide 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 58518-77-7 ((1-(4-fluorophenyl)vinyl)oxy)trimethylsilane 
• 1026328-08-4 2-Cyclobutylidene-1-(4-fluoro-phenyl)-ethanol 

Downstream Products

• 171888-33-8 2-{1-[2-(4-Fluoro-phenyl)-2-oxo-ethyl]-cyclobutyl}-1-(4-methanesulfonyl-phenyl)-ethanone 
• 171888-32-7 1-(4-fluorophenyl)-2-<1-<2-<4-(methylthio)phenyl>-2-oxoethyl>cyclobut-1-yl>ethan-1-one 

Relevant academic research and scientific papers

Alkene Synthesis by Photo-Wolff-Kischner Reaction of Sulfur Ylides and N-Tosylhydrazones

A visible-light-driven and room temperature photo-Wolff-Kischner reaction of sulfur ylides and N-tosylhydrazones has been developed for the first time to provide modular access to alkene synthesis. The high functional group tolerance and broad substrate scope were demonstrated by more than 60 examples. Both E- and Z-olefinic stereochemistry in the products could be controlled with excellent stereoselectivity. A series of mechanistic studies support that the reaction should proceed through a radical-carbanion crossover pathway, specifically involving addition of photo-generated sulfur ylide radical cations to N-tosylhydrazones to form carbanions and subsequent Wolff-Kischner process.

Diarylspiro[2.4]heptenes as orally active, highly selective cyclooxygenase-2 inhibitors: Synthesis and structure-activity relationships

A novel series of 5,6-diarylspiro[2.4]hept-5-enes was shown to provide highly potent and selective cyclooxygenase-2 (COX-2) inhibitors. A study of structure-activity relationships in this series suggests that 3,4- disubstituted phenyl analogs are generally more selective than 4-substituted phenyl analogs and that replacement of the methyl sulfone group on the 6- phenyl ring with a sulfonamide moiety results in compounds with superior in vivo pharmacological properties, although with lower COX-2 selectivity. Several compounds have been shown to possess promising pharmacological properties in adjuvant-induced arthritis and edema analgesia models. The absence of gastrointestinal (GI) toxicity at 200 mpk of several selected compounds in rats and mice corresponds well with the weak potency for inhibition of COX-1 observed in the enzyme assay. Methyl sulfone 55 and sulfonamide 24 were shown to have superior in vivo pharmacological profiles, low GI toxicity, and good oral bioavailability and duration of action.